id sid tid token lemma pos eurjchem-47 1 1 microsoft microsoft PROPN eurjchem-47 1 2 word word NOUN eurjchem-47 1 3 european_journal_of_chemistry_1_2_2010_102_109_47 european_journal_of_chemistry_1_2_2010_102_109_47 PUNCT eurjchem-47 1 4 european european ADJ eurjchem-47 1 5     SPACE eurjchem-47 1 6 journal journal NOUN eurjchem-47 1 7     SPACE eurjchem-47 1 8 of of ADP eurjchem-47 1 9     SPACE eurjchem-47 1 10 chemistry chemistry NOUN eurjchem-47 1 11     SPACE eurjchem-47 1 12 1 1 NUM eurjchem-47 1 13     SPACE eurjchem-47 1 14 ( ( PUNCT eurjchem-47 1 15 2 2 NUM eurjchem-47 1 16 ) ) PUNCT eurjchem-47 1 17     SPACE eurjchem-47 1 18 ( ( PUNCT eurjchem-47 1 19 2010 2010 NUM eurjchem-47 1 20 ) ) PUNCT eurjchem-47 1 21     SPACE eurjchem-47 1 22 102‐109 102‐109 NUM eurjchem-47 1 23         SPACE eurjchem-47 1 24 european european ADJ eurjchem-47 1 25     SPACE eurjchem-47 1 26 journal journal NOUN eurjchem-47 1 27     SPACE eurjchem-47 1 28 of of ADP eurjchem-47 1 29     SPACE eurjchem-47 1 30 chemistry chemistry NOUN eurjchem-47 1 31     SPACE eurjchem-47 1 32 issn issn VERB eurjchem-47 1 33     SPACE eurjchem-47 1 34 2153‐2249 2153‐2249 NUM eurjchem-47 1 35     SPACE eurjchem-47 1 36 ( ( PUNCT eurjchem-47 1 37 print print NOUN eurjchem-47 1 38 ) ) PUNCT eurjchem-47 1 39     SPACE eurjchem-47 1 40 / / SYM eurjchem-47 1 41     SPACE eurjchem-47 1 42 issn issn VERB eurjchem-47 1 43     SPACE eurjchem-47 1 44 2153‐2257 2153‐2257 NUM eurjchem-47 1 45     SPACE eurjchem-47 1 46 ( ( PUNCT eurjchem-47 1 47 online online ADJ eurjchem-47 1 48 ) ) PUNCT eurjchem-47 1 49     SPACE eurjchem-47 1 50   NOUN eurjchem-47 1 51     SPACE eurjchem-47 1 52 2010 2010 NUM eurjchem-47 1 53     SPACE eurjchem-47 1 54 eurjchem eurjchem NOUN eurjchem-47 1 55     SPACE eurjchem-47 1 56 doi:10.5155 doi:10.5155 NOUN eurjchem-47 1 57 / / SYM eurjchem-47 1 58 eurjchem.1.2.102‐109.47 eurjchem.1.2.102‐109.47 NOUN eurjchem-47 1 59                 SPACE eurjchem-47 1 60 european european ADJ eurjchem-47 1 61     SPACE eurjchem-47 1 62 journal journal NOUN eurjchem-47 1 63     SPACE eurjchem-47 1 64 of of ADP eurjchem-47 1 65     SPACE eurjchem-47 1 66 chemistry chemistry NOUN eurjchem-47 1 67     SPACE eurjchem-47 1 68 journal journal NOUN eurjchem-47 1 69     SPACE eurjchem-47 1 70 homepage homepage NOUN eurjchem-47 1 71 : : PUNCT eurjchem-47 1 72     SPACE eurjchem-47 1 73 www.eurjchem.com www.eurjchem.com NOUN eurjchem-47 1 74                     SPACE eurjchem-47 1 75 synthesis synthesis NOUN eurjchem-47 1 76     SPACE eurjchem-47 1 77 and and CCONJ eurjchem-47 1 78     SPACE eurjchem-47 1 79 preliminary preliminary ADJ eurjchem-47 1 80     SPACE eurjchem-47 1 81 biological biological ADJ eurjchem-47 1 82     SPACE eurjchem-47 1 83 screening screening NOUN eurjchem-47 1 84     SPACE eurjchem-47 1 85 of of ADP eurjchem-47 1 86     SPACE eurjchem-47 1 87 certain certain ADJ eurjchem-47 1 88       SPACE eurjchem-47 1 89 5‐aralkyl 5‐aralkyl NUM eurjchem-47 1 90     SPACE eurjchem-47 1 91 pyrrolidine‐3‐carboxylic pyrrolidine‐3‐carboxylic NOUN eurjchem-47 1 92     SPACE eurjchem-47 1 93 acids acid NOUN eurjchem-47 1 94     SPACE eurjchem-47 1 95 as as ADP eurjchem-47 1 96     SPACE eurjchem-47 1 97 anticonvulsants anticonvulsant NOUN eurjchem-47 1 98     SPACE eurjchem-47 1 99 mohamed mohamed PROPN eurjchem-47 1 100     SPACE eurjchem-47 1 101 nabil nabil PROPN eurjchem-47 1 102     SPACE eurjchem-47 1 103 aboul‐eneina aboul‐eneina PROPN eurjchem-47 1 104 , , PUNCT eurjchem-47 1 105 * * PUNCT eurjchem-47 1 106 , , PUNCT eurjchem-47 1 107     SPACE eurjchem-47 1 108 aida aida PROPN eurjchem-47 1 109     SPACE eurjchem-47 1 110 abd abd PROPN eurjchem-47 1 111     SPACE eurjchem-47 1 112 el‐sattar el‐sattar NOUN eurjchem-47 1 113     SPACE eurjchem-47 1 114 el‐azzounya el‐azzounya PROPN eurjchem-47 1 115 , , PUNCT eurjchem-47 1 116     SPACE eurjchem-47 1 117 ola ola PROPN eurjchem-47 1 118     SPACE eurjchem-47 1 119 ahmed ahmed PROPN eurjchem-47 1 120     SPACE eurjchem-47 1 121 saleha saleha NOUN eurjchem-47 1 122 , , PUNCT eurjchem-47 1 123       SPACE eurjchem-47 1 124 mahmoud mahmoud PROPN eurjchem-47 1 125     SPACE eurjchem-47 1 126 abd abd PROPN eurjchem-47 1 127     SPACE eurjchem-47 1 128 el‐ el‐ NOUN eurjchem-47 1 129     SPACE eurjchem-47 1 130 moien moien NOUN eurjchem-47 1 131     SPACE eurjchem-47 1 132 nawwarb nawwarb NOUN eurjchem-47 1 133 , , PUNCT eurjchem-47 1 134     SPACE eurjchem-47 1 135 mohamed mohamed PROPN eurjchem-47 1 136     SPACE eurjchem-47 1 137 abd abd PROPN eurjchem-47 1 138     SPACE eurjchem-47 1 139 el‐hamid el‐hamid PROPN eurjchem-47 1 140     SPACE eurjchem-47 1 141 ismailc ismailc NOUN eurjchem-47 1 142 , , PUNCT eurjchem-47 1 143       SPACE eurjchem-47 1 144 mahmoud mahmoud PROPN eurjchem-47 1 145     SPACE eurjchem-47 1 146 gamal gamal PROPN eurjchem-47 1 147     SPACE eurjchem-47 1 148 el‐din el‐din PROPN eurjchem-47 1 149     SPACE eurjchem-47 1 150 elsedeeka elsedeeka NOUN eurjchem-47 1 151     SPACE eurjchem-47 1 152 and and CCONJ eurjchem-47 1 153     SPACE eurjchem-47 1 154 yousreya yousreya PROPN eurjchem-47 1 155     SPACE eurjchem-47 1 156 aly aly PROPN eurjchem-47 1 157     SPACE eurjchem-47 1 158 maklada maklada PROPN eurjchem-47 1 159     SPACE eurjchem-47 1 160 a a DET eurjchem-47 1 161     SPACE eurjchem-47 1 162 medicinal medicinal NOUN eurjchem-47 1 163     SPACE eurjchem-47 1 164 and and CCONJ eurjchem-47 1 165     SPACE eurjchem-47 1 166 pharmaceutical pharmaceutical NOUN eurjchem-47 1 167     SPACE eurjchem-47 1 168 chemistry chemistry NOUN eurjchem-47 1 169     SPACE eurjchem-47 1 170 department department NOUN eurjchem-47 1 171 , , PUNCT eurjchem-47 1 172     SPACE eurjchem-47 1 173 pharmaceutical pharmaceutical NOUN eurjchem-47 1 174     SPACE eurjchem-47 1 175 and and CCONJ eurjchem-47 1 176     SPACE eurjchem-47 1 177 drug drug NOUN eurjchem-47 1 178     SPACE eurjchem-47 1 179 industries industry NOUN eurjchem-47 1 180     SPACE eurjchem-47 1 181 research research NOUN eurjchem-47 1 182     SPACE eurjchem-47 1 183 division division NOUN eurjchem-47 1 184 , , PUNCT eurjchem-47 1 185     SPACE eurjchem-47 1 186 national national ADJ eurjchem-47 1 187     SPACE eurjchem-47 1 188 research research NOUN eurjchem-47 1 189     SPACE eurjchem-47 1 190 centre centre NOUN eurjchem-47 1 191 , , PUNCT eurjchem-47 1 192     SPACE eurjchem-47 1 193 dokki­giza dokki­giza NOUN eurjchem-47 1 194 , , PUNCT eurjchem-47 1 195     SPACE eurjchem-47 1 196 12622 12622 NUM eurjchem-47 1 197 , , PUNCT eurjchem-47 1 198     SPACE eurjchem-47 1 199 egypt egypt PROPN eurjchem-47 1 200     SPACE eurjchem-47 1 201 b b PROPN eurjchem-47 1 202     SPACE eurjchem-47 1 203 phytochemistry phytochemistry NOUN eurjchem-47 1 204     SPACE eurjchem-47 1 205 and and CCONJ eurjchem-47 1 206     SPACE eurjchem-47 1 207 chemosystematic chemosystematic ADJ eurjchem-47 1 208     SPACE eurjchem-47 1 209 department department NOUN eurjchem-47 1 210 , , PUNCT eurjchem-47 1 211     SPACE eurjchem-47 1 212 pharmaceutical pharmaceutical NOUN eurjchem-47 1 213     SPACE eurjchem-47 1 214 and and CCONJ eurjchem-47 1 215     SPACE eurjchem-47 1 216 drug drug NOUN eurjchem-47 1 217     SPACE eurjchem-47 1 218 industries industry NOUN eurjchem-47 1 219     SPACE eurjchem-47 1 220 research research NOUN eurjchem-47 1 221     SPACE eurjchem-47 1 222 division division NOUN eurjchem-47 1 223 , , PUNCT eurjchem-47 1 224     SPACE eurjchem-47 1 225 national national ADJ eurjchem-47 1 226     SPACE eurjchem-47 1 227 research research NOUN eurjchem-47 1 228     SPACE eurjchem-47 1 229 centre centre NOUN eurjchem-47 1 230 , , PUNCT eurjchem-47 1 231     SPACE eurjchem-47 1 232 dokki­giza dokki­giza NOUN eurjchem-47 1 233 , , PUNCT eurjchem-47 1 234     SPACE eurjchem-47 1 235 12622 12622 NUM eurjchem-47 1 236 , , PUNCT eurjchem-47 1 237     SPACE eurjchem-47 1 238 egypt egypt PROPN eurjchem-47 1 239     SPACE eurjchem-47 1 240 c c PROPN eurjchem-47 1 241     SPACE eurjchem-47 1 242 pharmaceutical pharmaceutical NOUN eurjchem-47 1 243     SPACE eurjchem-47 1 244 chemistry chemistry NOUN eurjchem-47 1 245     SPACE eurjchem-47 1 246 department department NOUN eurjchem-47 1 247 , , PUNCT eurjchem-47 1 248     SPACE eurjchem-47 1 249 faculty faculty NOUN eurjchem-47 1 250     SPACE eurjchem-47 1 251 of of ADP eurjchem-47 1 252     SPACE eurjchem-47 1 253 pharmacy pharmacy NOUN eurjchem-47 1 254 , , PUNCT eurjchem-47 1 255     SPACE eurjchem-47 1 256 ain ain NOUN eurjchem-47 1 257     SPACE eurjchem-47 1 258 shams sham NOUN eurjchem-47 1 259     SPACE eurjchem-47 1 260 university university NOUN eurjchem-47 1 261 , , PUNCT eurjchem-47 1 262     SPACE eurjchem-47 1 263 cairo cairo PROPN eurjchem-47 1 264 , , PUNCT eurjchem-47 1 265     SPACE eurjchem-47 1 266 11566 11566 NUM eurjchem-47 1 267 , , PUNCT eurjchem-47 1 268     SPACE eurjchem-47 1 269 egypt egypt PROPN eurjchem-47 1 270     SPACE eurjchem-47 1 271 * * PROPN eurjchem-47 1 272 corresponding corresponding ADJ eurjchem-47 1 273     SPACE eurjchem-47 1 274 author author NOUN eurjchem-47 1 275     SPACE eurjchem-47 1 276 at at ADP eurjchem-47 1 277 : : PUNCT eurjchem-47 1 278     SPACE eurjchem-47 1 279 medicinal medicinal ADJ eurjchem-47 1 280     SPACE eurjchem-47 1 281 and and CCONJ eurjchem-47 1 282     SPACE eurjchem-47 1 283 pharmaceutical pharmaceutical NOUN eurjchem-47 1 284     SPACE eurjchem-47 1 285 chemistry chemistry NOUN eurjchem-47 1 286     SPACE eurjchem-47 1 287 department department NOUN eurjchem-47 1 288 , , PUNCT eurjchem-47 1 289     SPACE eurjchem-47 1 290 pharmaceutical pharmaceutical NOUN eurjchem-47 1 291     SPACE eurjchem-47 1 292 and and CCONJ eurjchem-47 1 293     SPACE eurjchem-47 1 294 drug drug NOUN eurjchem-47 1 295     SPACE eurjchem-47 1 296 industries industry NOUN eurjchem-47 1 297     SPACE eurjchem-47 1 298 research research NOUN eurjchem-47 1 299     SPACE eurjchem-47 1 300 division division NOUN eurjchem-47 1 301 , , PUNCT eurjchem-47 1 302     SPACE eurjchem-47 1 303 national national ADJ eurjchem-47 1 304     SPACE eurjchem-47 1 305 research research NOUN eurjchem-47 1 306     SPACE eurjchem-47 1 307 centre centre NOUN eurjchem-47 1 308 , , PUNCT eurjchem-47 1 309     SPACE eurjchem-47 1 310 dokki­giza dokki­giza NOUN eurjchem-47 1 311 , , PUNCT eurjchem-47 1 312     SPACE eurjchem-47 1 313 12622 12622 NUM eurjchem-47 1 314 , , PUNCT eurjchem-47 1 315     SPACE eurjchem-47 1 316 egypt egypt PROPN eurjchem-47 1 317     SPACE eurjchem-47 1 318 tel tel PROPN eurjchem-47 1 319 . . PUNCT eurjchem-47 1 320 : : PUNCT eurjchem-47 1 321     SPACE eurjchem-47 1 322 +20122168624 +20122168624 ADJ eurjchem-47 1 323 ; ; PUNCT eurjchem-47 1 324     SPACE eurjchem-47 1 325 fax fax NOUN eurjchem-47 1 326 : : PUNCT eurjchem-47 1 327     SPACE eurjchem-47 1 328 +20237601877 +20237601877 PROPN eurjchem-47 1 329 . . PUNCT eurjchem-47 1 330     SPACE eurjchem-47 2 1 e­mail e­mail NOUN eurjchem-47 2 2     SPACE eurjchem-47 2 3 address address NOUN eurjchem-47 2 4 : : PUNCT eurjchem-47 2 5     SPACE eurjchem-47 3 1 mnaboulenein@yahoo.com mnaboulenein@yahoo.com X eurjchem-47 3 2       SPACE eurjchem-47 3 3 ( ( PUNCT eurjchem-47 3 4 m.n m.n PROPN eurjchem-47 3 5 . . PROPN eurjchem-47 3 6     SPACE eurjchem-47 3 7 aboul­enein aboul­enein ADJ eurjchem-47 3 8 ) ) PUNCT eurjchem-47 3 9 . . PUNCT eurjchem-47 3 10                                 SPACE eurjchem-47 4 1 article article NOUN eurjchem-47 4 2     SPACE eurjchem-47 4 3 information information NOUN eurjchem-47 4 4         SPACE eurjchem-47 4 5 abstract abstract ADJ eurjchem-47 4 6 received receive VERB eurjchem-47 4 7 : : PUNCT eurjchem-47 4 8     SPACE eurjchem-47 4 9 23 23 NUM eurjchem-47 4 10     SPACE eurjchem-47 4 11 march march PROPN eurjchem-47 4 12     SPACE eurjchem-47 4 13 2010 2010 NUM eurjchem-47 4 14     SPACE eurjchem-47 4 15 received receive VERB eurjchem-47 4 16     SPACE eurjchem-47 4 17 in in ADP eurjchem-47 4 18     SPACE eurjchem-47 4 19 revised revise VERB eurjchem-47 4 20     SPACE eurjchem-47 4 21 form form NOUN eurjchem-47 4 22 : : PUNCT eurjchem-47 4 23     SPACE eurjchem-47 4 24 29 29 NUM eurjchem-47 4 25     SPACE eurjchem-47 4 26 april april PROPN eurjchem-47 4 27     SPACE eurjchem-47 4 28 2010 2010 NUM eurjchem-47 4 29     SPACE eurjchem-47 4 30 accepted accept VERB eurjchem-47 4 31 : : PUNCT eurjchem-47 4 32     SPACE eurjchem-47 4 33 30 30 NUM eurjchem-47 4 34     SPACE eurjchem-47 4 35 april april PROPN eurjchem-47 4 36     SPACE eurjchem-47 4 37 2010 2010 NUM eurjchem-47 4 38     SPACE eurjchem-47 4 39 online online NOUN eurjchem-47 4 40 : : PUNCT eurjchem-47 4 41     SPACE eurjchem-47 4 42 30 30 NUM eurjchem-47 4 43     SPACE eurjchem-47 4 44 june june PROPN eurjchem-47 4 45     SPACE eurjchem-47 4 46 2010 2010 NUM eurjchem-47 4 47     SPACE eurjchem-47 4 48 keywords keyword VERB eurjchem-47 4 49         SPACE eurjchem-47 4 50 synthesis synthesis NOUN eurjchem-47 4 51     SPACE eurjchem-47 4 52 of of ADP eurjchem-47 4 53     SPACE eurjchem-47 4 54 a a DET eurjchem-47 4 55     SPACE eurjchem-47 4 56 series series NOUN eurjchem-47 4 57     SPACE eurjchem-47 4 58 of of ADP eurjchem-47 4 59     SPACE eurjchem-47 4 60 5‐aralkyl 5‐aralkyl NUM eurjchem-47 4 61     SPACE eurjchem-47 4 62 pyrrolidine‐3‐carboxylic pyrrolidine‐3‐carboxylic PROPN eurjchem-47 4 63     SPACE eurjchem-47 4 64 acid acid NOUN eurjchem-47 4 65     SPACE eurjchem-47 4 66 derivatives derivative NOUN eurjchem-47 4 67     SPACE eurjchem-47 4 68 namely namely ADV eurjchem-47 4 69 , , PUNCT eurjchem-47 4 70     SPACE eurjchem-47 4 71 1‐acetyl‐4‐ 1‐acetyl‐4‐ NUM eurjchem-47 4 72 hydroxy‐5‐benzyl hydroxy‐5‐benzyl NOUN eurjchem-47 4 73     SPACE eurjchem-47 4 74 or or CCONJ eurjchem-47 4 75     SPACE eurjchem-47 4 76 5‐(4‐alkoxy‐benzyl)‐pyrrolidine‐3‐carboxylic 5‐(4‐alkoxy‐benzyl)‐pyrrolidine‐3‐carboxylic ADJ eurjchem-47 4 77     SPACE eurjchem-47 4 78 acids acid NOUN eurjchem-47 4 79     SPACE eurjchem-47 4 80 ( ( PUNCT eurjchem-47 4 81 3a‐e 3a‐e PROPN eurjchem-47 4 82 ) ) PUNCT eurjchem-47 4 83 , , PUNCT eurjchem-47 4 84     SPACE eurjchem-47 4 85 1‐h‐4‐ 1‐h‐4‐ NUM eurjchem-47 4 86 hydroxy‐5‐benzyl hydroxy‐5‐benzyl NOUN eurjchem-47 4 87     SPACE eurjchem-47 4 88 or or CCONJ eurjchem-47 4 89     SPACE eurjchem-47 4 90 5‐(4‐alkoxy‐benzyl)‐pyrrolidine‐3‐carboxylic 5‐(4‐alkoxy‐benzyl)‐pyrrolidine‐3‐carboxylic ADJ eurjchem-47 4 91     SPACE eurjchem-47 4 92 acids acid NOUN eurjchem-47 4 93     SPACE eurjchem-47 4 94 ( ( PUNCT eurjchem-47 4 95 4a‐e 4a‐e NOUN eurjchem-47 4 96 ) ) PUNCT eurjchem-47 4 97 , , PUNCT eurjchem-47 4 98     SPACE eurjchem-47 4 99 1‐acetyl‐5‐ 1‐acetyl‐5‐ NUM eurjchem-47 4 100 benzyl benzyl NOUN eurjchem-47 4 101     SPACE eurjchem-47 4 102 or or CCONJ eurjchem-47 4 103     SPACE eurjchem-47 4 104 5‐(4‐alkoxy‐benzyl)‐pyrrolidine‐3‐carboxylic 5‐(4‐alkoxy‐benzyl)‐pyrrolidine‐3‐carboxylic ADJ eurjchem-47 4 105     SPACE eurjchem-47 4 106 acids acid NOUN eurjchem-47 4 107     SPACE eurjchem-47 4 108 ( ( PUNCT eurjchem-47 4 109 8a‐e 8a‐e NOUN eurjchem-47 4 110 ) ) PUNCT eurjchem-47 4 111 , , PUNCT eurjchem-47 4 112     SPACE eurjchem-47 4 113 1‐h‐5‐benzyl 1‐h‐5‐benzyl NOUN eurjchem-47 4 114     SPACE eurjchem-47 4 115 or or CCONJ eurjchem-47 4 116     SPACE eurjchem-47 4 117 5‐(4‐ 5‐(4‐ NUM eurjchem-47 4 118 alkoxy‐benzyl)‐pyrrolidine‐3‐carboxylic alkoxy‐benzyl)‐pyrrolidine‐3‐carboxylic NUM eurjchem-47 4 119     SPACE eurjchem-47 4 120 acids acid NOUN eurjchem-47 4 121     SPACE eurjchem-47 4 122 ( ( PUNCT eurjchem-47 4 123 9a‐e 9a‐e PROPN eurjchem-47 4 124 ) ) PUNCT eurjchem-47 4 125     SPACE eurjchem-47 4 126 have have AUX eurjchem-47 4 127     SPACE eurjchem-47 4 128 been be AUX eurjchem-47 4 129     SPACE eurjchem-47 4 130 accomplished accomplish VERB eurjchem-47 4 131 . . PUNCT eurjchem-47 4 132     SPACE eurjchem-47 5 1 the the DET eurjchem-47 5 2     SPACE eurjchem-47 5 3 structures structure NOUN eurjchem-47 5 4     SPACE eurjchem-47 5 5 of of ADP eurjchem-47 5 6     SPACE eurjchem-47 5 7 the the DET eurjchem-47 5 8     SPACE eurjchem-47 5 9 new new ADJ eurjchem-47 5 10     SPACE eurjchem-47 5 11 compounds compound NOUN eurjchem-47 5 12     SPACE eurjchem-47 5 13 were be AUX eurjchem-47 5 14     SPACE eurjchem-47 5 15 assigned assign VERB eurjchem-47 5 16     SPACE eurjchem-47 5 17 from from ADP eurjchem-47 5 18     SPACE eurjchem-47 5 19 ir ir NOUN eurjchem-47 5 20 , , PUNCT eurjchem-47 5 21     SPACE eurjchem-47 5 22 1h 1h NUM eurjchem-47 5 23     SPACE eurjchem-47 5 24 nmr nmr NOUN eurjchem-47 5 25 , , PUNCT eurjchem-47 5 26     SPACE eurjchem-47 5 27 13c 13c NOUN eurjchem-47 5 28     SPACE eurjchem-47 5 29 nmr nmr NOUN eurjchem-47 5 30     SPACE eurjchem-47 5 31 and and CCONJ eurjchem-47 5 32     SPACE eurjchem-47 5 33 elemental elemental NOUN eurjchem-47 5 34     SPACE eurjchem-47 5 35 analyses analysis NOUN eurjchem-47 5 36 . . PUNCT eurjchem-47 5 37     SPACE eurjchem-47 6 1 compounds compound VERB eurjchem-47 6 2     SPACE eurjchem-47 6 3 3a‐e 3a‐e NOUN eurjchem-47 6 4 , , PUNCT eurjchem-47 6 5     SPACE eurjchem-47 6 6 4a‐e 4a‐e NOUN eurjchem-47 6 7 , , PUNCT eurjchem-47 6 8     SPACE eurjchem-47 6 9 8a‐e 8a‐e NOUN eurjchem-47 6 10     SPACE eurjchem-47 6 11 and and CCONJ eurjchem-47 6 12     SPACE eurjchem-47 6 13 9a‐e 9a‐e NOUN eurjchem-47 6 14     SPACE eurjchem-47 6 15 were be AUX eurjchem-47 6 16     SPACE eurjchem-47 6 17 biologically biologically ADV eurjchem-47 6 18     SPACE eurjchem-47 6 19 screened screen VERB eurjchem-47 6 20     SPACE eurjchem-47 6 21 for for ADP eurjchem-47 6 22     SPACE eurjchem-47 6 23 their their PRON eurjchem-47 6 24     SPACE eurjchem-47 6 25 anticonvulsant anticonvulsant ADJ eurjchem-47 6 26     SPACE eurjchem-47 6 27 potential potential NOUN eurjchem-47 6 28     SPACE eurjchem-47 6 29 using use VERB eurjchem-47 6 30     SPACE eurjchem-47 6 31 the the DET eurjchem-47 6 32     SPACE eurjchem-47 6 33 subcutaneous subcutaneous ADJ eurjchem-47 6 34     SPACE eurjchem-47 6 35 pentylenetetrazole pentylenetetrazole NOUN eurjchem-47 6 36     SPACE eurjchem-47 6 37 seizures seizure NOUN eurjchem-47 6 38     SPACE eurjchem-47 6 39 ( ( PUNCT eurjchem-47 6 40 scptz scptz PROPN eurjchem-47 6 41 ) ) PUNCT eurjchem-47 6 42     SPACE eurjchem-47 6 43 assay assay VERB eurjchem-47 6 44     SPACE eurjchem-47 6 45 and and CCONJ eurjchem-47 6 46     SPACE eurjchem-47 6 47 gabapentin gabapentin NOUN eurjchem-47 6 48     SPACE eurjchem-47 6 49 as as ADP eurjchem-47 6 50     SPACE eurjchem-47 6 51 reference reference NOUN eurjchem-47 6 52     SPACE eurjchem-47 6 53 standard standard NOUN eurjchem-47 6 54 . . PUNCT eurjchem-47 6 55     SPACE eurjchem-47 7 1 the the DET eurjchem-47 7 2     SPACE eurjchem-47 7 3 1‐h‐4‐hydroxy‐5‐benzyl 1‐h‐4‐hydroxy‐5‐benzyl NUM eurjchem-47 7 4     SPACE eurjchem-47 7 5 or or CCONJ eurjchem-47 7 6     SPACE eurjchem-47 7 7 5‐(4‐alkoxy‐benzyl)‐pyrrolidine‐3‐ 5‐(4‐alkoxy‐benzyl)‐pyrrolidine‐3‐ NUM eurjchem-47 7 8 carboxylic carboxylic NOUN eurjchem-47 7 9     SPACE eurjchem-47 7 10 acids acid NOUN eurjchem-47 7 11     SPACE eurjchem-47 7 12 ( ( PUNCT eurjchem-47 7 13 4a‐e 4a‐e NOUN eurjchem-47 7 14 ) ) PUNCT eurjchem-47 7 15     SPACE eurjchem-47 7 16 showed show VERB eurjchem-47 7 17     SPACE eurjchem-47 7 18 the the DET eurjchem-47 7 19     SPACE eurjchem-47 7 20 highest high ADJ eurjchem-47 7 21     SPACE eurjchem-47 7 22 anticonvulsant anticonvulsant ADJ eurjchem-47 7 23     SPACE eurjchem-47 7 24 activity activity NOUN eurjchem-47 7 25 . . PUNCT eurjchem-47 7 26     SPACE eurjchem-47 7 27 compound compound NOUN eurjchem-47 7 28     SPACE eurjchem-47 7 29 4b 4b PROPN eurjchem-47 7 30     SPACE eurjchem-47 7 31 was be AUX eurjchem-47 7 32     SPACE eurjchem-47 7 33 found find VERB eurjchem-47 7 34     SPACE eurjchem-47 7 35 to to PART eurjchem-47 7 36     SPACE eurjchem-47 7 37 be be AUX eurjchem-47 7 38     SPACE eurjchem-47 7 39 the the DET eurjchem-47 7 40     SPACE eurjchem-47 7 41 most most ADJ eurjchem-47 7 42     SPACE eurjchem-47 7 43 potent potent NOUN eurjchem-47 7 44     SPACE eurjchem-47 7 45 one one NOUN eurjchem-47 7 46     SPACE eurjchem-47 7 47 which which PRON eurjchem-47 7 48     SPACE eurjchem-47 7 49 exhibited exhibit VERB eurjchem-47 7 50     SPACE eurjchem-47 7 51 100 100 NUM eurjchem-47 7 52 % % NOUN eurjchem-47 7 53     SPACE eurjchem-47 7 54 protection protection NOUN eurjchem-47 7 55 . . PUNCT eurjchem-47 7 56     SPACE eurjchem-47 8 1 synthesis synthesis NOUN eurjchem-47 8 2     SPACE eurjchem-47 8 3 5‐aralkyl 5‐aralkyl NUM eurjchem-47 8 4     SPACE eurjchem-47 8 5 pyrrolidine‐3‐carboxylic pyrrolidine‐3‐carboxylic NOUN eurjchem-47 8 6     SPACE eurjchem-47 8 7 acids acid NOUN eurjchem-47 8 8     SPACE eurjchem-47 8 9 epilepsy epilepsy NOUN eurjchem-47 8 10       SPACE eurjchem-47 8 11 anticonvulsants anticonvulsant NOUN eurjchem-47 8 12         SPACE eurjchem-47 8 13 1 1 NUM eurjchem-47 8 14 . . PUNCT eurjchem-47 8 15     SPACE eurjchem-47 8 16 introduction introduction NOUN eurjchem-47 8 17         SPACE eurjchem-47 8 18 epilepsy epilepsy NOUN eurjchem-47 8 19     SPACE eurjchem-47 8 20 is be AUX eurjchem-47 8 21     SPACE eurjchem-47 8 22 a a DET eurjchem-47 8 23     SPACE eurjchem-47 8 24 common common ADJ eurjchem-47 8 25     SPACE eurjchem-47 8 26 chronic chronic NOUN eurjchem-47 8 27     SPACE eurjchem-47 8 28 neurological neurological ADJ eurjchem-47 8 29     SPACE eurjchem-47 8 30 disorder disorder NOUN eurjchem-47 8 31     SPACE eurjchem-47 8 32 characterized characterize VERB eurjchem-47 8 33     SPACE eurjchem-47 8 34 by by ADP eurjchem-47 8 35     SPACE eurjchem-47 8 36 recurrent recurrent NOUN eurjchem-47 8 37     SPACE eurjchem-47 8 38 unprovoked unprovoked ADJ eurjchem-47 8 39     SPACE eurjchem-47 8 40 seizures seizure NOUN eurjchem-47 8 41     SPACE eurjchem-47 8 42 [ [ X eurjchem-47 8 43 1,2 1,2 NUM eurjchem-47 8 44 ] ] PUNCT eurjchem-47 8 45 . . PUNCT eurjchem-47 8 46     SPACE eurjchem-47 8 47 these these DET eurjchem-47 8 48     SPACE eurjchem-47 8 49 seizures seizure NOUN eurjchem-47 8 50     SPACE eurjchem-47 8 51 are be AUX eurjchem-47 8 52     SPACE eurjchem-47 8 53 transient transient ADJ eurjchem-47 8 54     SPACE eurjchem-47 8 55 signs sign NOUN eurjchem-47 8 56     SPACE eurjchem-47 8 57 and/or and/or CCONJ eurjchem-47 8 58     SPACE eurjchem-47 8 59 symptoms symptom NOUN eurjchem-47 8 60     SPACE eurjchem-47 8 61 of of ADP eurjchem-47 8 62     SPACE eurjchem-47 8 63 abnormal abnormal ADJ eurjchem-47 8 64 , , PUNCT eurjchem-47 8 65     SPACE eurjchem-47 8 66 excessive excessive ADJ eurjchem-47 8 67     SPACE eurjchem-47 8 68 or or CCONJ eurjchem-47 8 69     SPACE eurjchem-47 8 70 synchronous synchronous ADJ eurjchem-47 8 71     SPACE eurjchem-47 8 72 neuronal neuronal ADJ eurjchem-47 8 73     SPACE eurjchem-47 8 74 activity activity NOUN eurjchem-47 8 75     SPACE eurjchem-47 8 76 in in ADP eurjchem-47 8 77     SPACE eurjchem-47 8 78 the the DET eurjchem-47 8 79     SPACE eurjchem-47 8 80 brain brain NOUN eurjchem-47 8 81     SPACE eurjchem-47 9 1 [ [ X eurjchem-47 9 2 3 3 NUM eurjchem-47 9 3 ] ] PUNCT eurjchem-47 9 4 . . PUNCT eurjchem-47 9 5     SPACE eurjchem-47 9 6 about about ADV eurjchem-47 9 7     SPACE eurjchem-47 9 8 50 50 NUM eurjchem-47 9 9     SPACE eurjchem-47 9 10 million million NUM eurjchem-47 9 11     SPACE eurjchem-47 9 12 people people NOUN eurjchem-47 9 13     SPACE eurjchem-47 9 14 worldwide worldwide ADV eurjchem-47 9 15     SPACE eurjchem-47 9 16 suffer suffer VERB eurjchem-47 9 17     SPACE eurjchem-47 9 18 from from ADP eurjchem-47 9 19     SPACE eurjchem-47 9 20 epilepsy epilepsy NOUN eurjchem-47 9 21 , , PUNCT eurjchem-47 9 22     SPACE eurjchem-47 9 23 with with ADP eurjchem-47 9 24     SPACE eurjchem-47 9 25 almost almost ADV eurjchem-47 9 26     SPACE eurjchem-47 9 27 90 90 NUM eurjchem-47 9 28 % % NOUN eurjchem-47 9 29     SPACE eurjchem-47 9 30 of of ADP eurjchem-47 9 31     SPACE eurjchem-47 9 32 these these PRON eurjchem-47 9 33     SPACE eurjchem-47 9 34 people people NOUN eurjchem-47 9 35     SPACE eurjchem-47 9 36 living live VERB eurjchem-47 9 37     SPACE eurjchem-47 9 38 in in ADP eurjchem-47 9 39     SPACE eurjchem-47 9 40 developing develop VERB eurjchem-47 9 41     SPACE eurjchem-47 9 42 countries country NOUN eurjchem-47 9 43     SPACE eurjchem-47 10 1 [ [ X eurjchem-47 10 2 4 4 NUM eurjchem-47 10 3 ] ] PUNCT eurjchem-47 10 4 . . PUNCT eurjchem-47 10 5     SPACE eurjchem-47 10 6 it it PRON eurjchem-47 10 7     SPACE eurjchem-47 10 8 is be AUX eurjchem-47 10 9     SPACE eurjchem-47 10 10 noteworthy noteworthy ADJ eurjchem-47 10 11     SPACE eurjchem-47 10 12 that that SCONJ eurjchem-47 10 13 , , PUNCT eurjchem-47 10 14     SPACE eurjchem-47 10 15 many many ADJ eurjchem-47 10 16     SPACE eurjchem-47 10 17 of of ADP eurjchem-47 10 18     SPACE eurjchem-47 10 19 the the DET eurjchem-47 10 20     SPACE eurjchem-47 10 21 current current ADJ eurjchem-47 10 22     SPACE eurjchem-47 10 23 antiepileptic antiepileptic ADJ eurjchem-47 10 24     SPACE eurjchem-47 10 25 drugs drug NOUN eurjchem-47 10 26     SPACE eurjchem-47 10 27 were be AUX eurjchem-47 10 28     SPACE eurjchem-47 10 29 developed develop VERB eurjchem-47 10 30     SPACE eurjchem-47 10 31 empirically empirically ADV eurjchem-47 10 32     SPACE eurjchem-47 10 33 on on ADP eurjchem-47 10 34     SPACE eurjchem-47 10 35 the the DET eurjchem-47 10 36     SPACE eurjchem-47 10 37 basis basis NOUN eurjchem-47 10 38     SPACE eurjchem-47 10 39 of of ADP eurjchem-47 10 40     SPACE eurjchem-47 10 41 their their PRON eurjchem-47 10 42     SPACE eurjchem-47 10 43 activity activity NOUN eurjchem-47 10 44     SPACE eurjchem-47 10 45 in in ADP eurjchem-47 10 46     SPACE eurjchem-47 10 47 animal animal NOUN eurjchem-47 10 48     SPACE eurjchem-47 10 49 models model NOUN eurjchem-47 10 50 . . PUNCT eurjchem-47 10 51     SPACE eurjchem-47 11 1 the the DET eurjchem-47 11 2     SPACE eurjchem-47 11 3 mechanism mechanism NOUN eurjchem-47 11 4     SPACE eurjchem-47 11 5 of of ADP eurjchem-47 11 6     SPACE eurjchem-47 11 7 action action NOUN eurjchem-47 11 8     SPACE eurjchem-47 11 9 of of ADP eurjchem-47 11 10     SPACE eurjchem-47 11 11 these these DET eurjchem-47 11 12     SPACE eurjchem-47 11 13 drugs drug NOUN eurjchem-47 11 14     SPACE eurjchem-47 11 15 at at ADP eurjchem-47 11 16     SPACE eurjchem-47 11 17 the the DET eurjchem-47 11 18     SPACE eurjchem-47 11 19 cellular cellular ADJ eurjchem-47 11 20     SPACE eurjchem-47 11 21 level level NOUN eurjchem-47 11 22     SPACE eurjchem-47 11 23 is be AUX eurjchem-47 11 24     SPACE eurjchem-47 11 25 not not PART eurjchem-47 11 26     SPACE eurjchem-47 11 27 fully fully ADV eurjchem-47 11 28     SPACE eurjchem-47 11 29 understood understand VERB eurjchem-47 11 30 . . PUNCT eurjchem-47 11 31     SPACE eurjchem-47 12 1 however however ADV eurjchem-47 12 2 , , PUNCT eurjchem-47 12 3     SPACE eurjchem-47 12 4 the the DET eurjchem-47 12 5     SPACE eurjchem-47 12 6 ultimate ultimate ADJ eurjchem-47 12 7     SPACE eurjchem-47 12 8 goal goal NOUN eurjchem-47 12 9     SPACE eurjchem-47 12 10 of of ADP eurjchem-47 12 11     SPACE eurjchem-47 12 12 the the DET eurjchem-47 12 13     SPACE eurjchem-47 12 14 antiepileptic antiepileptic ADJ eurjchem-47 12 15     SPACE eurjchem-47 12 16 is be AUX eurjchem-47 12 17     SPACE eurjchem-47 12 18 to to PART eurjchem-47 12 19     SPACE eurjchem-47 12 20 prevent prevent VERB eurjchem-47 12 21     SPACE eurjchem-47 12 22 the the DET eurjchem-47 12 23     SPACE eurjchem-47 12 24 paroxysmal paroxysmal ADJ eurjchem-47 12 25     SPACE eurjchem-47 12 26 discharge discharge NOUN eurjchem-47 12 27     SPACE eurjchem-47 12 28 without without ADP eurjchem-47 12 29     SPACE eurjchem-47 12 30 affecting affect VERB eurjchem-47 12 31     SPACE eurjchem-47 12 32 normal normal ADJ eurjchem-47 12 33     SPACE eurjchem-47 12 34 transmission transmission NOUN eurjchem-47 12 35     SPACE eurjchem-47 13 1 [ [ X eurjchem-47 13 2 5 5 NUM eurjchem-47 13 3 ] ] PUNCT eurjchem-47 13 4 . . PUNCT eurjchem-47 13 5     SPACE eurjchem-47 13 6 a a DET eurjchem-47 13 7     SPACE eurjchem-47 13 8 myriad myriad NOUN eurjchem-47 13 9     SPACE eurjchem-47 13 10 of of ADP eurjchem-47 13 11     SPACE eurjchem-47 13 12 pyrrolidine pyrrolidine ADJ eurjchem-47 13 13     SPACE eurjchem-47 13 14 derivatives derivative NOUN eurjchem-47 13 15     SPACE eurjchem-47 13 16 cover cover VERB eurjchem-47 13 17     SPACE eurjchem-47 13 18 a a DET eurjchem-47 13 19     SPACE eurjchem-47 13 20 great great ADJ eurjchem-47 13 21     SPACE eurjchem-47 13 22 section section NOUN eurjchem-47 13 23     SPACE eurjchem-47 13 24 of of ADP eurjchem-47 13 25     SPACE eurjchem-47 13 26 the the DET eurjchem-47 13 27     SPACE eurjchem-47 13 28 medicinal medicinal ADJ eurjchem-47 13 29     SPACE eurjchem-47 13 30 chemistry chemistry NOUN eurjchem-47 13 31     SPACE eurjchem-47 13 32 drug drug NOUN eurjchem-47 13 33     SPACE eurjchem-47 13 34 armamentarium armamentarium NOUN eurjchem-47 13 35 . . PUNCT eurjchem-47 13 36     SPACE eurjchem-47 14 1 these these DET eurjchem-47 14 2     SPACE eurjchem-47 14 3 compounds compound VERB eurjchem-47 14 4     SPACE eurjchem-47 14 5 display display NOUN eurjchem-47 14 6     SPACE eurjchem-47 14 7 a a DET eurjchem-47 14 8     SPACE eurjchem-47 14 9 broad broad ADJ eurjchem-47 14 10     SPACE eurjchem-47 14 11 spectrum spectrum NOUN eurjchem-47 14 12     SPACE eurjchem-47 14 13 of of ADP eurjchem-47 14 14     SPACE eurjchem-47 14 15 pharmacodynamic pharmacodynamic ADJ eurjchem-47 14 16     SPACE eurjchem-47 14 17 and and CCONJ eurjchem-47 14 18     SPACE eurjchem-47 14 19 chemotherapeutic chemotherapeutic ADJ eurjchem-47 14 20     SPACE eurjchem-47 14 21 profiles profile NOUN eurjchem-47 14 22     SPACE eurjchem-47 15 1 [ [ X eurjchem-47 15 2 6 6 NUM eurjchem-47 15 3 ] ] PUNCT eurjchem-47 15 4 . . PUNCT eurjchem-47 15 5     SPACE eurjchem-47 15 6 among among ADP eurjchem-47 15 7     SPACE eurjchem-47 15 8 these these PRON eurjchem-47 15 9 , , PUNCT eurjchem-47 15 10     SPACE eurjchem-47 15 11 are be AUX eurjchem-47 15 12     SPACE eurjchem-47 15 13 the the DET eurjchem-47 15 14     SPACE eurjchem-47 15 15 compounds compound NOUN eurjchem-47 15 16     SPACE eurjchem-47 15 17 that that SCONJ eurjchem-47 15 18     SPACE eurjchem-47 15 19 display display NOUN eurjchem-47 15 20     SPACE eurjchem-47 15 21 anticonvulsant anticonvulsant ADJ eurjchem-47 15 22     SPACE eurjchem-47 15 23 activities activity NOUN eurjchem-47 15 24     SPACE eurjchem-47 16 1 [ [ X eurjchem-47 16 2 7‐15 7‐15 NUM eurjchem-47 16 3 ] ] PUNCT eurjchem-47 16 4 . . PUNCT eurjchem-47 16 5     SPACE eurjchem-47 17 1 previously previously ADV eurjchem-47 17 2 , , PUNCT eurjchem-47 17 3     SPACE eurjchem-47 17 4 we we PRON eurjchem-47 17 5     SPACE eurjchem-47 17 6 have have AUX eurjchem-47 17 7     SPACE eurjchem-47 17 8 reported report VERB eurjchem-47 17 9     SPACE eurjchem-47 17 10 the the DET eurjchem-47 17 11     SPACE eurjchem-47 17 12 anticonvulsant anticonvulsant ADJ eurjchem-47 17 13     SPACE eurjchem-47 17 14 properties property NOUN eurjchem-47 17 15     SPACE eurjchem-47 17 16 of of ADP eurjchem-47 17 17     SPACE eurjchem-47 17 18 certain certain ADJ eurjchem-47 17 19     SPACE eurjchem-47 17 20 pyrrolidine pyrrolidine ADJ eurjchem-47 17 21     SPACE eurjchem-47 17 22 surrogates surrogate NOUN eurjchem-47 17 23     SPACE eurjchem-47 17 24 ( ( PUNCT eurjchem-47 17 25 i­iii i­iii NOUN eurjchem-47 17 26 ) ) PUNCT eurjchem-47 17 27     SPACE eurjchem-47 18 1 [ [ X eurjchem-47 18 2 16‐18 16‐18 NUM eurjchem-47 18 3 ] ] X eurjchem-47 18 4     SPACE eurjchem-47 18 5 that that PRON eurjchem-47 18 6     SPACE eurjchem-47 18 7 showed show VERB eurjchem-47 18 8     SPACE eurjchem-47 18 9 anticonvulsant anticonvulsant ADJ eurjchem-47 18 10     SPACE eurjchem-47 18 11 activities activity NOUN eurjchem-47 18 12     SPACE eurjchem-47 18 13 at at ADP eurjchem-47 18 14     SPACE eurjchem-47 18 15 dose dose NOUN eurjchem-47 18 16     SPACE eurjchem-47 18 17 levels level NOUN eurjchem-47 18 18     SPACE eurjchem-47 18 19 of of ADP eurjchem-47 18 20     SPACE eurjchem-47 18 21 0.07 0.07 NUM eurjchem-47 18 22 , , PUNCT eurjchem-47 18 23     SPACE eurjchem-47 18 24 0.04 0.04 NUM eurjchem-47 18 25     SPACE eurjchem-47 18 26 and and CCONJ eurjchem-47 18 27     SPACE eurjchem-47 18 28 0.01 0.01 NUM eurjchem-47 18 29     SPACE eurjchem-47 18 30 mmol mmol NOUN eurjchem-47 18 31 / / SYM eurjchem-47 18 32 kg kg NOUN eurjchem-47 18 33     SPACE eurjchem-47 18 34 b.wt b.wt PROPN eurjchem-47 18 35 . . PUNCT eurjchem-47 18 36     SPACE eurjchem-47 18 37 equivalent equivalent NOUN eurjchem-47 18 38     SPACE eurjchem-47 18 39 to to ADP eurjchem-47 18 40     SPACE eurjchem-47 18 41 30 30 NUM eurjchem-47 18 42 , , PUNCT eurjchem-47 18 43     SPACE eurjchem-47 18 44 15 15 NUM eurjchem-47 18 45     SPACE eurjchem-47 18 46 and and CCONJ eurjchem-47 18 47     SPACE eurjchem-47 18 48 3.97 3.97 NUM eurjchem-47 18 49     SPACE eurjchem-47 18 50 mg mg PROPN eurjchem-47 18 51 / / SYM eurjchem-47 18 52 kg kg NOUN eurjchem-47 18 53     SPACE eurjchem-47 18 54 body body NOUN eurjchem-47 18 55     SPACE eurjchem-47 18 56 weight weight NOUN eurjchem-47 18 57     SPACE eurjchem-47 18 58 ( ( PUNCT eurjchem-47 18 59 b.wt b.wt PROPN eurjchem-47 18 60 . . PROPN eurjchem-47 18 61 ) ) PUNCT eurjchem-47 18 62 , , PUNCT eurjchem-47 18 63     SPACE eurjchem-47 18 64 respectively respectively ADV eurjchem-47 18 65 . . PUNCT eurjchem-47 18 66     SPACE eurjchem-47 18 67 thus thus ADV eurjchem-47 18 68 , , PUNCT eurjchem-47 18 69     SPACE eurjchem-47 18 70 in in ADP eurjchem-47 18 71     SPACE eurjchem-47 18 72 continuation continuation NOUN eurjchem-47 18 73     SPACE eurjchem-47 18 74 to to ADP eurjchem-47 18 75     SPACE eurjchem-47 18 76 our our PRON eurjchem-47 18 77     SPACE eurjchem-47 18 78 work work NOUN eurjchem-47 18 79     SPACE eurjchem-47 18 80 in in ADP eurjchem-47 18 81     SPACE eurjchem-47 18 82 this this DET eurjchem-47 18 83     SPACE eurjchem-47 18 84 field field NOUN eurjchem-47 18 85     SPACE eurjchem-47 18 86 it it PRON eurjchem-47 18 87     SPACE eurjchem-47 18 88 was be AUX eurjchem-47 18 89     SPACE eurjchem-47 18 90 of of ADP eurjchem-47 18 91     SPACE eurjchem-47 18 92 interest interest NOUN eurjchem-47 18 93     SPACE eurjchem-47 18 94 to to PART eurjchem-47 18 95     SPACE eurjchem-47 18 96 design design VERB eurjchem-47 18 97     SPACE eurjchem-47 18 98 and and CCONJ eurjchem-47 18 99     SPACE eurjchem-47 18 100 synthesize synthesize VERB eurjchem-47 18 101     SPACE eurjchem-47 18 102 four four NUM eurjchem-47 18 103     SPACE eurjchem-47 18 104 series series NOUN eurjchem-47 18 105     SPACE eurjchem-47 18 106 of of ADP eurjchem-47 18 107     SPACE eurjchem-47 18 108 pyrrolidine pyrrolidine ADJ eurjchem-47 18 109     SPACE eurjchem-47 18 110 derivatives derivative NOUN eurjchem-47 18 111     SPACE eurjchem-47 18 112 related relate VERB eurjchem-47 18 113     SPACE eurjchem-47 18 114 to to ADP eurjchem-47 18 115     SPACE eurjchem-47 18 116 structures structure NOUN eurjchem-47 18 117     SPACE eurjchem-47 18 118 of of ADP eurjchem-47 18 119         SPACE eurjchem-47 18 120 i­iii i­iii NOUN eurjchem-47 18 121     SPACE eurjchem-47 18 122 namely namely ADV eurjchem-47 18 123 : : PUNCT eurjchem-47 18 124     SPACE eurjchem-47 18 125 1‐acetyl‐4‐ 1‐acetyl‐4‐ NUM eurjchem-47 18 126 hydroxy‐5‐benzyl hydroxy‐5‐benzyl NOUN eurjchem-47 18 127     SPACE eurjchem-47 18 128 or or CCONJ eurjchem-47 18 129     SPACE eurjchem-47 18 130 5‐(4‐alkoxy‐benzyl)‐pyrrolidine‐3‐carbo 5‐(4‐alkoxy‐benzyl)‐pyrrolidine‐3‐carbo NUM eurjchem-47 18 131     SPACE eurjchem-47 18 132 xylic xylic PROPN eurjchem-47 18 133     SPACE eurjchem-47 18 134 acids acid NOUN eurjchem-47 18 135     SPACE eurjchem-47 18 136 ( ( PUNCT eurjchem-47 18 137 3a­e 3a­e NUM eurjchem-47 18 138 , , PUNCT eurjchem-47 18 139     SPACE eurjchem-47 18 140 scheme scheme NOUN eurjchem-47 18 141     SPACE eurjchem-47 18 142 1 1 NUM eurjchem-47 18 143 ) ) PUNCT eurjchem-47 18 144 , , PUNCT eurjchem-47 18 145     SPACE eurjchem-47 18 146 1‐h‐4‐hydroxy‐5‐benzyl 1‐h‐4‐hydroxy‐5‐benzyl NUM eurjchem-47 18 147     SPACE eurjchem-47 18 148 or or CCONJ eurjchem-47 18 149     SPACE eurjchem-47 18 150 5‐(4‐ 5‐(4‐ NUM eurjchem-47 18 151 alkoxy‐benzyl)‐pyrrolidine‐3‐carboxylic alkoxy‐benzyl)‐pyrrolidine‐3‐carboxylic NUM eurjchem-47 18 152     SPACE eurjchem-47 18 153 acids acid NOUN eurjchem-47 18 154     SPACE eurjchem-47 18 155 ( ( PUNCT eurjchem-47 18 156 4a­e 4a­e NUM eurjchem-47 18 157 , , PUNCT eurjchem-47 18 158     SPACE eurjchem-47 18 159 scheme scheme NOUN eurjchem-47 18 160     SPACE eurjchem-47 18 161 1 1 NUM eurjchem-47 18 162 ) ) PUNCT eurjchem-47 18 163 , , PUNCT eurjchem-47 18 164     SPACE eurjchem-47 18 165 1‐acetyl‐5‐benzyl 1‐acetyl‐5‐benzyl NUM eurjchem-47 18 166     SPACE eurjchem-47 18 167 or or CCONJ eurjchem-47 18 168     SPACE eurjchem-47 18 169 5‐ 5‐ NUM eurjchem-47 18 170     SPACE eurjchem-47 18 171 ( ( PUNCT eurjchem-47 18 172 4‐alkoxy‐benzyl)‐pyrrolidine‐3‐carbo 4‐alkoxy‐benzyl)‐pyrrolidine‐3‐carbo NOUN eurjchem-47 18 173     SPACE eurjchem-47 18 174 xylic xylic ADJ eurjchem-47 18 175     SPACE eurjchem-47 18 176 acids acid NOUN eurjchem-47 18 177     SPACE eurjchem-47 18 178 ( ( PUNCT eurjchem-47 18 179 8a­e 8a­e NUM eurjchem-47 18 180 , , PUNCT eurjchem-47 18 181     SPACE eurjchem-47 18 182 scheme scheme NOUN eurjchem-47 18 183     SPACE eurjchem-47 18 184 2 2 NUM eurjchem-47 18 185 ) ) PUNCT eurjchem-47 18 186 , , PUNCT eurjchem-47 18 187     SPACE eurjchem-47 18 188 1‐h‐5‐benzyl 1‐h‐5‐benzyl NOUN eurjchem-47 18 189     SPACE eurjchem-47 18 190 or or CCONJ eurjchem-47 18 191     SPACE eurjchem-47 18 192 5‐(4‐alkoxy‐ 5‐(4‐alkoxy‐ NUM eurjchem-47 18 193 benzyl)‐pyrrolidine‐3‐carboxylic benzyl)‐pyrrolidine‐3‐carboxylic ADJ eurjchem-47 18 194     SPACE eurjchem-47 18 195 acids acid NOUN eurjchem-47 18 196     SPACE eurjchem-47 18 197 ( ( PUNCT eurjchem-47 18 198 9a­e 9a­e NUM eurjchem-47 18 199 , , PUNCT eurjchem-47 18 200     SPACE eurjchem-47 18 201 scheme scheme NOUN eurjchem-47 18 202     SPACE eurjchem-47 18 203 2 2 NUM eurjchem-47 18 204 ) ) PUNCT eurjchem-47 18 205     SPACE eurjchem-47 18 206 to to PART eurjchem-47 18 207     SPACE eurjchem-47 18 208 be be AUX eurjchem-47 18 209     SPACE eurjchem-47 18 210 pharmacologically pharmacologically ADV eurjchem-47 18 211     SPACE eurjchem-47 18 212 screened screen VERB eurjchem-47 18 213     SPACE eurjchem-47 18 214 for for ADP eurjchem-47 18 215     SPACE eurjchem-47 18 216 their their PRON eurjchem-47 18 217     SPACE eurjchem-47 18 218 anticonvulsant anticonvulsant ADJ eurjchem-47 18 219       SPACE eurjchem-47 18 220 activities activity NOUN eurjchem-47 18 221 . . PUNCT eurjchem-47 18 222     SPACE eurjchem-47 19 1 these these DET eurjchem-47 19 2     SPACE eurjchem-47 19 3 compounds compound NOUN eurjchem-47 19 4     SPACE eurjchem-47 19 5 bear bear PROPN eurjchem-47 19 6     SPACE eurjchem-47 19 7 the the DET eurjchem-47 19 8     SPACE eurjchem-47 19 9 pyrrolidine‐3‐carboxylic pyrrolidine‐3‐carboxylic PROPN eurjchem-47 19 10     SPACE eurjchem-47 19 11 acid acid NOUN eurjchem-47 19 12     SPACE eurjchem-47 19 13 ring ring NOUN eurjchem-47 19 14     SPACE eurjchem-47 19 15 structure structure NOUN eurjchem-47 19 16     SPACE eurjchem-47 19 17 which which PRON eurjchem-47 19 18     SPACE eurjchem-47 19 19 may may AUX eurjchem-47 19 20     SPACE eurjchem-47 19 21 be be AUX eurjchem-47 19 22     SPACE eurjchem-47 19 23 considered consider VERB eurjchem-47 19 24     SPACE eurjchem-47 19 25 as as ADP eurjchem-47 19 26     SPACE eurjchem-47 19 27 a a DET eurjchem-47 19 28     SPACE eurjchem-47 19 29 rigid rigid ADJ eurjchem-47 19 30     SPACE eurjchem-47 19 31 cyclized cyclized ADJ eurjchem-47 19 32     SPACE eurjchem-47 19 33 form form NOUN eurjchem-47 19 34     SPACE eurjchem-47 19 35 of of ADP eurjchem-47 19 36     SPACE eurjchem-47 19 37 γ‐aminobutyric γ‐aminobutyric NOUN eurjchem-47 19 38     SPACE eurjchem-47 19 39 acid acid NOUN eurjchem-47 19 40     SPACE eurjchem-47 19 41 ( ( PUNCT eurjchem-47 19 42 gaba gaba PROPN eurjchem-47 19 43 ) ) PUNCT eurjchem-47 19 44 , , PUNCT eurjchem-47 19 45     SPACE eurjchem-47 19 46 which which PRON eurjchem-47 19 47     SPACE eurjchem-47 19 48 acts act VERB eurjchem-47 19 49     SPACE eurjchem-47 19 50 as as ADP eurjchem-47 19 51     SPACE eurjchem-47 19 52 an an DET eurjchem-47 19 53     SPACE eurjchem-47 19 54 important important ADJ eurjchem-47 19 55     SPACE eurjchem-47 19 56 inhibitory inhibitory ADJ eurjchem-47 19 57     SPACE eurjchem-47 19 58 neurotransmitter neurotransmitter NOUN eurjchem-47 19 59     SPACE eurjchem-47 19 60 in in ADP eurjchem-47 19 61     SPACE eurjchem-47 19 62 the the DET eurjchem-47 19 63     SPACE eurjchem-47 19 64 central central ADJ eurjchem-47 19 65     SPACE eurjchem-47 19 66 nervous nervous ADJ eurjchem-47 19 67     SPACE eurjchem-47 19 68 system system NOUN eurjchem-47 19 69 . . PUNCT eurjchem-47 19 70     SPACE eurjchem-47 19 71 similar similar ADJ eurjchem-47 19 72     SPACE eurjchem-47 19 73 ring ring NOUN eurjchem-47 19 74     SPACE eurjchem-47 19 75 system system NOUN eurjchem-47 19 76     SPACE eurjchem-47 19 77 is be AUX eurjchem-47 19 78     SPACE eurjchem-47 19 79 also also ADV eurjchem-47 19 80     SPACE eurjchem-47 19 81 found find VERB eurjchem-47 19 82     SPACE eurjchem-47 19 83 in in ADP eurjchem-47 19 84     SPACE eurjchem-47 19 85 the the DET eurjchem-47 19 86     SPACE eurjchem-47 19 87 anticonvulsants anticonvulsant NOUN eurjchem-47 19 88     SPACE eurjchem-47 19 89 gamibetal gamibetal NOUN eurjchem-47 19 90     SPACE eurjchem-47 20 1 [ [ X eurjchem-47 20 2 19 19 NUM eurjchem-47 20 3 ] ] PUNCT eurjchem-47 20 4 , , PUNCT eurjchem-47 20 5     SPACE eurjchem-47 20 6 gabapentin gabapentin NOUN eurjchem-47 20 7     SPACE eurjchem-47 21 1 [ [ X eurjchem-47 21 2 20 20 NUM eurjchem-47 21 3 ] ] SYM eurjchem-47 21 4     SPACE eurjchem-47 21 5 and and CCONJ eurjchem-47 21 6     SPACE eurjchem-47 21 7 baclofen baclofen NOUN eurjchem-47 21 8     SPACE eurjchem-47 22 1 [ [ X eurjchem-47 22 2 21 21 NUM eurjchem-47 22 3 ] ] SYM eurjchem-47 22 4     SPACE eurjchem-47 22 5 ( ( PUNCT eurjchem-47 22 6 figure figure NOUN eurjchem-47 22 7     SPACE eurjchem-47 22 8 1 1 NUM eurjchem-47 22 9 ) ) PUNCT eurjchem-47 22 10 . . PUNCT eurjchem-47 22 11           SPACE eurjchem-47 23 1 2 2 NUM eurjchem-47 23 2 . . PUNCT eurjchem-47 23 3     SPACE eurjchem-47 23 4 experimental experimental ADJ eurjchem-47 23 5         SPACE eurjchem-47 23 6 2.1 2.1 NUM eurjchem-47 23 7 . . PUNCT eurjchem-47 23 8     SPACE eurjchem-47 23 9 chemistry chemistry NOUN eurjchem-47 23 10     SPACE eurjchem-47 23 11 all all DET eurjchem-47 23 12     SPACE eurjchem-47 23 13 melting melting NOUN eurjchem-47 23 14     SPACE eurjchem-47 23 15 points point NOUN eurjchem-47 23 16     SPACE eurjchem-47 23 17 are be AUX eurjchem-47 23 18     SPACE eurjchem-47 23 19 uncorrected uncorrected ADJ eurjchem-47 23 20     SPACE eurjchem-47 23 21 and and CCONJ eurjchem-47 23 22     SPACE eurjchem-47 23 23 were be AUX eurjchem-47 23 24     SPACE eurjchem-47 23 25 determined determine VERB eurjchem-47 23 26     SPACE eurjchem-47 23 27 with with ADP eurjchem-47 23 28     SPACE eurjchem-47 23 29 electrothermal electrothermal ADJ eurjchem-47 23 30     SPACE eurjchem-47 23 31 capillary capillary ADJ eurjchem-47 23 32     SPACE eurjchem-47 23 33 melting melting NOUN eurjchem-47 23 34     SPACE eurjchem-47 23 35 point point NOUN eurjchem-47 23 36     SPACE eurjchem-47 23 37 apparatus apparatus NOUN eurjchem-47 23 38 . . PUNCT eurjchem-47 23 39     SPACE eurjchem-47 24 1 infrared infrare VERB eurjchem-47 24 2     SPACE eurjchem-47 24 3 ( ( PUNCT eurjchem-47 24 4 ir ir NOUN eurjchem-47 24 5 ) ) PUNCT eurjchem-47 24 6     SPACE eurjchem-47 24 7 spectra spectra NOUN eurjchem-47 24 8     SPACE eurjchem-47 24 9 were be AUX eurjchem-47 24 10     SPACE eurjchem-47 24 11 recorded record VERB eurjchem-47 24 12     SPACE eurjchem-47 24 13 as as ADP eurjchem-47 24 14     SPACE eurjchem-47 24 15 thin thin ADJ eurjchem-47 24 16     SPACE eurjchem-47 24 17 film film NOUN eurjchem-47 24 18     SPACE eurjchem-47 24 19 ( ( PUNCT eurjchem-47 24 20 for for ADP eurjchem-47 24 21     SPACE eurjchem-47 24 22 oils oil NOUN eurjchem-47 24 23 ) ) PUNCT eurjchem-47 24 24     SPACE eurjchem-47 24 25 in in ADP eurjchem-47 24 26     SPACE eurjchem-47 24 27 nacl nacl NOUN eurjchem-47 24 28     SPACE eurjchem-47 24 29 discs disc NOUN eurjchem-47 24 30     SPACE eurjchem-47 24 31 or or CCONJ eurjchem-47 24 32     SPACE eurjchem-47 24 33 as as ADP eurjchem-47 24 34     SPACE eurjchem-47 24 35 kbr kbr PROPN eurjchem-47 24 36     SPACE eurjchem-47 24 37 pellets pellet NOUN eurjchem-47 24 38     SPACE eurjchem-47 24 39 ( ( PUNCT eurjchem-47 24 40 for for ADP eurjchem-47 24 41     SPACE eurjchem-47 24 42 solids solid NOUN eurjchem-47 24 43 ) ) PUNCT eurjchem-47 24 44     SPACE eurjchem-47 24 45 with with ADP eurjchem-47 24 46     SPACE eurjchem-47 24 47 jasco jasco PROPN eurjchem-47 24 48     SPACE eurjchem-47 24 49 ft ft PROPN eurjchem-47 24 50 / / SYM eurjchem-47 24 51 ir‐6100 ir‐6100 PROPN eurjchem-47 24 52     SPACE eurjchem-47 24 53 spectrometer spectrometer NOUN eurjchem-47 24 54     SPACE eurjchem-47 24 55 and and CCONJ eurjchem-47 24 56     SPACE eurjchem-47 24 57 values value NOUN eurjchem-47 24 58     SPACE eurjchem-47 24 59 are be AUX eurjchem-47 24 60     SPACE eurjchem-47 24 61 represented represent VERB eurjchem-47 24 62     SPACE eurjchem-47 24 63 in in ADP eurjchem-47 24 64     SPACE eurjchem-47 24 65 cm–1 cm–1 PROPN eurjchem-47 24 66 . . PUNCT eurjchem-47 24 67     SPACE eurjchem-47 24 68 1h 1h NUM eurjchem-47 24 69     SPACE eurjchem-47 24 70 nmr nmr NOUN eurjchem-47 24 71     SPACE eurjchem-47 24 72 and and CCONJ eurjchem-47 24 73     SPACE eurjchem-47 24 74 13c 13c NOUN eurjchem-47 24 75     SPACE eurjchem-47 24 76 nmr nmr NOUN eurjchem-47 24 77     SPACE eurjchem-47 24 78 spectra spectra NOUN eurjchem-47 24 79     SPACE eurjchem-47 24 80 were be AUX eurjchem-47 24 81     SPACE eurjchem-47 24 82 recorded record VERB eurjchem-47 24 83     SPACE eurjchem-47 24 84 on on ADP eurjchem-47 24 85     SPACE eurjchem-47 24 86 jeol jeol PROPN eurjchem-47 24 87     SPACE eurjchem-47 24 88 eca eca NOUN eurjchem-47 24 89     SPACE eurjchem-47 24 90 500 500 NUM eurjchem-47 24 91     SPACE eurjchem-47 24 92 mhz mhz NOUN eurjchem-47 24 93     SPACE eurjchem-47 24 94 spectrophotometer spectrophotometer NOUN eurjchem-47 24 95     SPACE eurjchem-47 24 96 using use VERB eurjchem-47 24 97     SPACE eurjchem-47 24 98 tms tms NOUN eurjchem-47 24 99     SPACE eurjchem-47 24 100 as as ADP eurjchem-47 24 101     SPACE eurjchem-47 24 102 internal internal ADJ eurjchem-47 24 103     SPACE eurjchem-47 24 104 standard standard NOUN eurjchem-47 24 105     SPACE eurjchem-47 24 106 and and CCONJ eurjchem-47 24 107     SPACE eurjchem-47 24 108 chemical chemical NOUN eurjchem-47 24 109 ) ) PUNCT eurjchem-47 24 110 . . PUNCT eurjchem-47 24 111     SPACE eurjchem-47 25 1 the the DET eurjchem-47 25 2 shift shift NOUN eurjchem-47 25 3     SPACE eurjchem-47 25 4 values value NOUN eurjchem-47 25 5     SPACE eurjchem-47 25 6 are be AUX eurjchem-47 25 7     SPACE eurjchem-47 25 8 reported report VERB eurjchem-47 25 9     SPACE eurjchem-47 25 10 in in ADP eurjchem-47 25 11     SPACE eurjchem-47 25 12 ppm ppm NOUN eurjchem-47 25 13     SPACE eurjchem-47 25 14 ( ( PUNCT eurjchem-47 25 15 1h 1h NUM eurjchem-47 25 16     SPACE eurjchem-47 25 17 nmr nmr NOUN eurjchem-47 25 18     SPACE eurjchem-47 25 19 data datum NOUN eurjchem-47 25 20     SPACE eurjchem-47 25 21 were be AUX eurjchem-47 25 22     SPACE eurjchem-47 25 23 represented represent VERB eurjchem-47 25 24     SPACE eurjchem-47 25 25 as as SCONJ eurjchem-47 25 26     SPACE eurjchem-47 25 27 follows follow VERB eurjchem-47 25 28 : : PUNCT eurjchem-47 25 29     SPACE eurjchem-47 25 30 chemical chemical NOUN eurjchem-47 25 31     SPACE eurjchem-47 25 32 shifts shift NOUN eurjchem-47 25 33 , , PUNCT eurjchem-47 25 34     SPACE eurjchem-47 25 35 multiplicity multiplicity NOUN eurjchem-47 25 36     SPACE eurjchem-47 25 37 ( ( PUNCT eurjchem-47 25 38 s. s. PROPN eurjchem-47 25 39     SPACE eurjchem-47 25 40 singlet singlet NOUN eurjchem-47 25 41 , , PUNCT eurjchem-47 25 42     SPACE eurjchem-47 25 43 d. d. PROPN eurjchem-47 25 44     SPACE eurjchem-47 25 45 doublet doublet PROPN eurjchem-47 25 46 , , PUNCT eurjchem-47 25 47     SPACE eurjchem-47 25 48 t. t. NOUN eurjchem-47 25 49     SPACE eurjchem-47 25 50 triplet triplet NOUN eurjchem-47 25 51 , , PUNCT eurjchem-47 25 52     SPACE eurjchem-47 25 53 q. q. PROPN eurjchem-47 25 54     SPACE eurjchem-47 25 55 quartet quartet NOUN eurjchem-47 25 56 , , PUNCT eurjchem-47 25 57     SPACE eurjchem-47 25 58 m. m. NOUN eurjchem-47 25 59     SPACE eurjchem-47 25 60 multiplet multiplet NOUN eurjchem-47 25 61 , , PUNCT eurjchem-47 25 62     SPACE eurjchem-47 25 63 and and CCONJ eurjchem-47 25 64     SPACE eurjchem-47 25 65 br br NOUN eurjchem-47 25 66 . . PUNCT eurjchem-47 25 67     SPACE eurjchem-47 25 68 broad broad ADJ eurjchem-47 25 69 ) ) PUNCT eurjchem-47 25 70     SPACE eurjchem-47 25 71 and and CCONJ eurjchem-47 25 72     SPACE eurjchem-47 25 73 number number NOUN eurjchem-47 25 74     SPACE eurjchem-47 25 75 of of ADP eurjchem-47 25 76     SPACE eurjchem-47 25 77 protons proton NOUN eurjchem-47 25 78 . . PUNCT eurjchem-47 25 79     SPACE eurjchem-47 26 1 the the DET eurjchem-47 26 2     SPACE eurjchem-47 26 3 13c 13c NOUN eurjchem-47 26 4     SPACE eurjchem-47 26 5 nmr nmr NOUN eurjchem-47 26 6     SPACE eurjchem-47 26 7 data datum NOUN eurjchem-47 26 8     SPACE eurjchem-47 26 9 were be AUX eurjchem-47 26 10     SPACE eurjchem-47 26 11 represented represent VERB eurjchem-47 26 12     SPACE eurjchem-47 26 13 as as ADP eurjchem-47 26 14     SPACE eurjchem-47 26 15 chemical chemical NOUN eurjchem-47 26 16     SPACE eurjchem-47 26 17 shifts shift NOUN eurjchem-47 26 18     SPACE eurjchem-47 26 19 and and CCONJ eurjchem-47 26 20     SPACE eurjchem-47 26 21 type type NOUN eurjchem-47 26 22     SPACE eurjchem-47 26 23 of of ADP eurjchem-47 26 24     SPACE eurjchem-47 26 25 carbon carbon NOUN eurjchem-47 26 26 , , PUNCT eurjchem-47 26 27     SPACE eurjchem-47 26 28 the the DET eurjchem-47 26 29     SPACE eurjchem-47 26 30 chemical chemical NOUN eurjchem-47 26 31     SPACE eurjchem-47 26 32 shifts shift NOUN eurjchem-47 26 33     SPACE eurjchem-47 26 34 bearing bear VERB eurjchem-47 26 35     SPACE eurjchem-47 26 36 “ " PUNCT eurjchem-47 26 37 * * PUNCT eurjchem-47 26 38 ” " PUNCT eurjchem-47 26 39     SPACE eurjchem-47 26 40 could could AUX eurjchem-47 26 41     SPACE eurjchem-47 26 42 be be AUX eurjchem-47 26 43     SPACE eurjchem-47 26 44 interchanged interchange VERB eurjchem-47 26 45 . . PUNCT eurjchem-47 26 46     SPACE eurjchem-47 27 1 the the DET eurjchem-47 27 2     SPACE eurjchem-47 27 3 mass mass PROPN eurjchem-47 27 4     SPACE eurjchem-47 27 5 spectra spectra NOUN eurjchem-47 27 6     SPACE eurjchem-47 27 7 were be AUX eurjchem-47 27 8     SPACE eurjchem-47 27 9 recorded record VERB eurjchem-47 27 10     SPACE eurjchem-47 27 11 on on ADP eurjchem-47 27 12     SPACE eurjchem-47 27 13 finnigan finnigan ADJ eurjchem-47 27 14     SPACE eurjchem-47 27 15 mat mat NOUN eurjchem-47 27 16     SPACE eurjchem-47 27 17 ssq‐7000 ssq‐7000 ADJ eurjchem-47 27 18     SPACE eurjchem-47 27 19 spectrophotometer spectrophotometer NOUN eurjchem-47 27 20     SPACE eurjchem-47 27 21 and and CCONJ eurjchem-47 27 22     SPACE eurjchem-47 27 23 jeol jeol PROPN eurjchem-47 27 24     SPACE eurjchem-47 27 25 jms‐ax jms‐ax NOUN eurjchem-47 27 26     SPACE eurjchem-47 27 27 500 500 NUM eurjchem-47 27 28 . . PUNCT eurjchem-47 27 29     SPACE eurjchem-47 27 30 elemental elemental NOUN eurjchem-47 27 31     SPACE eurjchem-47 27 32 analyses analysis NOUN eurjchem-47 27 33     SPACE eurjchem-47 27 34 were be AUX eurjchem-47 27 35     SPACE eurjchem-47 27 36 carried carry VERB eurjchem-47 27 37     SPACE eurjchem-47 27 38 out out ADP eurjchem-47 27 39     SPACE eurjchem-47 27 40 at at ADP eurjchem-47 27 41     SPACE eurjchem-47 27 42 the the DET eurjchem-47 27 43     SPACE eurjchem-47 27 44 aboul­enein aboul­enein ADJ eurjchem-47 27 45     SPACE eurjchem-47 27 46 et et NOUN eurjchem-47 27 47     SPACE eurjchem-47 27 48 al al PROPN eurjchem-47 27 49 . . PROPN eurjchem-47 27 50     SPACE eurjchem-47 27 51 / / SYM eurjchem-47 27 52     SPACE eurjchem-47 27 53 european european ADJ eurjchem-47 27 54     SPACE eurjchem-47 27 55 journal journal NOUN eurjchem-47 27 56     SPACE eurjchem-47 27 57 of of ADP eurjchem-47 27 58     SPACE eurjchem-47 27 59 chemistry chemistry NOUN eurjchem-47 27 60     SPACE eurjchem-47 27 61 1 1 NUM eurjchem-47 27 62     SPACE eurjchem-47 27 63 ( ( PUNCT eurjchem-47 27 64 2 2 NUM eurjchem-47 27 65 ) ) PUNCT eurjchem-47 27 66     SPACE eurjchem-47 27 67 ( ( PUNCT eurjchem-47 27 68 2010 2010 NUM eurjchem-47 27 69 ) ) PUNCT eurjchem-47 27 70     SPACE eurjchem-47 27 71 102­109 102­109 NUM eurjchem-47 27 72     SPACE eurjchem-47 27 73 103 103 NUM eurjchem-47 27 74     SPACE eurjchem-47 27 75 microanalytical microanalytical ADJ eurjchem-47 27 76     SPACE eurjchem-47 27 77 unit unit NOUN eurjchem-47 27 78 , , PUNCT eurjchem-47 27 79     SPACE eurjchem-47 27 80 national national ADJ eurjchem-47 27 81     SPACE eurjchem-47 27 82 research research NOUN eurjchem-47 27 83     SPACE eurjchem-47 27 84 centre centre NOUN eurjchem-47 27 85 , , PUNCT eurjchem-47 27 86     SPACE eurjchem-47 27 87 cairo cairo PROPN eurjchem-47 27 88 , , PUNCT eurjchem-47 27 89     SPACE eurjchem-47 27 90 egypt egypt PROPN eurjchem-47 27 91 . . PUNCT eurjchem-47 27 92     SPACE eurjchem-47 27 93 aluminium aluminium NOUN eurjchem-47 27 94     SPACE eurjchem-47 27 95 oxide oxide NOUN eurjchem-47 27 96     SPACE eurjchem-47 27 97 60 60 NUM eurjchem-47 27 98 g g NOUN eurjchem-47 27 99     SPACE eurjchem-47 27 100 f254 f254 PROPN eurjchem-47 27 101     SPACE eurjchem-47 27 102 neutral neutral ADJ eurjchem-47 27 103     SPACE eurjchem-47 27 104 plates plate NOUN eurjchem-47 27 105     SPACE eurjchem-47 27 106 for for ADP eurjchem-47 27 107     SPACE eurjchem-47 27 108 tlc tlc PROPN eurjchem-47 27 109     SPACE eurjchem-47 27 110 ( ( PUNCT eurjchem-47 27 111 merck merck PROPN eurjchem-47 27 112 ) ) PUNCT eurjchem-47 27 113     SPACE eurjchem-47 27 114 were be AUX eurjchem-47 27 115     SPACE eurjchem-47 27 116 used use VERB eurjchem-47 27 117     SPACE eurjchem-47 27 118 for for ADP eurjchem-47 27 119     SPACE eurjchem-47 27 120 thin thin ADJ eurjchem-47 27 121     SPACE eurjchem-47 27 122 layer layer NOUN eurjchem-47 27 123     SPACE eurjchem-47 27 124 chromatography chromatography NOUN eurjchem-47 27 125 . . PUNCT eurjchem-47 27 126     SPACE eurjchem-47 28 1 visualization visualization NOUN eurjchem-47 28 2     SPACE eurjchem-47 28 3 was be AUX eurjchem-47 28 4     SPACE eurjchem-47 28 5 performed perform VERB eurjchem-47 28 6     SPACE eurjchem-47 28 7 by by ADP eurjchem-47 28 8     SPACE eurjchem-47 28 9 illumination illumination NOUN eurjchem-47 28 10     SPACE eurjchem-47 28 11 with with ADP eurjchem-47 28 12     SPACE eurjchem-47 28 13 uv uv NOUN eurjchem-47 28 14     SPACE eurjchem-47 28 15 light light ADJ eurjchem-47 28 16     SPACE eurjchem-47 28 17 source source NOUN eurjchem-47 28 18     SPACE eurjchem-47 28 19 ( ( PUNCT eurjchem-47 28 20 254 254 NUM eurjchem-47 28 21     SPACE eurjchem-47 28 22 nm nm NOUN eurjchem-47 28 23 ) ) PUNCT eurjchem-47 28 24 . . PUNCT eurjchem-47 28 25     SPACE eurjchem-47 28 26 column column NOUN eurjchem-47 28 27     SPACE eurjchem-47 28 28 chromatography chromatography NOUN eurjchem-47 28 29     SPACE eurjchem-47 28 30 was be AUX eurjchem-47 28 31     SPACE eurjchem-47 28 32 performed perform VERB eurjchem-47 28 33     SPACE eurjchem-47 28 34 with with ADP eurjchem-47 28 35     SPACE eurjchem-47 28 36 alumina alumina NOUN eurjchem-47 28 37     SPACE eurjchem-47 28 38 neutral neutral ADJ eurjchem-47 28 39     SPACE eurjchem-47 28 40 iii iii NOUN eurjchem-47 28 41     SPACE eurjchem-47 28 42 for for ADP eurjchem-47 28 43     SPACE eurjchem-47 28 44 gravity gravity NOUN eurjchem-47 28 45     SPACE eurjchem-47 28 46 columns column NOUN eurjchem-47 28 47 . . PUNCT eurjchem-47 28 48     SPACE eurjchem-47 29 1 the the DET eurjchem-47 29 2     SPACE eurjchem-47 29 3 solvent solvent NOUN eurjchem-47 29 4     SPACE eurjchem-47 29 5 system system NOUN eurjchem-47 29 6     SPACE eurjchem-47 29 7 used use VERB eurjchem-47 29 8     SPACE eurjchem-47 29 9 in in ADP eurjchem-47 29 10     SPACE eurjchem-47 29 11 column column NOUN eurjchem-47 29 12     SPACE eurjchem-47 29 13 elution elution NOUN eurjchem-47 29 14     SPACE eurjchem-47 29 15 was be AUX eurjchem-47 29 16 : : PUNCT eurjchem-47 29 17     SPACE eurjchem-47 29 18 petroleum‐ether petroleum‐ether ADV eurjchem-47 29 19     SPACE eurjchem-47 29 20 ( ( PUNCT eurjchem-47 29 21 40‐60 40‐60 NOUN eurjchem-47 29 22     SPACE eurjchem-47 29 23 oc oc PROPN eurjchem-47 29 24 ): ): PUNCT eurjchem-47 29 25     SPACE eurjchem-47 29 26 ethyl ethyl PROPN eurjchem-47 29 27     SPACE eurjchem-47 29 28 acetate acetate NOUN eurjchem-47 29 29     SPACE eurjchem-47 29 30 ( ( PUNCT eurjchem-47 29 31 9:1 9:1 NUM eurjchem-47 29 32 ) ) PUNCT eurjchem-47 29 33 . . PUNCT eurjchem-47 29 34     SPACE eurjchem-47 30 1 the the DET eurjchem-47 30 2     SPACE eurjchem-47 30 3 compounds compound NOUN eurjchem-47 30 4     SPACE eurjchem-47 30 5 throughout throughout ADP eurjchem-47 30 6     SPACE eurjchem-47 30 7 this this DET eurjchem-47 30 8     SPACE eurjchem-47 30 9 work work NOUN eurjchem-47 30 10     SPACE eurjchem-47 30 11 were be AUX eurjchem-47 30 12     SPACE eurjchem-47 30 13 named name VERB eurjchem-47 30 14     SPACE eurjchem-47 30 15 according accord VERB eurjchem-47 30 16     SPACE eurjchem-47 30 17 to to ADP eurjchem-47 30 18     SPACE eurjchem-47 30 19 autonom autonom NOUN eurjchem-47 30 20 ® ® NOUN eurjchem-47 30 21     SPACE eurjchem-47 30 22 computer computer NOUN eurjchem-47 30 23     SPACE eurjchem-47 30 24 program program NOUN eurjchem-47 30 25     SPACE eurjchem-47 30 26 version version NOUN eurjchem-47 30 27     SPACE eurjchem-47 30 28 2.1 2.1 NUM eurjchem-47 30 29 , , PUNCT eurjchem-47 30 30     SPACE eurjchem-47 30 31 mdl mdl NOUN eurjchem-47 30 32     SPACE eurjchem-47 30 33 information information NOUN eurjchem-47 30 34     SPACE eurjchem-47 30 35 systems system NOUN eurjchem-47 30 36 , , PUNCT eurjchem-47 30 37     SPACE eurjchem-47 30 38 as as ADP eurjchem-47 30 39     SPACE eurjchem-47 30 40 component component NOUN eurjchem-47 30 41     SPACE eurjchem-47 30 42 of of ADP eurjchem-47 30 43     SPACE eurjchem-47 30 44 chemdraw chemdraw NOUN eurjchem-47 30 45     SPACE eurjchem-47 30 46 ultra ultra ADJ eurjchem-47 30 47 ® ® NOUN eurjchem-47 30 48     SPACE eurjchem-47 30 49 program program NOUN eurjchem-47 30 50     SPACE eurjchem-47 30 51 package package NOUN eurjchem-47 30 52     SPACE eurjchem-47 30 53 version version NOUN eurjchem-47 30 54     SPACE eurjchem-47 30 55 5 5 NUM eurjchem-47 30 56 . . PUNCT eurjchem-47 30 57     SPACE eurjchem-47 30 58 synthesis synthesis NOUN eurjchem-47 30 59     SPACE eurjchem-47 30 60 of of ADP eurjchem-47 30 61     SPACE eurjchem-47 30 62 1‐acetyl‐4‐ethoxycarbonyl‐2‐benzyl 1‐acetyl‐4‐ethoxycarbonyl‐2‐benzyl NOUN eurjchem-47 30 63     SPACE eurjchem-47 30 64 or or CCONJ eurjchem-47 30 65     SPACE eurjchem-47 30 66 2‐(4‐alkoxy‐benzyl)‐pyrrolidin‐3‐one 2‐(4‐alkoxy‐benzyl)‐pyrrolidin‐3‐one NOUN eurjchem-47 30 67     SPACE eurjchem-47 30 68 ( ( PUNCT eurjchem-47 30 69 1a­e 1a­e NUM eurjchem-47 30 70 ) ) PUNCT eurjchem-47 30 71     SPACE eurjchem-47 31 1 [ [ X eurjchem-47 31 2 22,23 22,23 NOUN eurjchem-47 31 3 ] ] X eurjchem-47 31 4     SPACE eurjchem-47 31 5 and and CCONJ eurjchem-47 31 6     SPACE eurjchem-47 31 7 1‐ 1‐ NUM eurjchem-47 31 8 acetyl‐4‐hydroxy‐5‐benzyl acetyl‐4‐hydroxy‐5‐benzyl NOUN eurjchem-47 31 9     SPACE eurjchem-47 31 10 or or CCONJ eurjchem-47 31 11     SPACE eurjchem-47 31 12 5‐(4‐alkoxy‐benzyl)‐pyrrolidine‐ 5‐(4‐alkoxy‐benzyl)‐pyrrolidine‐ ADJ eurjchem-47 31 13 3‐carboxylic 3‐carboxylic NUM eurjchem-47 31 14     SPACE eurjchem-47 31 15 acid acid NOUN eurjchem-47 31 16     SPACE eurjchem-47 31 17 ethyl ethyl NOUN eurjchem-47 31 18     SPACE eurjchem-47 31 19 esters ester NOUN eurjchem-47 31 20     SPACE eurjchem-47 31 21 ( ( PUNCT eurjchem-47 31 22 2a­e 2a­e NUM eurjchem-47 31 23 ) ) PUNCT eurjchem-47 31 24     SPACE eurjchem-47 31 25 [ [ X eurjchem-47 31 26 24 24 NUM eurjchem-47 31 27 ] ] PUNCT eurjchem-47 31 28     SPACE eurjchem-47 31 29 was be AUX eurjchem-47 31 30     SPACE eurjchem-47 31 31 performed perform VERB eurjchem-47 31 32     SPACE eurjchem-47 31 33 according accord VERB eurjchem-47 31 34     SPACE eurjchem-47 31 35 to to ADP eurjchem-47 31 36     SPACE eurjchem-47 31 37 the the DET eurjchem-47 31 38     SPACE eurjchem-47 31 39 reported report VERB eurjchem-47 31 40     SPACE eurjchem-47 31 41 procedures procedure NOUN eurjchem-47 31 42 . . PUNCT eurjchem-47 31 43         SPACE eurjchem-47 31 44 figure figure NOUN eurjchem-47 31 45     SPACE eurjchem-47 31 46 1 1 NUM eurjchem-47 31 47 . . PUNCT eurjchem-47 31 48     SPACE eurjchem-47 31 49 structural structural ADJ eurjchem-47 31 50     SPACE eurjchem-47 31 51 relation relation NOUN eurjchem-47 31 52     SPACE eurjchem-47 31 53 between between ADP eurjchem-47 31 54     SPACE eurjchem-47 31 55 γ‐aminobutyric γ‐aminobutyric NOUN eurjchem-47 31 56     SPACE eurjchem-47 31 57 acid acid NOUN eurjchem-47 31 58     SPACE eurjchem-47 31 59 ( ( PUNCT eurjchem-47 31 60 gaba gaba PROPN eurjchem-47 31 61 ) ) PUNCT eurjchem-47 31 62 , , PUNCT eurjchem-47 31 63     SPACE eurjchem-47 31 64 gamibetal gamibetal ADJ eurjchem-47 31 65 , , PUNCT eurjchem-47 31 66     SPACE eurjchem-47 31 67 gabapentin gabapentin NOUN eurjchem-47 31 68 , , PUNCT eurjchem-47 31 69     SPACE eurjchem-47 31 70 baclofen baclofen NOUN eurjchem-47 31 71     SPACE eurjchem-47 31 72 and and CCONJ eurjchem-47 31 73     SPACE eurjchem-47 31 74 the the DET eurjchem-47 31 75     SPACE eurjchem-47 31 76 target target NOUN eurjchem-47 31 77     SPACE eurjchem-47 31 78 compounds compound NOUN eurjchem-47 31 79 , , PUNCT eurjchem-47 31 80     SPACE eurjchem-47 31 81 3a‐e 3a‐e NOUN eurjchem-47 31 82 , , PUNCT eurjchem-47 31 83     SPACE eurjchem-47 31 84 4a‐e 4a‐e NOUN eurjchem-47 31 85 , , PUNCT eurjchem-47 31 86     SPACE eurjchem-47 31 87 8a‐e 8a‐e NOUN eurjchem-47 31 88     SPACE eurjchem-47 31 89 and and CCONJ eurjchem-47 31 90     SPACE eurjchem-47 31 91 9a‐e 9a‐e NOUN eurjchem-47 31 92 . . PUNCT eurjchem-47 31 93         SPACE eurjchem-47 32 1 2.1.1 2.1.1 NUM eurjchem-47 32 2 . . PUNCT eurjchem-47 32 3     SPACE eurjchem-47 32 4 general general ADJ eurjchem-47 32 5     SPACE eurjchem-47 32 6 procedure procedure NOUN eurjchem-47 32 7     SPACE eurjchem-47 32 8 for for ADP eurjchem-47 32 9     SPACE eurjchem-47 32 10 preparation preparation NOUN eurjchem-47 32 11     SPACE eurjchem-47 32 12 of of ADP eurjchem-47 32 13     SPACE eurjchem-47 32 14 1­acetyl­4­ 1­acetyl­4­ PROPN eurjchem-47 32 15 hydroxy­5­benzyl hydroxy­5­benzyl PROPN eurjchem-47 32 16     SPACE eurjchem-47 32 17 or or CCONJ eurjchem-47 32 18     SPACE eurjchem-47 32 19 5­(4­alkoxy­benzyl)­pyrrolidine­3­ 5­(4­alkoxy­benzyl)­pyrrolidine­3­ PROPN eurjchem-47 32 20 carboxylic carboxylic NOUN eurjchem-47 32 21     SPACE eurjchem-47 32 22 acid acid NOUN eurjchem-47 32 23     SPACE eurjchem-47 32 24 ( ( PUNCT eurjchem-47 32 25 3a­e 3a­e NUM eurjchem-47 32 26 ) ) PUNCT eurjchem-47 32 27         SPACE eurjchem-47 32 28 to to ADP eurjchem-47 32 29     SPACE eurjchem-47 32 30 0.0143 0.0143 NUM eurjchem-47 32 31     SPACE eurjchem-47 32 32 mol mol NOUN eurjchem-47 32 33     SPACE eurjchem-47 32 34 of of ADP eurjchem-47 32 35     SPACE eurjchem-47 32 36 2a­e 2a­e NOUN eurjchem-47 32 37     SPACE eurjchem-47 32 38 in in ADP eurjchem-47 32 39     SPACE eurjchem-47 32 40 ethanol ethanol NOUN eurjchem-47 32 41     SPACE eurjchem-47 32 42 ( ( PUNCT eurjchem-47 32 43 15 15 NUM eurjchem-47 32 44     SPACE eurjchem-47 32 45 ml ml NOUN eurjchem-47 32 46 ) ) PUNCT eurjchem-47 32 47 , , PUNCT eurjchem-47 32 48     SPACE eurjchem-47 32 49 14.3 14.3 NUM eurjchem-47 32 50     SPACE eurjchem-47 32 51 ml ml NOUN eurjchem-47 32 52     SPACE eurjchem-47 32 53 of of ADP eurjchem-47 32 54     SPACE eurjchem-47 32 55 lithium lithium NOUN eurjchem-47 32 56     SPACE eurjchem-47 32 57 hydroxide hydroxide NOUN eurjchem-47 32 58     SPACE eurjchem-47 32 59 solution solution NOUN eurjchem-47 32 60     SPACE eurjchem-47 32 61 ( ( PUNCT eurjchem-47 32 62 1.7 1.7 NUM eurjchem-47 32 63     SPACE eurjchem-47 32 64 n n CCONJ eurjchem-47 32 65 ) ) PUNCT eurjchem-47 32 66     SPACE eurjchem-47 32 67 was be AUX eurjchem-47 32 68     SPACE eurjchem-47 32 69 added add VERB eurjchem-47 32 70 . . PUNCT eurjchem-47 32 71     SPACE eurjchem-47 33 1 the the DET eurjchem-47 33 2     SPACE eurjchem-47 33 3 reaction reaction NOUN eurjchem-47 33 4     SPACE eurjchem-47 33 5 mixture mixture NOUN eurjchem-47 33 6     SPACE eurjchem-47 33 7 was be AUX eurjchem-47 33 8     SPACE eurjchem-47 33 9 stirred stir VERB eurjchem-47 33 10     SPACE eurjchem-47 33 11 for for ADP eurjchem-47 33 12     SPACE eurjchem-47 33 13 24 24 NUM eurjchem-47 33 14     SPACE eurjchem-47 33 15 h h NOUN eurjchem-47 33 16     SPACE eurjchem-47 33 17 at at ADP eurjchem-47 33 18     SPACE eurjchem-47 33 19 room room NOUN eurjchem-47 33 20     SPACE eurjchem-47 33 21 temperature temperature NOUN eurjchem-47 33 22     SPACE eurjchem-47 33 23 and and CCONJ eurjchem-47 33 24     SPACE eurjchem-47 33 25 evaporated evaporate VERB eurjchem-47 33 26     SPACE eurjchem-47 33 27 under under ADP eurjchem-47 33 28     SPACE eurjchem-47 33 29 reduced reduce VERB eurjchem-47 33 30     SPACE eurjchem-47 33 31 pressure pressure NOUN eurjchem-47 33 32 . . PUNCT eurjchem-47 33 33     SPACE eurjchem-47 34 1 the the DET eurjchem-47 34 2     SPACE eurjchem-47 34 3 residue residue NOUN eurjchem-47 34 4     SPACE eurjchem-47 34 5 was be AUX eurjchem-47 34 6     SPACE eurjchem-47 34 7 dissolved dissolve VERB eurjchem-47 34 8     SPACE eurjchem-47 34 9 in in ADP eurjchem-47 34 10     SPACE eurjchem-47 34 11 water water NOUN eurjchem-47 34 12     SPACE eurjchem-47 34 13 and and CCONJ eurjchem-47 34 14     SPACE eurjchem-47 34 15 washed wash VERB eurjchem-47 34 16     SPACE eurjchem-47 34 17 with with ADP eurjchem-47 34 18     SPACE eurjchem-47 34 19 ethyl ethyl PROPN eurjchem-47 34 20     SPACE eurjchem-47 34 21 acetate acetate NOUN eurjchem-47 34 22 . . PUNCT eurjchem-47 34 23     SPACE eurjchem-47 35 1 the the DET eurjchem-47 35 2     SPACE eurjchem-47 35 3 aqueous aqueous ADJ eurjchem-47 35 4     SPACE eurjchem-47 35 5 layer layer NOUN eurjchem-47 35 6     SPACE eurjchem-47 35 7 was be AUX eurjchem-47 35 8     SPACE eurjchem-47 35 9 acidified acidify VERB eurjchem-47 35 10     SPACE eurjchem-47 35 11 with with ADP eurjchem-47 35 12             SPACE eurjchem-47 35 13 hydrochloric hydrochloric ADJ eurjchem-47 35 14     SPACE eurjchem-47 35 15 acid acid NOUN eurjchem-47 35 16     SPACE eurjchem-47 35 17 ( ( PUNCT eurjchem-47 35 18 1 1 NUM eurjchem-47 35 19     SPACE eurjchem-47 35 20 n n CCONJ eurjchem-47 35 21 ) ) PUNCT eurjchem-47 35 22 , , PUNCT eurjchem-47 35 23     SPACE eurjchem-47 35 24 extracted extract VERB eurjchem-47 35 25     SPACE eurjchem-47 35 26 with with ADP eurjchem-47 35 27     SPACE eurjchem-47 35 28 ethyl ethyl PROPN eurjchem-47 35 29     SPACE eurjchem-47 35 30 acetate acetate NOUN eurjchem-47 35 31 , , PUNCT eurjchem-47 35 32     SPACE eurjchem-47 35 33 dried dry VERB eurjchem-47 35 34     SPACE eurjchem-47 35 35 and and CCONJ eurjchem-47 35 36     SPACE eurjchem-47 35 37 evaporated evaporate VERB eurjchem-47 35 38     SPACE eurjchem-47 35 39 under under ADP eurjchem-47 35 40     SPACE eurjchem-47 35 41 reduced reduce VERB eurjchem-47 35 42     SPACE eurjchem-47 35 43 pressure pressure NOUN eurjchem-47 35 44     SPACE eurjchem-47 35 45 to to PART eurjchem-47 35 46     SPACE eurjchem-47 35 47 afford afford VERB eurjchem-47 35 48     SPACE eurjchem-47 35 49 3a‐e 3a‐e PROPN eurjchem-47 35 50     SPACE eurjchem-47 35 51 as as ADP eurjchem-47 35 52     SPACE eurjchem-47 35 53 solids solid NOUN eurjchem-47 35 54     SPACE eurjchem-47 35 55 which which PRON eurjchem-47 35 56     SPACE eurjchem-47 35 57 were be AUX eurjchem-47 35 58     SPACE eurjchem-47 35 59 recrystallized recrystallize VERB eurjchem-47 35 60     SPACE eurjchem-47 35 61 from from ADP eurjchem-47 35 62     SPACE eurjchem-47 35 63 isopropanol isopropanol NOUN eurjchem-47 35 64 . . PUNCT eurjchem-47 35 65         SPACE eurjchem-47 36 1 2.1.1.1 2.1.1.1 NUM eurjchem-47 36 2 . . PUNCT eurjchem-47 36 3     SPACE eurjchem-47 36 4 1­acetyl­4­hydroxy­5­benzyl­pyrrolidine­3­ 1­acetyl­4­hydroxy­5­benzyl­pyrrolidine­3­ NUM eurjchem-47 36 5 carboxylic carboxylic NOUN eurjchem-47 36 6     SPACE eurjchem-47 36 7 acid acid NOUN eurjchem-47 36 8     SPACE eurjchem-47 36 9 ( ( PUNCT eurjchem-47 36 10 3a 3a NUM eurjchem-47 36 11 ) ) PUNCT eurjchem-47 36 12         SPACE eurjchem-47 36 13 yield yield NOUN eurjchem-47 36 14     SPACE eurjchem-47 36 15 85 85 NUM eurjchem-47 36 16 % % NOUN eurjchem-47 36 17 . . PUNCT eurjchem-47 36 18     SPACE eurjchem-47 37 1 m.p m.p PROPN eurjchem-47 37 2 . . PROPN eurjchem-47 37 3 : : PUNCT eurjchem-47 37 4     SPACE eurjchem-47 37 5 152‐154 152‐154 NUM eurjchem-47 37 6     SPACE eurjchem-47 37 7 oc oc PROPN eurjchem-47 37 8 . . PUNCT eurjchem-47 37 9     SPACE eurjchem-47 37 10 ir ir VERB eurjchem-47 37 11     SPACE eurjchem-47 37 12 ( ( PUNCT eurjchem-47 37 13 kbr kbr PROPN eurjchem-47 37 14 , , PUNCT eurjchem-47 37 15     SPACE eurjchem-47 37 16 cm‐1 cm‐1 NOUN eurjchem-47 37 17 ): ): PUNCT eurjchem-47 37 18     SPACE eurjchem-47 37 19 3300‐2700 3300‐2700 NUM eurjchem-47 37 20     SPACE eurjchem-47 37 21 ( ( PUNCT eurjchem-47 37 22 br br PROPN eurjchem-47 37 23 , , PUNCT eurjchem-47 37 24     SPACE eurjchem-47 37 25 oh oh NOUN eurjchem-47 37 26       SPACE eurjchem-47 37 27 alcohol alcohol NOUN eurjchem-47 37 28     SPACE eurjchem-47 37 29 and and CCONJ eurjchem-47 37 30       SPACE eurjchem-47 37 31 acid acid NOUN eurjchem-47 37 32 ) ) PUNCT eurjchem-47 37 33 , , PUNCT eurjchem-47 37 34     SPACE eurjchem-47 37 35 1725 1725 NUM eurjchem-47 37 36     SPACE eurjchem-47 37 37 ( ( PUNCT eurjchem-47 37 38 c c NOUN eurjchem-47 37 39 = = SYM eurjchem-47 37 40 o o NOUN eurjchem-47 37 41 , , PUNCT eurjchem-47 37 42     SPACE eurjchem-47 37 43 acid acid NOUN eurjchem-47 37 44 ) ) PUNCT eurjchem-47 37 45     SPACE eurjchem-47 37 46 and and CCONJ eurjchem-47 37 47     SPACE eurjchem-47 37 48 1594 1594 NUM eurjchem-47 37 49     SPACE eurjchem-47 37 50 ( ( PUNCT eurjchem-47 37 51 c c NOUN eurjchem-47 37 52 = = SYM eurjchem-47 37 53 o o NOUN eurjchem-47 37 54 , , PUNCT eurjchem-47 37 55     SPACE eurjchem-47 37 56 amide amide NOUN eurjchem-47 37 57 ) ) PUNCT eurjchem-47 37 58 . . PUNCT eurjchem-47 37 59     SPACE eurjchem-47 38 1 1h 1h NUM eurjchem-47 38 2     SPACE eurjchem-47 38 3 nmr nmr NOUN eurjchem-47 38 4     SPACE eurjchem-47 38 5 ( ( PUNCT eurjchem-47 38 6 dmso‐d6 dmso‐d6 NOUN eurjchem-47 38 7     SPACE eurjchem-47 38 8 ppm: ppm: NOUN eurjchem-47 38 9 ) ) PUNCT eurjchem-47 38 10     SPACE eurjchem-47 38 11 2.00 2.00 NUM eurjchem-47 38 12     SPACE eurjchem-47 38 13 ( ( PUNCT eurjchem-47 38 14 s s PROPN eurjchem-47 38 15 , , PUNCT eurjchem-47 38 16     SPACE eurjchem-47 38 17 3h 3h NUM eurjchem-47 38 18 , , PUNCT eurjchem-47 38 19     SPACE eurjchem-47 38 20 ch3‐co‐n ch3‐co‐n NOUN eurjchem-47 38 21 ) ) PUNCT eurjchem-47 38 22 ; ; PUNCT eurjchem-47 38 23     SPACE eurjchem-47 38 24 2.70‐3.10 2.70‐3.10 NUM eurjchem-47 38 25     SPACE eurjchem-47 38 26 ( ( PUNCT eurjchem-47 38 27 m m PROPN eurjchem-47 38 28 , , PUNCT eurjchem-47 38 29     SPACE eurjchem-47 38 30 3h 3h NUM eurjchem-47 38 31 , , PUNCT eurjchem-47 38 32     SPACE eurjchem-47 38 33 ph‐ch2 ph‐ch2 VERB eurjchem-47 38 34 , , PUNCT eurjchem-47 38 35     SPACE eurjchem-47 38 36 ch‐cooh ch‐cooh NOUN eurjchem-47 38 37 ) ) PUNCT eurjchem-47 38 38 ; ; PUNCT eurjchem-47 38 39     SPACE eurjchem-47 38 40 3.60‐3.92 3.60‐3.92 NUM eurjchem-47 38 41     SPACE eurjchem-47 38 42 ( ( PUNCT eurjchem-47 38 43 m m PROPN eurjchem-47 38 44 , , PUNCT eurjchem-47 38 45     SPACE eurjchem-47 38 46 3h 3h NUM eurjchem-47 38 47 , , PUNCT eurjchem-47 38 48     SPACE eurjchem-47 38 49 ch2‐n ch2‐n ADJ eurjchem-47 38 50 , , PUNCT eurjchem-47 38 51     SPACE eurjchem-47 38 52 n‐ch n‐ch NOUN eurjchem-47 38 53 ) ) PUNCT eurjchem-47 38 54 ; ; PUNCT eurjchem-47 38 55     SPACE eurjchem-47 38 56 4.06‐4.08 4.06‐4.08 NUM eurjchem-47 38 57     SPACE eurjchem-47 38 58 ( ( PUNCT eurjchem-47 38 59 m m PROPN eurjchem-47 38 60 , , PUNCT eurjchem-47 38 61     SPACE eurjchem-47 38 62 1h 1h NUM eurjchem-47 38 63 , , PUNCT eurjchem-47 38 64     SPACE eurjchem-47 38 65 choh choh NOUN eurjchem-47 38 66 ) ) PUNCT eurjchem-47 38 67 ; ; PUNCT eurjchem-47 38 68     SPACE eurjchem-47 39 1 7.24‐7.27 7.24‐7.27 NOUN eurjchem-47 39 2     SPACE eurjchem-47 39 3 ( ( PUNCT eurjchem-47 39 4 m m PROPN eurjchem-47 39 5 , , PUNCT eurjchem-47 39 6     SPACE eurjchem-47 39 7 5h 5h NOUN eurjchem-47 39 8     SPACE eurjchem-47 39 9 , , PUNCT eurjchem-47 39 10     SPACE eurjchem-47 39 11 ar‐h ar‐h NOUN eurjchem-47 39 12     SPACE eurjchem-47 39 13 ) ) PUNCT eurjchem-47 39 14 . . PUNCT eurjchem-47 39 15     SPACE eurjchem-47 40 1 ei ei PROPN eurjchem-47 40 2 / / SYM eurjchem-47 40 3 ms ms PROPN eurjchem-47 40 4 , , PUNCT eurjchem-47 40 5     SPACE eurjchem-47 40 6 m m PROPN eurjchem-47 40 7 / / PROPN eurjchem-47 41 1 z z NOUN eurjchem-47 41 2     SPACE eurjchem-47 41 3 ( ( PUNCT eurjchem-47 41 4 % % INTJ eurjchem-47 41 5 ): ): PUNCT eurjchem-47 41 6     SPACE eurjchem-47 41 7 263 263 NUM eurjchem-47 41 8 , , PUNCT eurjchem-47 41 9     SPACE eurjchem-47 41 10 m+ m+ NUM eurjchem-47 41 11 ; ; PUNCT eurjchem-47 41 12     SPACE eurjchem-47 41 13 microanalysis microanalysis ADJ eurjchem-47 41 14     SPACE eurjchem-47 41 15 calcd calcd NOUN eurjchem-47 41 16 . . PUNCT eurjchem-47 41 17     SPACE eurjchem-47 42 1 c c X eurjchem-47 42 2 , , PUNCT eurjchem-47 42 3     SPACE eurjchem-47 42 4 h h NOUN eurjchem-47 42 5 , , PUNCT eurjchem-47 42 6     SPACE eurjchem-47 42 7 n n CCONJ eurjchem-47 42 8     SPACE eurjchem-47 42 9 for for ADP eurjchem-47 42 10     SPACE eurjchem-47 42 11 c14h17no4 c14h17no4 PROPN eurjchem-47 42 12 : : PUNCT eurjchem-47 42 13     SPACE eurjchem-47 42 14 63.87 63.87 NUM eurjchem-47 42 15 , , PUNCT eurjchem-47 42 16     SPACE eurjchem-47 42 17 6.51 6.51 NUM eurjchem-47 42 18 , , PUNCT eurjchem-47 42 19     SPACE eurjchem-47 42 20 5.32 5.32 NUM eurjchem-47 42 21 ; ; PUNCT eurjchem-47 42 22     SPACE eurjchem-47 42 23 found find VERB eurjchem-47 42 24 , , PUNCT eurjchem-47 42 25     SPACE eurjchem-47 42 26 63.95 63.95 NUM eurjchem-47 42 27 , , PUNCT eurjchem-47 42 28     SPACE eurjchem-47 42 29 6.43 6.43 NUM eurjchem-47 42 30 , , PUNCT eurjchem-47 42 31     SPACE eurjchem-47 42 32 5.50 5.50 NUM eurjchem-47 42 33 . . PUNCT eurjchem-47 42 34     SPACE eurjchem-47 43 1 2.1.1.2 2.1.1.2 NUM eurjchem-47 43 2 . . PUNCT eurjchem-47 43 3     SPACE eurjchem-47 44 1 1­acetyl­4­hydroxy­5­(4­methoxy­benzyl)­ 1­acetyl­4­hydroxy­5­(4­methoxy­benzyl)­ NUM eurjchem-47 44 2 pyrrolidine­3­carboxylic pyrrolidine­3­carboxylic NOUN eurjchem-47 44 3     SPACE eurjchem-47 44 4 acid acid NOUN eurjchem-47 44 5     SPACE eurjchem-47 44 6 ( ( PUNCT eurjchem-47 44 7 3b 3b NUM eurjchem-47 44 8 ) ) PUNCT eurjchem-47 44 9         SPACE eurjchem-47 44 10 yield yield NOUN eurjchem-47 44 11     SPACE eurjchem-47 44 12 80 80 NUM eurjchem-47 44 13 % % NOUN eurjchem-47 44 14 . . PUNCT eurjchem-47 44 15     SPACE eurjchem-47 45 1 m.p m.p PROPN eurjchem-47 45 2 . . PROPN eurjchem-47 45 3 : : PUNCT eurjchem-47 45 4     SPACE eurjchem-47 45 5 208‐210 208‐210 NOUN eurjchem-47 45 6     SPACE eurjchem-47 45 7 oc oc PROPN eurjchem-47 45 8 . . PUNCT eurjchem-47 45 9     SPACE eurjchem-47 45 10 ir ir VERB eurjchem-47 45 11     SPACE eurjchem-47 45 12 ( ( PUNCT eurjchem-47 45 13 kbr kbr PROPN eurjchem-47 45 14 , , PUNCT eurjchem-47 45 15     SPACE eurjchem-47 45 16 cm‐1 cm‐1 NOUN eurjchem-47 45 17 ) ) PUNCT eurjchem-47 45 18     SPACE eurjchem-47 46 1 3300‐2700 3300‐2700 NUM eurjchem-47 46 2     SPACE eurjchem-47 46 3 ( ( PUNCT eurjchem-47 46 4     SPACE eurjchem-47 46 5 br br PROPN eurjchem-47 46 6 , , PUNCT eurjchem-47 46 7     SPACE eurjchem-47 46 8 oh oh NOUN eurjchem-47 46 9       SPACE eurjchem-47 46 10 alcohol alcohol NOUN eurjchem-47 46 11     SPACE eurjchem-47 46 12 and and CCONJ eurjchem-47 46 13       SPACE eurjchem-47 46 14 acid acid NOUN eurjchem-47 46 15 ) ) PUNCT eurjchem-47 46 16 , , PUNCT eurjchem-47 46 17     SPACE eurjchem-47 46 18 1723 1723 NUM eurjchem-47 46 19     SPACE eurjchem-47 46 20 ( ( PUNCT eurjchem-47 46 21 c c NOUN eurjchem-47 46 22 = = SYM eurjchem-47 46 23 o o NOUN eurjchem-47 46 24 , , PUNCT eurjchem-47 46 25     SPACE eurjchem-47 46 26 acid acid NOUN eurjchem-47 46 27 ) ) PUNCT eurjchem-47 46 28     SPACE eurjchem-47 46 29 and and CCONJ eurjchem-47 46 30     SPACE eurjchem-47 46 31 1608 1608 NUM eurjchem-47 46 32     SPACE eurjchem-47 46 33 ( ( PUNCT eurjchem-47 46 34 c c NOUN eurjchem-47 46 35 = = SYM eurjchem-47 46 36 o o NOUN eurjchem-47 46 37 , , PUNCT eurjchem-47 46 38     SPACE eurjchem-47 46 39 amide amide NOUN eurjchem-47 46 40 ) ) PUNCT eurjchem-47 46 41 . . PUNCT eurjchem-47 46 42     SPACE eurjchem-47 47 1 1h 1h NUM eurjchem-47 47 2     SPACE eurjchem-47 47 3 nmr nmr NOUN eurjchem-47 47 4     SPACE eurjchem-47 47 5 ( ( PUNCT eurjchem-47 47 6 dmso‐d6 dmso‐d6 NOUN eurjchem-47 47 7     SPACE eurjchem-47 47 8 ppm: ppm: NOUN eurjchem-47 47 9 ) ) PUNCT eurjchem-47 47 10     SPACE eurjchem-47 47 11 2.00 2.00 NUM eurjchem-47 47 12     SPACE eurjchem-47 47 13 ( ( PUNCT eurjchem-47 47 14 s s PROPN eurjchem-47 47 15 , , PUNCT eurjchem-47 47 16     SPACE eurjchem-47 47 17 3h 3h NUM eurjchem-47 47 18 , , PUNCT eurjchem-47 47 19     SPACE eurjchem-47 47 20 ch3‐co‐n ch3‐co‐n NOUN eurjchem-47 47 21 ) ) PUNCT eurjchem-47 47 22 ; ; PUNCT eurjchem-47 47 23     SPACE eurjchem-47 47 24 2.67‐2.95 2.67‐2.95 NOUN eurjchem-47 47 25     SPACE eurjchem-47 47 26 ( ( PUNCT eurjchem-47 47 27 m m PROPN eurjchem-47 47 28 , , PUNCT eurjchem-47 47 29     SPACE eurjchem-47 47 30 3h 3h NUM eurjchem-47 47 31 , , PUNCT eurjchem-47 47 32     SPACE eurjchem-47 47 33 ph‐ch2 ph‐ch2 VERB eurjchem-47 47 34 , , PUNCT eurjchem-47 47 35     SPACE eurjchem-47 47 36 ch‐cooh ch‐cooh NOUN eurjchem-47 47 37 ) ) PUNCT eurjchem-47 47 38 ; ; PUNCT eurjchem-47 47 39     SPACE eurjchem-47 47 40 3.67 3.67 NUM eurjchem-47 47 41     SPACE eurjchem-47 47 42 ( ( PUNCT eurjchem-47 47 43 s s PROPN eurjchem-47 47 44 , , PUNCT eurjchem-47 47 45     SPACE eurjchem-47 47 46 3h 3h NUM eurjchem-47 47 47 , , PUNCT eurjchem-47 47 48     SPACE eurjchem-47 47 49 ch3‐o ch3‐o ADJ eurjchem-47 47 50 ) ) PUNCT eurjchem-47 47 51 ; ; PUNCT eurjchem-47 47 52     SPACE eurjchem-47 47 53 3.58‐4.06 3.58‐4.06 NUM eurjchem-47 47 54     SPACE eurjchem-47 47 55 ( ( PUNCT eurjchem-47 47 56 m m PROPN eurjchem-47 47 57 , , PUNCT eurjchem-47 47 58     SPACE eurjchem-47 47 59 4h 4h NOUN eurjchem-47 47 60 , , PUNCT eurjchem-47 47 61     SPACE eurjchem-47 47 62 ch2‐n ch2‐n ADJ eurjchem-47 47 63 , , PUNCT eurjchem-47 47 64     SPACE eurjchem-47 47 65 n‐ch n‐ch NOUN eurjchem-47 47 66 , , PUNCT eurjchem-47 47 67     SPACE eurjchem-47 47 68 ch‐oh ch‐oh NUM eurjchem-47 47 69 ) ) PUNCT eurjchem-47 47 70 ; ; PUNCT eurjchem-47 47 71     SPACE eurjchem-47 47 72 6.83 6.83 NUM eurjchem-47 47 73     SPACE eurjchem-47 47 74 ( ( PUNCT eurjchem-47 47 75 d d NOUN eurjchem-47 47 76 , , PUNCT eurjchem-47 47 77     SPACE eurjchem-47 47 78 j= j= NOUN eurjchem-47 47 79     SPACE eurjchem-47 47 80 8.6hz 8.6hz NUM eurjchem-47 47 81 , , PUNCT eurjchem-47 47 82     SPACE eurjchem-47 47 83 2h 2h NUM eurjchem-47 47 84 , , PUNCT eurjchem-47 47 85     SPACE eurjchem-47 47 86 ar‐h ar‐h NOUN eurjchem-47 47 87 ) ) PUNCT eurjchem-47 47 88 ; ; PUNCT eurjchem-47 47 89     SPACE eurjchem-47 47 90 7.15 7.15 NUM eurjchem-47 47 91     SPACE eurjchem-47 47 92 ( ( PUNCT eurjchem-47 47 93 d d NOUN eurjchem-47 47 94 , , PUNCT eurjchem-47 47 95     SPACE eurjchem-47 47 96 j= j= NOUN eurjchem-47 47 97     SPACE eurjchem-47 47 98 8.6hz 8.6hz NUM eurjchem-47 47 99 , , PUNCT eurjchem-47 47 100     SPACE eurjchem-47 47 101 2h 2h NUM eurjchem-47 47 102 , , PUNCT eurjchem-47 47 103     SPACE eurjchem-47 47 104 ar‐h ar‐h NOUN eurjchem-47 47 105 ) ) PUNCT eurjchem-47 47 106 . . PUNCT eurjchem-47 47 107     SPACE eurjchem-47 48 1 ei ei PROPN eurjchem-47 48 2 / / SYM eurjchem-47 48 3 ms ms PROPN eurjchem-47 48 4 , , PUNCT eurjchem-47 48 5     SPACE eurjchem-47 48 6 m m PROPN eurjchem-47 48 7 / / PROPN eurjchem-47 49 1 z z NOUN eurjchem-47 49 2     SPACE eurjchem-47 49 3 ( ( PUNCT eurjchem-47 49 4 % % INTJ eurjchem-47 49 5 ): ): PUNCT eurjchem-47 49 6 294 294 NUM eurjchem-47 49 7 , , PUNCT eurjchem-47 49 8     SPACE eurjchem-47 49 9 m++1 m++1 PROPN eurjchem-47 49 10 . . PUNCT eurjchem-47 49 11     SPACE eurjchem-47 49 12 microanalysis microanalysis ADJ eurjchem-47 49 13     SPACE eurjchem-47 49 14 calcd calcd NOUN eurjchem-47 49 15 . . PUNCT eurjchem-47 49 16     SPACE eurjchem-47 50 1 c c X eurjchem-47 50 2 , , PUNCT eurjchem-47 50 3     SPACE eurjchem-47 50 4 h h NOUN eurjchem-47 50 5 , , PUNCT eurjchem-47 50 6     SPACE eurjchem-47 50 7 n n CCONJ eurjchem-47 50 8     SPACE eurjchem-47 50 9 for for ADP eurjchem-47 50 10     SPACE eurjchem-47 50 11 c15h19no5 c15h19no5 PROPN eurjchem-47 50 12 : : PUNCT eurjchem-47 50 13     SPACE eurjchem-47 50 14 61.42 61.42 NUM eurjchem-47 50 15 , , PUNCT eurjchem-47 50 16     SPACE eurjchem-47 50 17 6.53 6.53 NUM eurjchem-47 50 18 , , PUNCT eurjchem-47 50 19     SPACE eurjchem-47 50 20 4.78 4.78 NUM eurjchem-47 50 21 , , PUNCT eurjchem-47 50 22     SPACE eurjchem-47 50 23 found find VERB eurjchem-47 50 24 , , PUNCT eurjchem-47 50 25     SPACE eurjchem-47 50 26 61.53 61.53 NUM eurjchem-47 50 27 , , PUNCT eurjchem-47 50 28     SPACE eurjchem-47 50 29 6.67 6.67 NUM eurjchem-47 50 30 , , PUNCT eurjchem-47 50 31     SPACE eurjchem-47 50 32 4.72 4.72 NUM eurjchem-47 50 33 . . PUNCT eurjchem-47 50 34         SPACE eurjchem-47 51 1 2.1.1.3 2.1.1.3 NUM eurjchem-47 51 2 . . PUNCT eurjchem-47 51 3     SPACE eurjchem-47 52 1 1­acetyl­4­ 1­acetyl­4­ PROPN eurjchem-47 52 2     SPACE eurjchem-47 52 3 hydroxy­5­(4­ethoxy­benzyl)­pyrrolidine­ hydroxy­5­(4­ethoxy­benzyl)­pyrrolidine­ NOUN eurjchem-47 52 4 3­carboxylic 3­carboxylic NUM eurjchem-47 52 5     SPACE eurjchem-47 52 6 acid acid NOUN eurjchem-47 52 7     SPACE eurjchem-47 52 8 ( ( PUNCT eurjchem-47 52 9 3c 3c NUM eurjchem-47 52 10 ) ) PUNCT eurjchem-47 52 11         SPACE eurjchem-47 52 12 yield yield NOUN eurjchem-47 52 13     SPACE eurjchem-47 52 14 83 83 NUM eurjchem-47 52 15 % % NOUN eurjchem-47 52 16 . . PUNCT eurjchem-47 52 17     SPACE eurjchem-47 53 1 m.p m.p PROPN eurjchem-47 53 2 . . PROPN eurjchem-47 53 3 : : PUNCT eurjchem-47 53 4     SPACE eurjchem-47 53 5 196‐198 196‐198 NUM eurjchem-47 53 6     SPACE eurjchem-47 53 7 oc oc PROPN eurjchem-47 53 8 . . PUNCT eurjchem-47 53 9     SPACE eurjchem-47 54 1 ir ir VERB eurjchem-47 54 2     SPACE eurjchem-47 54 3 ( ( PUNCT eurjchem-47 54 4 kbr kbr PROPN eurjchem-47 54 5 , , PUNCT eurjchem-47 54 6     SPACE eurjchem-47 54 7 cm‐1 cm‐1 NOUN eurjchem-47 54 8 ) ) PUNCT eurjchem-47 54 9     SPACE eurjchem-47 54 10 3300‐2700 3300‐2700 NUM eurjchem-47 54 11       SPACE eurjchem-47 54 12 ( ( PUNCT eurjchem-47 54 13 br br PROPN eurjchem-47 54 14 , , PUNCT eurjchem-47 54 15     SPACE eurjchem-47 54 16 oh oh NOUN eurjchem-47 54 17         SPACE eurjchem-47 54 18 alcohol alcohol NOUN eurjchem-47 54 19     SPACE eurjchem-47 54 20 and and CCONJ eurjchem-47 54 21         SPACE eurjchem-47 54 22 acid acid NOUN eurjchem-47 54 23 ) ) PUNCT eurjchem-47 54 24 , , PUNCT eurjchem-47 54 25     SPACE eurjchem-47 54 26 1722 1722 NUM eurjchem-47 54 27     SPACE eurjchem-47 54 28 ( ( PUNCT eurjchem-47 54 29 c c NOUN eurjchem-47 54 30 = = SYM eurjchem-47 54 31 o o NOUN eurjchem-47 54 32 , , PUNCT eurjchem-47 54 33     SPACE eurjchem-47 54 34 acid acid NOUN eurjchem-47 54 35 ) ) PUNCT eurjchem-47 54 36     SPACE eurjchem-47 54 37 and and CCONJ eurjchem-47 54 38     SPACE eurjchem-47 54 39 1607 1607 NUM eurjchem-47 54 40     SPACE eurjchem-47 54 41 ( ( PUNCT eurjchem-47 54 42 c c NOUN eurjchem-47 54 43 = = SYM eurjchem-47 54 44 o o NOUN eurjchem-47 54 45 , , PUNCT eurjchem-47 54 46     SPACE eurjchem-47 54 47 amide amide NOUN eurjchem-47 54 48 ) ) PUNCT eurjchem-47 54 49 ; ; PUNCT eurjchem-47 54 50     SPACE eurjchem-47 54 51 1h 1h NUM eurjchem-47 54 52     SPACE eurjchem-47 54 53 nmr nmr NOUN eurjchem-47 54 54     SPACE eurjchem-47 54 55 ( ( PUNCT eurjchem-47 54 56 dmso‐d6 dmso‐d6 NOUN eurjchem-47 54 57     SPACE eurjchem-47 54 58 ppm: ppm: NOUN eurjchem-47 54 59 ) ) PUNCT eurjchem-47 54 60     SPACE eurjchem-47 54 61 1.26 1.26 NUM eurjchem-47 54 62     SPACE eurjchem-47 54 63 ( ( PUNCT eurjchem-47 54 64 t t PROPN eurjchem-47 54 65 , , PUNCT eurjchem-47 54 66     SPACE eurjchem-47 54 67 j=6.9 j=6.9 PROPN eurjchem-47 54 68     SPACE eurjchem-47 54 69 hz hz VERB eurjchem-47 54 70 , , PUNCT eurjchem-47 54 71     SPACE eurjchem-47 54 72 3h 3h NUM eurjchem-47 54 73 , , PUNCT eurjchem-47 54 74     SPACE eurjchem-47 54 75 ch3‐ ch3‐ NOUN eurjchem-47 54 76 ( ( PUNCT eurjchem-47 54 77 ch2)2‐o ch2)2‐o NOUN eurjchem-47 54 78 ) ) PUNCT eurjchem-47 54 79 ; ; PUNCT eurjchem-47 54 80     SPACE eurjchem-47 54 81 1.94 1.94 NUM eurjchem-47 54 82     SPACE eurjchem-47 54 83 ( ( PUNCT eurjchem-47 54 84 s s PROPN eurjchem-47 54 85 , , PUNCT eurjchem-47 54 86     SPACE eurjchem-47 54 87 3h 3h NUM eurjchem-47 54 88 , , PUNCT eurjchem-47 54 89     SPACE eurjchem-47 54 90 ch3‐co‐n ch3‐co‐n NOUN eurjchem-47 54 91 ) ) PUNCT eurjchem-47 54 92 ; ; PUNCT eurjchem-47 54 93     SPACE eurjchem-47 54 94 2.65‐2.95 2.65‐2.95 NOUN eurjchem-47 54 95     SPACE eurjchem-47 54 96 ( ( PUNCT eurjchem-47 54 97 m m PROPN eurjchem-47 54 98 , , PUNCT eurjchem-47 54 99     SPACE eurjchem-47 54 100 3h 3h NUM eurjchem-47 54 101 , , PUNCT eurjchem-47 54 102     SPACE eurjchem-47 54 103 ph‐ch2 ph‐ch2 VERB eurjchem-47 54 104 , , PUNCT eurjchem-47 54 105     SPACE eurjchem-47 54 106 ch‐cooh ch‐cooh NOUN eurjchem-47 54 107 ) ) PUNCT eurjchem-47 54 108 ; ; PUNCT eurjchem-47 54 109     SPACE eurjchem-47 54 110 3.58‐4.07(m 3.58‐4.07(m NUM eurjchem-47 54 111 , , PUNCT eurjchem-47 54 112     SPACE eurjchem-47 54 113 6h 6h NUM eurjchem-47 54 114 , , PUNCT eurjchem-47 54 115     SPACE eurjchem-47 54 116 ch2‐n ch2‐n ADJ eurjchem-47 54 117 , , PUNCT eurjchem-47 54 118     SPACE eurjchem-47 54 119 n‐ch n‐ch PROPN eurjchem-47 54 120 , , PUNCT eurjchem-47 54 121     SPACE eurjchem-47 54 122 ch3ch2o ch3ch2o NOUN eurjchem-47 54 123 , , PUNCT eurjchem-47 54 124     SPACE eurjchem-47 54 125 ch‐oh ch‐oh NUM eurjchem-47 54 126 ) ) PUNCT eurjchem-47 54 127 ; ; PUNCT eurjchem-47 54 128     SPACE eurjchem-47 54 129 6.83 6.83 NUM eurjchem-47 54 130     SPACE eurjchem-47 54 131 ( ( PUNCT eurjchem-47 54 132 d d PROPN eurjchem-47 54 133 , , PUNCT eurjchem-47 54 134     SPACE eurjchem-47 54 135 j= j= NOUN eurjchem-47 54 136     SPACE eurjchem-47 54 137 8.3hz 8.3hz PROPN eurjchem-47 54 138 , , PUNCT eurjchem-47 54 139     SPACE eurjchem-47 54 140 2h 2h NUM eurjchem-47 54 141 , , PUNCT eurjchem-47 54 142     SPACE eurjchem-47 54 143 ar‐h ar‐h NOUN eurjchem-47 54 144     SPACE eurjchem-47 54 145 ) ) PUNCT eurjchem-47 54 146 ; ; PUNCT eurjchem-47 54 147     SPACE eurjchem-47 54 148 7.15 7.15 NUM eurjchem-47 54 149     SPACE eurjchem-47 54 150 ( ( PUNCT eurjchem-47 54 151 d d NOUN eurjchem-47 54 152 , , PUNCT eurjchem-47 54 153     SPACE eurjchem-47 54 154 j= j= NOUN eurjchem-47 54 155     SPACE eurjchem-47 54 156 8.3hz 8.3hz PROPN eurjchem-47 54 157 , , PUNCT eurjchem-47 54 158     SPACE eurjchem-47 54 159 2h 2h NUM eurjchem-47 54 160 , , PUNCT eurjchem-47 54 161     SPACE eurjchem-47 54 162 ar‐h ar‐h NOUN eurjchem-47 54 163 ) ) PUNCT eurjchem-47 54 164 . . PUNCT eurjchem-47 54 165     SPACE eurjchem-47 54 166 13c 13c NOUN eurjchem-47 54 167     SPACE eurjchem-47 54 168 nmr nmr NOUN eurjchem-47 54 169     SPACE eurjchem-47 54 170 data datum NOUN eurjchem-47 54 171     SPACE eurjchem-47 54 172 ( ( PUNCT eurjchem-47 54 173 dmso‐d6 dmso‐d6 NOUN eurjchem-47 54 174     SPACE eurjchem-47 54 175 ppm ppm NOUN eurjchem-47 54 176 , , PUNCT eurjchem-47 54 177     SPACE eurjchem-47 54 178   NUM eurjchem-47 54 179 ) ) PUNCT eurjchem-47 54 180     SPACE eurjchem-47 54 181 : : PUNCT eurjchem-47 54 182     SPACE eurjchem-47 54 183 171.8 171.8 NUM eurjchem-47 54 184     SPACE eurjchem-47 54 185 ( ( PUNCT eurjchem-47 54 186 1c 1c X eurjchem-47 54 187 , , PUNCT eurjchem-47 54 188     SPACE eurjchem-47 54 189 cooh cooh NOUN eurjchem-47 54 190 ) ) PUNCT eurjchem-47 54 191 ; ; PUNCT eurjchem-47 54 192     SPACE eurjchem-47 54 193 170.1(1c 170.1(1c NUM eurjchem-47 54 194 , , PUNCT eurjchem-47 54 195     SPACE eurjchem-47 54 196 ch3‐ ch3‐ VERB eurjchem-47 54 197 co‐n co‐n NOUN eurjchem-47 54 198 ) ) PUNCT eurjchem-47 54 199 ; ; PUNCT eurjchem-47 54 200     SPACE eurjchem-47 54 201 156.9 156.9 NUM eurjchem-47 54 202     SPACE eurjchem-47 54 203 ( ( PUNCT eurjchem-47 54 204 1c 1c NOUN eurjchem-47 54 205 , , PUNCT eurjchem-47 54 206     SPACE eurjchem-47 54 207 ar‐c ar‐c PROPN eurjchem-47 54 208 ) ) PUNCT eurjchem-47 54 209 ; ; PUNCT eurjchem-47 54 210     SPACE eurjchem-47 54 211 131.8 131.8 NUM eurjchem-47 54 212     SPACE eurjchem-47 54 213 ( ( PUNCT eurjchem-47 54 214 1c 1c NOUN eurjchem-47 54 215 , , PUNCT eurjchem-47 54 216     SPACE eurjchem-47 54 217 ar‐c ar‐c PROPN eurjchem-47 54 218 ) ) PUNCT eurjchem-47 54 219 ; ; PUNCT eurjchem-47 54 220     SPACE eurjchem-47 54 221 130.6 130.6 NUM eurjchem-47 54 222     SPACE eurjchem-47 54 223 ( ( PUNCT eurjchem-47 54 224 2c 2c NOUN eurjchem-47 54 225 , , PUNCT eurjchem-47 54 226     SPACE eurjchem-47 54 227 ar‐c ar‐c PROPN eurjchem-47 54 228 ) ) PUNCT eurjchem-47 54 229 ; ; PUNCT eurjchem-47 54 230     SPACE eurjchem-47 54 231 114.5 114.5 NUM eurjchem-47 54 232     SPACE eurjchem-47 54 233 ( ( PUNCT eurjchem-47 54 234 2c 2c NOUN eurjchem-47 54 235 , , PUNCT eurjchem-47 54 236     SPACE eurjchem-47 54 237 ar‐c ar‐c PROPN eurjchem-47 54 238 ) ) PUNCT eurjchem-47 54 239 ; ; PUNCT eurjchem-47 54 240     SPACE eurjchem-47 54 241 70.4 70.4 NUM eurjchem-47 54 242     SPACE eurjchem-47 54 243 ( ( PUNCT eurjchem-47 54 244 1c 1c NOUN eurjchem-47 54 245 , , PUNCT eurjchem-47 54 246     SPACE eurjchem-47 54 247 ch3ch2o ch3ch2o NOUN eurjchem-47 54 248 ) ) PUNCT eurjchem-47 54 249 ; ; PUNCT eurjchem-47 54 250     SPACE eurjchem-47 54 251 65.3 65.3 NUM eurjchem-47 54 252     SPACE eurjchem-47 54 253 ( ( PUNCT eurjchem-47 54 254 1c 1c NOUN eurjchem-47 54 255 , , PUNCT eurjchem-47 54 256     SPACE eurjchem-47 54 257 ch‐oh ch‐oh NUM eurjchem-47 54 258 ) ) PUNCT eurjchem-47 54 259 ; ; PUNCT eurjchem-47 54 260     SPACE eurjchem-47 54 261 63.2 63.2 NUM eurjchem-47 54 262     SPACE eurjchem-47 54 263 ( ( PUNCT eurjchem-47 54 264 1c 1c X eurjchem-47 54 265 , , PUNCT eurjchem-47 54 266     SPACE eurjchem-47 54 267 n‐ch n‐ch NOUN eurjchem-47 54 268 ) ) PUNCT eurjchem-47 54 269 ; ; PUNCT eurjchem-47 54 270     SPACE eurjchem-47 54 271 49.0 49.0 NUM eurjchem-47 54 272 * * NUM eurjchem-47 54 273     SPACE eurjchem-47 54 274 ( ( PUNCT eurjchem-47 54 275 1c 1c X eurjchem-47 54 276 , , PUNCT eurjchem-47 54 277     SPACE eurjchem-47 54 278 ch‐cooh ch‐cooh NOUN eurjchem-47 54 279 ) ) PUNCT eurjchem-47 54 280 ; ; PUNCT eurjchem-47 54 281     SPACE eurjchem-47 54 282 48.0 48.0 NUM eurjchem-47 54 283 * * NUM eurjchem-47 54 284     SPACE eurjchem-47 54 285 ( ( PUNCT eurjchem-47 54 286 1c 1c X eurjchem-47 54 287 , , PUNCT eurjchem-47 54 288     SPACE eurjchem-47 54 289 ch2‐n ch2‐n ADJ eurjchem-47 54 290 ) ) PUNCT eurjchem-47 54 291 ; ; PUNCT eurjchem-47 54 292     SPACE eurjchem-47 54 293 32.0 32.0 NUM eurjchem-47 54 294     SPACE eurjchem-47 54 295 ( ( PUNCT eurjchem-47 54 296 1c 1c NOUN eurjchem-47 54 297 , , PUNCT eurjchem-47 54 298     SPACE eurjchem-47 54 299 ph‐ch2 ph‐ch2 ADJ eurjchem-47 54 300 ) ) PUNCT eurjchem-47 54 301 ; ; PUNCT eurjchem-47 54 302     SPACE eurjchem-47 54 303 23.5(1c 23.5(1c NUM eurjchem-47 54 304 , , PUNCT eurjchem-47 54 305     SPACE eurjchem-47 54 306 ch3‐co‐n ch3‐co‐n NOUN eurjchem-47 54 307 ) ) PUNCT eurjchem-47 54 308 ; ; PUNCT eurjchem-47 54 309     SPACE eurjchem-47 54 310 15.0 15.0 NUM eurjchem-47 54 311     SPACE eurjchem-47 54 312 ( ( PUNCT eurjchem-47 54 313 1c 1c NOUN eurjchem-47 54 314 , , PUNCT eurjchem-47 54 315     SPACE eurjchem-47 54 316 ch3ch2o ch3ch2o NOUN eurjchem-47 54 317 ) ) PUNCT eurjchem-47 54 318 . . PUNCT eurjchem-47 54 319     SPACE eurjchem-47 55 1 ei ei PROPN eurjchem-47 55 2 / / SYM eurjchem-47 55 3 ms ms PROPN eurjchem-47 55 4 , , PUNCT eurjchem-47 55 5     SPACE eurjchem-47 55 6 m m PROPN eurjchem-47 55 7 / / PROPN eurjchem-47 56 1 z z NOUN eurjchem-47 56 2     SPACE eurjchem-47 56 3 ( ( PUNCT eurjchem-47 56 4 % % INTJ eurjchem-47 56 5 ): ): PUNCT eurjchem-47 56 6 307 307 NUM eurjchem-47 56 7 , , PUNCT eurjchem-47 56 8     SPACE eurjchem-47 56 9 m+ m+ NUM eurjchem-47 56 10 . . PUNCT eurjchem-47 56 11     SPACE eurjchem-47 56 12 microanalysis microanalysis ADJ eurjchem-47 56 13     SPACE eurjchem-47 56 14 calcd calcd NOUN eurjchem-47 56 15 . . PUNCT eurjchem-47 56 16     SPACE eurjchem-47 57 1 c c X eurjchem-47 57 2 , , PUNCT eurjchem-47 57 3     SPACE eurjchem-47 57 4 h h NOUN eurjchem-47 57 5 , , PUNCT eurjchem-47 57 6     SPACE eurjchem-47 57 7 n n CCONJ eurjchem-47 57 8     SPACE eurjchem-47 57 9 for for ADP eurjchem-47 57 10     SPACE eurjchem-47 57 11 c16h21no5 c16h21no5 NOUN eurjchem-47 57 12 : : PUNCT eurjchem-47 57 13     SPACE eurjchem-47 57 14 62.53 62.53 NUM eurjchem-47 57 15 , , PUNCT eurjchem-47 57 16     SPACE eurjchem-47 57 17 6.89 6.89 NUM eurjchem-47 57 18 , , PUNCT eurjchem-47 57 19     SPACE eurjchem-47 57 20 4.56 4.56 NUM eurjchem-47 57 21 ; ; PUNCT eurjchem-47 57 22     SPACE eurjchem-47 57 23 found find VERB eurjchem-47 57 24 , , PUNCT eurjchem-47 57 25     SPACE eurjchem-47 57 26 62.59 62.59 NUM eurjchem-47 57 27 , , PUNCT eurjchem-47 57 28     SPACE eurjchem-47 57 29 7.01 7.01 NUM eurjchem-47 57 30 , , PUNCT eurjchem-47 57 31     SPACE eurjchem-47 57 32 4.50 4.50 NUM eurjchem-47 57 33 . . PUNCT eurjchem-47 57 34         SPACE eurjchem-47 58 1 2.1.1.4 2.1.1.4 PROPN eurjchem-47 58 2 . . PUNCT eurjchem-47 58 3     SPACE eurjchem-47 58 4 1­acetyl­4­hydroxy­5­(4­n­propoxy­benzyl)­pyrrolidi 1­acetyl­4­hydroxy­5­(4­n­propoxy­benzyl)­pyrrolidi NUM eurjchem-47 58 5     SPACE eurjchem-47 58 6 ne­3­carboxylic ne­3­carboxylic ADJ eurjchem-47 58 7     SPACE eurjchem-47 58 8 acid acid NOUN eurjchem-47 58 9     SPACE eurjchem-47 58 10 ( ( PUNCT eurjchem-47 58 11 3d 3d NOUN eurjchem-47 58 12 ) ) PUNCT eurjchem-47 58 13         SPACE eurjchem-47 58 14 yield yield NOUN eurjchem-47 58 15     SPACE eurjchem-47 58 16 76 76 NUM eurjchem-47 58 17 % % NOUN eurjchem-47 58 18 . . PUNCT eurjchem-47 58 19     SPACE eurjchem-47 59 1 m.p m.p PROPN eurjchem-47 59 2 . . PROPN eurjchem-47 59 3 : : PUNCT eurjchem-47 59 4     SPACE eurjchem-47 59 5 168‐170 168‐170 NUM eurjchem-47 59 6     SPACE eurjchem-47 59 7 o. o. PROPN eurjchem-47 59 8     SPACE eurjchem-47 59 9 ir ir PROPN eurjchem-47 59 10     SPACE eurjchem-47 59 11 ( ( PUNCT eurjchem-47 59 12 kbr kbr PROPN eurjchem-47 59 13 , , PUNCT eurjchem-47 59 14     SPACE eurjchem-47 59 15 cm‐1 cm‐1 NOUN eurjchem-47 59 16 ) ) PUNCT eurjchem-47 59 17     SPACE eurjchem-47 60 1 3300‐2700 3300‐2700 NUM eurjchem-47 60 2     SPACE eurjchem-47 60 3 ( ( PUNCT eurjchem-47 60 4 br br PROPN eurjchem-47 60 5 , , PUNCT eurjchem-47 60 6     SPACE eurjchem-47 60 7 oh oh NOUN eurjchem-47 60 8     SPACE eurjchem-47 60 9 alcohol alcohol NOUN eurjchem-47 60 10     SPACE eurjchem-47 60 11 and and CCONJ eurjchem-47 60 12     SPACE eurjchem-47 60 13 acid acid NOUN eurjchem-47 60 14 ) ) PUNCT eurjchem-47 60 15 , , PUNCT eurjchem-47 60 16     SPACE eurjchem-47 60 17 1716 1716 NUM eurjchem-47 60 18     SPACE eurjchem-47 60 19 ( ( PUNCT eurjchem-47 60 20 c c NOUN eurjchem-47 60 21 = = SYM eurjchem-47 60 22 o o NOUN eurjchem-47 60 23 , , PUNCT eurjchem-47 60 24     SPACE eurjchem-47 60 25 acid acid NOUN eurjchem-47 60 26 ) ) PUNCT eurjchem-47 60 27     SPACE eurjchem-47 60 28 and and CCONJ eurjchem-47 60 29     SPACE eurjchem-47 60 30 1572 1572 NUM eurjchem-47 60 31     SPACE eurjchem-47 60 32 ( ( PUNCT eurjchem-47 60 33 c c NOUN eurjchem-47 60 34 = = SYM eurjchem-47 60 35 o o NOUN eurjchem-47 60 36 , , PUNCT eurjchem-47 60 37     SPACE eurjchem-47 60 38 amide amide NOUN eurjchem-47 60 39 ) ) PUNCT eurjchem-47 60 40 . . PUNCT eurjchem-47 60 41     SPACE eurjchem-47 61 1 1h 1h NUM eurjchem-47 61 2     SPACE eurjchem-47 61 3 nmr nmr NOUN eurjchem-47 61 4     SPACE eurjchem-47 61 5 ( ( PUNCT eurjchem-47 61 6 dmso‐d6 dmso‐d6 NOUN eurjchem-47 61 7     SPACE eurjchem-47 61 8 ppm ppm NOUN eurjchem-47 61 9 : : PUNCT eurjchem-47 61 10     SPACE eurjchem-47 61 11   NUM eurjchem-47 61 12     SPACE eurjchem-47 61 13 0.93 0.93 NUM eurjchem-47 61 14     SPACE eurjchem-47 61 15 ( ( PUNCT eurjchem-47 61 16 t t PROPN eurjchem-47 61 17 , , PUNCT eurjchem-47 61 18     SPACE eurjchem-47 61 19 j=7.2 j=7.2 NOUN eurjchem-47 61 20     SPACE eurjchem-47 61 21 hz hz VERB eurjchem-47 61 22 , , PUNCT eurjchem-47 61 23     SPACE eurjchem-47 61 24 3h 3h NUM eurjchem-47 61 25 , , PUNCT eurjchem-47 61 26     SPACE eurjchem-47 61 27 ch3 ch3 PROPN eurjchem-47 61 28     SPACE eurjchem-47 61 29 ( ( PUNCT eurjchem-47 61 30 ch2)2‐o ch2)2‐o NOUN eurjchem-47 61 31 ) ) PUNCT eurjchem-47 61 32 ; ; PUNCT eurjchem-47 61 33     SPACE eurjchem-47 61 34 1.60‐1.70 1.60‐1.70 NUM eurjchem-47 61 35     SPACE eurjchem-47 61 36 ( ( PUNCT eurjchem-47 61 37 m m PROPN eurjchem-47 61 38 , , PUNCT eurjchem-47 61 39     SPACE eurjchem-47 61 40 2h 2h NUM eurjchem-47 61 41 , , PUNCT eurjchem-47 61 42     SPACE eurjchem-47 61 43 ch3‐ch2‐ch2‐o ch3‐ch2‐ch2‐o NOUN eurjchem-47 61 44 ) ) PUNCT eurjchem-47 61 45 ; ; PUNCT eurjchem-47 61 46     SPACE eurjchem-47 61 47 1.90 1.90 NUM eurjchem-47 61 48     SPACE eurjchem-47 61 49 ( ( PUNCT eurjchem-47 61 50 s s PROPN eurjchem-47 61 51 , , PUNCT eurjchem-47 61 52     SPACE eurjchem-47 61 53 3h 3h NUM eurjchem-47 61 54 , , PUNCT eurjchem-47 61 55     SPACE eurjchem-47 61 56 ch3‐co‐n ch3‐co‐n NOUN eurjchem-47 61 57 ) ) PUNCT eurjchem-47 61 58 ; ; PUNCT eurjchem-47 61 59     SPACE eurjchem-47 62 1 2.60‐3.00 2.60‐3.00 NUM eurjchem-47 62 2     SPACE eurjchem-47 62 3 ( ( PUNCT eurjchem-47 62 4 m m PROPN eurjchem-47 62 5 , , PUNCT eurjchem-47 62 6     SPACE eurjchem-47 62 7 3h,‐ph‐ch2 3h,‐ph‐ch2 NUM eurjchem-47 62 8     SPACE eurjchem-47 62 9 ‐ ‐ NOUN eurjchem-47 62 10 , , PUNCT eurjchem-47 62 11     SPACE eurjchem-47 62 12 ch‐cooh ch‐cooh NOUN eurjchem-47 62 13 ) ) PUNCT eurjchem-47 62 14 ; ; PUNCT eurjchem-47 62 15     SPACE eurjchem-47 62 16 3.60‐4.10 3.60‐4.10 NOUN eurjchem-47 62 17     SPACE eurjchem-47 62 18 ( ( PUNCT eurjchem-47 62 19 m m PROPN eurjchem-47 62 20 , , PUNCT eurjchem-47 62 21     SPACE eurjchem-47 62 22 6h 6h NOUN eurjchem-47 62 23 , , PUNCT eurjchem-47 62 24     SPACE eurjchem-47 62 25 ch2‐ ch2‐ NOUN eurjchem-47 62 26 n n CCONJ eurjchem-47 62 27 , , PUNCT eurjchem-47 62 28     SPACE eurjchem-47 62 29 n‐ch n‐ch NOUN eurjchem-47 62 30 , , PUNCT eurjchem-47 62 31     SPACE eurjchem-47 62 32 o‐ch2‐ch2‐ch3 o‐ch2‐ch2‐ch3 ADJ eurjchem-47 62 33 , , PUNCT eurjchem-47 62 34     SPACE eurjchem-47 62 35 choh choh NOUN eurjchem-47 62 36 ) ) PUNCT eurjchem-47 62 37 ; ; PUNCT eurjchem-47 62 38     SPACE eurjchem-47 62 39 6.77 6.77 NUM eurjchem-47 62 40     SPACE eurjchem-47 62 41 ( ( PUNCT eurjchem-47 62 42 d d NOUN eurjchem-47 62 43 , , PUNCT eurjchem-47 62 44     SPACE eurjchem-47 62 45 j= j= NOUN eurjchem-47 62 46     SPACE eurjchem-47 62 47 7.6hz 7.6hz NUM eurjchem-47 62 48 , , PUNCT eurjchem-47 62 49     SPACE eurjchem-47 62 50 2h 2h NUM eurjchem-47 62 51 , , PUNCT eurjchem-47 62 52     SPACE eurjchem-47 62 53 ar‐h ar‐h NOUN eurjchem-47 62 54 ) ) PUNCT eurjchem-47 62 55 ; ; PUNCT eurjchem-47 62 56     SPACE eurjchem-47 62 57 7.15 7.15 NUM eurjchem-47 62 58     SPACE eurjchem-47 62 59 ( ( PUNCT eurjchem-47 62 60 d d NOUN eurjchem-47 62 61 , , PUNCT eurjchem-47 62 62     SPACE eurjchem-47 62 63 j= j= NOUN eurjchem-47 62 64     SPACE eurjchem-47 62 65 7.6hz 7.6hz NUM eurjchem-47 62 66 , , PUNCT eurjchem-47 62 67     SPACE eurjchem-47 62 68 2h 2h NUM eurjchem-47 62 69 , , PUNCT eurjchem-47 62 70     SPACE eurjchem-47 62 71 ar‐h ar‐h NOUN eurjchem-47 62 72 ) ) PUNCT eurjchem-47 62 73 . . PUNCT eurjchem-47 62 74     SPACE eurjchem-47 63 1 ei ei PROPN eurjchem-47 63 2 / / SYM eurjchem-47 63 3 ms ms PROPN eurjchem-47 63 4 , , PUNCT eurjchem-47 63 5     SPACE eurjchem-47 63 6 m m PROPN eurjchem-47 63 7 / / PROPN eurjchem-47 64 1 z z NOUN eurjchem-47 64 2     SPACE eurjchem-47 64 3 ( ( PUNCT eurjchem-47 64 4 % % INTJ eurjchem-47 64 5 ): ): PUNCT eurjchem-47 64 6     SPACE eurjchem-47 64 7 321 321 NUM eurjchem-47 64 8 , , PUNCT eurjchem-47 64 9     SPACE eurjchem-47 64 10 m+ m+ NUM eurjchem-47 64 11 . . PUNCT eurjchem-47 64 12     SPACE eurjchem-47 64 13 microanalysis microanalysis ADJ eurjchem-47 64 14     SPACE eurjchem-47 64 15 calcd calcd NOUN eurjchem-47 64 16 . . PUNCT eurjchem-47 64 17     SPACE eurjchem-47 65 1 c c X eurjchem-47 65 2 , , PUNCT eurjchem-47 65 3     SPACE eurjchem-47 65 4 h h NOUN eurjchem-47 65 5 , , PUNCT eurjchem-47 65 6     SPACE eurjchem-47 65 7 n n CCONJ eurjchem-47 65 8     SPACE eurjchem-47 65 9 for for ADP eurjchem-47 65 10     SPACE eurjchem-47 65 11 c17h23no5 c17h23no5 PROPN eurjchem-47 65 12 : : PUNCT eurjchem-47 65 13     SPACE eurjchem-47 65 14 63.54 63.54 NUM eurjchem-47 65 15 , , PUNCT eurjchem-47 65 16     SPACE eurjchem-47 65 17 7.21 7.21 NUM eurjchem-47 65 18 , , PUNCT eurjchem-47 65 19     SPACE eurjchem-47 65 20 4.36 4.36 NUM eurjchem-47 65 21 , , PUNCT eurjchem-47 65 22     SPACE eurjchem-47 65 23 found find VERB eurjchem-47 65 24 , , PUNCT eurjchem-47 65 25     SPACE eurjchem-47 65 26 63.59 63.59 NUM eurjchem-47 65 27 , , PUNCT eurjchem-47 65 28     SPACE eurjchem-47 65 29 7.28 7.28 NUM eurjchem-47 65 30 , , PUNCT eurjchem-47 65 31     SPACE eurjchem-47 65 32 4.32 4.32 NUM eurjchem-47 65 33 . . PUNCT eurjchem-47 65 34         SPACE eurjchem-47 66 1 2.1.1.5 2.1.1.5 NUM eurjchem-47 66 2 . . PUNCT eurjchem-47 66 3     SPACE eurjchem-47 66 4 1­acetyl­4­hydroxy­5­(4­n­butoxy­benzyl)­pyrrolidi 1­acetyl­4­hydroxy­5­(4­n­butoxy­benzyl)­pyrrolidi NUM eurjchem-47 66 5     SPACE eurjchem-47 66 6 ne­3­carboxylic ne­3­carboxylic ADJ eurjchem-47 66 7     SPACE eurjchem-47 66 8 acid acid NOUN eurjchem-47 66 9     SPACE eurjchem-47 66 10 ( ( PUNCT eurjchem-47 66 11 3e 3e NOUN eurjchem-47 66 12 ) ) PUNCT eurjchem-47 66 13         SPACE eurjchem-47 66 14 yield yield NOUN eurjchem-47 66 15     SPACE eurjchem-47 66 16 73 73 NUM eurjchem-47 66 17 % % NOUN eurjchem-47 66 18 . . PUNCT eurjchem-47 66 19     SPACE eurjchem-47 67 1 m.p m.p PROPN eurjchem-47 67 2 . . PROPN eurjchem-47 67 3 : : PUNCT eurjchem-47 67 4     SPACE eurjchem-47 67 5 138‐140 138‐140 NUM eurjchem-47 67 6     SPACE eurjchem-47 67 7 oc oc PROPN eurjchem-47 67 8 . . PUNCT eurjchem-47 67 9     SPACE eurjchem-47 67 10 ir ir VERB eurjchem-47 67 11     SPACE eurjchem-47 67 12 ( ( PUNCT eurjchem-47 67 13 kbr kbr PROPN eurjchem-47 67 14 , , PUNCT eurjchem-47 67 15     SPACE eurjchem-47 67 16 cm‐1 cm‐1 NOUN eurjchem-47 67 17 ) ) PUNCT eurjchem-47 67 18     SPACE eurjchem-47 68 1 3300‐2700 3300‐2700 NUM eurjchem-47 68 2     SPACE eurjchem-47 68 3 ( ( PUNCT eurjchem-47 68 4 br br PROPN eurjchem-47 68 5 , , PUNCT eurjchem-47 68 6     SPACE eurjchem-47 68 7 oh oh NOUN eurjchem-47 68 8     SPACE eurjchem-47 68 9 alcohol alcohol NOUN eurjchem-47 68 10     SPACE eurjchem-47 68 11 and and CCONJ eurjchem-47 68 12     SPACE eurjchem-47 68 13 acid acid NOUN eurjchem-47 68 14 ) ) PUNCT eurjchem-47 68 15 , , PUNCT eurjchem-47 68 16     SPACE eurjchem-47 68 17 1710 1710 NUM eurjchem-47 68 18     SPACE eurjchem-47 68 19 ( ( PUNCT eurjchem-47 68 20 c c NOUN eurjchem-47 68 21 = = SYM eurjchem-47 68 22 o o NOUN eurjchem-47 68 23 , , PUNCT eurjchem-47 68 24     SPACE eurjchem-47 68 25 acid acid NOUN eurjchem-47 68 26 ) ) PUNCT eurjchem-47 68 27     SPACE eurjchem-47 68 28 and and CCONJ eurjchem-47 68 29     SPACE eurjchem-47 68 30 1585 1585 NUM eurjchem-47 68 31     SPACE eurjchem-47 68 32 ( ( PUNCT eurjchem-47 68 33 c c NOUN eurjchem-47 68 34 = = SYM eurjchem-47 68 35 o o NOUN eurjchem-47 68 36 , , PUNCT eurjchem-47 68 37     SPACE eurjchem-47 68 38 amide amide NOUN eurjchem-47 68 39 ) ) PUNCT eurjchem-47 68 40 . . PUNCT eurjchem-47 68 41     SPACE eurjchem-47 69 1 1h 1h NUM eurjchem-47 69 2     SPACE eurjchem-47 69 3 nmr nmr NOUN eurjchem-47 69 4     SPACE eurjchem-47 69 5 ( ( PUNCT eurjchem-47 69 6 dmso‐d6 dmso‐d6 NOUN eurjchem-47 69 7     SPACE eurjchem-47 69 8 ppm ppm NOUN eurjchem-47 69 9     SPACE eurjchem-47 69 10   NUM eurjchem-47 69 11 ): ): PUNCT eurjchem-47 69 12     SPACE eurjchem-47 69 13 1.29 1.29 NUM eurjchem-47 69 14     SPACE eurjchem-47 69 15 ( ( PUNCT eurjchem-47 69 16 t t PROPN eurjchem-47 69 17 , , PUNCT eurjchem-47 69 18     SPACE eurjchem-47 69 19 j=6.9 j=6.9 PROPN eurjchem-47 69 20     SPACE eurjchem-47 69 21 hz hz VERB eurjchem-47 69 22 , , PUNCT eurjchem-47 69 23     SPACE eurjchem-47 69 24 3h 3h NUM eurjchem-47 69 25 , , PUNCT eurjchem-47 69 26     SPACE eurjchem-47 69 27 ch3‐(ch2)3‐o ch3‐(ch2)3‐o VERB eurjchem-47 69 28 ) ) PUNCT eurjchem-47 69 29 ; ; PUNCT eurjchem-47 69 30     SPACE eurjchem-47 69 31 1.80‐2.41 1.80‐2.41 NUM eurjchem-47 69 32     SPACE eurjchem-47 69 33 ( ( PUNCT eurjchem-47 69 34 m m PROPN eurjchem-47 69 35 , , PUNCT eurjchem-47 69 36     SPACE eurjchem-47 69 37 7h 7h NUM eurjchem-47 69 38 , , PUNCT eurjchem-47 69 39     SPACE eurjchem-47 69 40 o‐ch2‐ch2‐ch2‐ch3 o‐ch2‐ch2‐ch2‐ch3 ADJ eurjchem-47 69 41 , , PUNCT eurjchem-47 69 42     SPACE eurjchem-47 69 43 o‐ch2 o‐ch2 PROPN eurjchem-47 69 44     SPACE eurjchem-47 69 45 ‐ch2‐ch2‐ch3 ‐ch2‐ch2‐ch3 ADJ eurjchem-47 69 46 , , PUNCT eurjchem-47 69 47     SPACE eurjchem-47 69 48 ch3‐co‐n ch3‐co‐n NOUN eurjchem-47 69 49 ) ) PUNCT eurjchem-47 69 50 ; ; PUNCT eurjchem-47 69 51     SPACE eurjchem-47 70 1 2.76‐3.08 2.76‐3.08 NUM eurjchem-47 70 2     SPACE eurjchem-47 70 3 ( ( PUNCT eurjchem-47 70 4 m m PROPN eurjchem-47 70 5 , , PUNCT eurjchem-47 70 6     SPACE eurjchem-47 70 7 3h,‐ph‐ch2‐ 3h,‐ph‐ch2‐ NOUN eurjchem-47 70 8 , , PUNCT eurjchem-47 70 9     SPACE eurjchem-47 70 10 ch‐cooh ch‐cooh NOUN eurjchem-47 70 11 ) ) PUNCT eurjchem-47 70 12 ; ; PUNCT eurjchem-47 70 13     SPACE eurjchem-47 70 14 3.45‐4.08 3.45‐4.08 NUM eurjchem-47 70 15     SPACE eurjchem-47 70 16 ( ( PUNCT eurjchem-47 70 17 m m PROPN eurjchem-47 70 18 , , PUNCT eurjchem-47 70 19     SPACE eurjchem-47 70 20 6h 6h NOUN eurjchem-47 70 21 , , PUNCT eurjchem-47 70 22     SPACE eurjchem-47 70 23 ch2‐n ch2‐n ADJ eurjchem-47 70 24 , , PUNCT eurjchem-47 70 25     SPACE eurjchem-47 70 26 n‐ n‐ NOUN eurjchem-47 70 27     SPACE eurjchem-47 70 28 ch ch NOUN eurjchem-47 70 29 , , PUNCT eurjchem-47 70 30     SPACE eurjchem-47 70 31 o‐ch2 o‐ch2 PROPN eurjchem-47 70 32     SPACE eurjchem-47 70 33 ‐ch2‐ch2‐ch3 ‐ch2‐ch2‐ch3 ADJ eurjchem-47 70 34 , , PUNCT eurjchem-47 70 35     SPACE eurjchem-47 70 36 ch‐oh ch‐oh NUM eurjchem-47 70 37 ) ) PUNCT eurjchem-47 70 38 ; ; PUNCT eurjchem-47 70 39     SPACE eurjchem-47 70 40 6.83 6.83 NUM eurjchem-47 70 41     SPACE eurjchem-47 70 42 ( ( PUNCT eurjchem-47 70 43 d d PROPN eurjchem-47 70 44 , , PUNCT eurjchem-47 70 45     SPACE eurjchem-47 70 46 j= j= NOUN eurjchem-47 70 47     SPACE eurjchem-47 70 48 7.6hz 7.6hz NUM eurjchem-47 70 49 , , PUNCT eurjchem-47 70 50     SPACE eurjchem-47 70 51 2h 2h NUM eurjchem-47 70 52 , , PUNCT eurjchem-47 70 53     SPACE eurjchem-47 70 54 ar‐h ar‐h NOUN eurjchem-47 70 55 ) ) PUNCT eurjchem-47 70 56 ; ; PUNCT eurjchem-47 70 57     SPACE eurjchem-47 70 58 7.03 7.03 NUM eurjchem-47 70 59     SPACE eurjchem-47 70 60 ( ( PUNCT eurjchem-47 70 61 d d NOUN eurjchem-47 70 62 , , PUNCT eurjchem-47 70 63     SPACE eurjchem-47 70 64 j= j= NOUN eurjchem-47 70 65     SPACE eurjchem-47 70 66 7.6hz 7.6hz NUM eurjchem-47 70 67 , , PUNCT eurjchem-47 70 68     SPACE eurjchem-47 70 69 2h 2h NUM eurjchem-47 70 70 , , PUNCT eurjchem-47 70 71     SPACE eurjchem-47 70 72 ar‐h ar‐h NOUN eurjchem-47 70 73 ) ) PUNCT eurjchem-47 70 74 . . PUNCT eurjchem-47 70 75     SPACE eurjchem-47 71 1 ei ei PROPN eurjchem-47 71 2 / / SYM eurjchem-47 71 3 ms ms PROPN eurjchem-47 71 4 , , PUNCT eurjchem-47 71 5     SPACE eurjchem-47 71 6 m m PROPN eurjchem-47 71 7 / / PROPN eurjchem-47 72 1 z z NOUN eurjchem-47 72 2     SPACE eurjchem-47 72 3 ( ( PUNCT eurjchem-47 72 4 % % INTJ eurjchem-47 72 5 ): ): PUNCT eurjchem-47 72 6 335 335 NUM eurjchem-47 72 7 , , PUNCT eurjchem-47 72 8     SPACE eurjchem-47 72 9 m+ m+ NUM eurjchem-47 72 10 . . PUNCT eurjchem-47 72 11     SPACE eurjchem-47 72 12 microanalysis microanalysis ADJ eurjchem-47 72 13     SPACE eurjchem-47 72 14 calcd calcd NOUN eurjchem-47 72 15 . . PUNCT eurjchem-47 72 16     SPACE eurjchem-47 73 1 c c X eurjchem-47 73 2 , , PUNCT eurjchem-47 73 3     SPACE eurjchem-47 73 4 h h NOUN eurjchem-47 73 5 , , PUNCT eurjchem-47 73 6     SPACE eurjchem-47 73 7 n n CCONJ eurjchem-47 73 8     SPACE eurjchem-47 73 9 for for ADP eurjchem-47 73 10     SPACE eurjchem-47 73 11 c18h25no5 c18h25no5 PROPN eurjchem-47 73 12 : : PUNCT eurjchem-47 73 13     SPACE eurjchem-47 73 14 64.46 64.46 NUM eurjchem-47 73 15 , , PUNCT eurjchem-47 73 16     SPACE eurjchem-47 73 17 7.51 7.51 NUM eurjchem-47 73 18 , , PUNCT eurjchem-47 73 19     SPACE eurjchem-47 73 20 4.18 4.18 NUM eurjchem-47 73 21 ; ; PUNCT eurjchem-47 73 22     SPACE eurjchem-47 73 23 found find VERB eurjchem-47 73 24 , , PUNCT eurjchem-47 73 25     SPACE eurjchem-47 73 26 64.51 64.51 NUM eurjchem-47 73 27 , , PUNCT eurjchem-47 73 28     SPACE eurjchem-47 73 29 7.65 7.65 NUM eurjchem-47 73 30 , , PUNCT eurjchem-47 73 31     SPACE eurjchem-47 73 32 4.22 4.22 NUM eurjchem-47 73 33 . . PUNCT eurjchem-47 73 34         SPACE eurjchem-47 74 1 2.1.2 2.1.2 NUM eurjchem-47 74 2 . . PUNCT eurjchem-47 74 3     SPACE eurjchem-47 74 4 general general ADJ eurjchem-47 74 5     SPACE eurjchem-47 74 6 procedure procedure NOUN eurjchem-47 74 7     SPACE eurjchem-47 74 8 for for ADP eurjchem-47 74 9     SPACE eurjchem-47 74 10 preparation preparation NOUN eurjchem-47 74 11     SPACE eurjchem-47 74 12 of of ADP eurjchem-47 74 13     SPACE eurjchem-47 74 14 1­h­4­hydroxy­ 1­h­4­hydroxy­ PROPN eurjchem-47 74 15 5­benzyl 5­benzyl NUM eurjchem-47 74 16     SPACE eurjchem-47 74 17 or or CCONJ eurjchem-47 74 18     SPACE eurjchem-47 74 19 5­ 5­ NOUN eurjchem-47 74 20     SPACE eurjchem-47 74 21 ( ( PUNCT eurjchem-47 74 22 4­alkoxy­benzyl)­pyrrolidine­3­carboxylic 4­alkoxy­benzyl)­pyrrolidine­3­carboxylic NOUN eurjchem-47 74 23     SPACE eurjchem-47 74 24 acid acid NOUN eurjchem-47 74 25     SPACE eurjchem-47 74 26 hydrochlorides hydrochloride NOUN eurjchem-47 74 27     SPACE eurjchem-47 74 28 ( ( PUNCT eurjchem-47 74 29 4a­e 4a­e NUM eurjchem-47 74 30 ) ) PUNCT eurjchem-47 74 31         SPACE eurjchem-47 74 32 to to ADP eurjchem-47 74 33     SPACE eurjchem-47 74 34 0.0034 0.0034 NUM eurjchem-47 74 35     SPACE eurjchem-47 74 36 mol mol NOUN eurjchem-47 74 37     SPACE eurjchem-47 74 38 of of ADP eurjchem-47 74 39     SPACE eurjchem-47 74 40 the the DET eurjchem-47 74 41     SPACE eurjchem-47 74 42 1‐acetyl‐4‐hydroxy‐5‐benzyl 1‐acetyl‐4‐hydroxy‐5‐benzyl NOUN eurjchem-47 74 43     SPACE eurjchem-47 74 44 or or CCONJ eurjchem-47 74 45     SPACE eurjchem-47 74 46 ‐5‐(4‐ ‐5‐(4‐ NUM eurjchem-47 74 47 alkoxy‐benzyl)‐pyrrolidine‐3‐carboxylic alkoxy‐benzyl)‐pyrrolidine‐3‐carboxylic NUM eurjchem-47 74 48     SPACE eurjchem-47 74 49 acid acid NOUN eurjchem-47 74 50     SPACE eurjchem-47 74 51 ( ( PUNCT eurjchem-47 74 52 3a­e 3a­e NUM eurjchem-47 74 53 ) ) PUNCT eurjchem-47 74 54     SPACE eurjchem-47 74 55 was be AUX eurjchem-47 74 56     SPACE eurjchem-47 74 57 added add VERB eurjchem-47 74 58     SPACE eurjchem-47 74 59 7 7 NUM eurjchem-47 74 60     SPACE eurjchem-47 74 61 ml ml NOUN eurjchem-47 74 62     SPACE eurjchem-47 74 63 of of ADP eurjchem-47 74 64     SPACE eurjchem-47 74 65 hydrochloric hydrochloric ADJ eurjchem-47 74 66     SPACE eurjchem-47 74 67 acid acid NOUN eurjchem-47 74 68     SPACE eurjchem-47 74 69 solution solution NOUN eurjchem-47 74 70     SPACE eurjchem-47 74 71 ( ( PUNCT eurjchem-47 74 72 5 5 NUM eurjchem-47 74 73     SPACE eurjchem-47 74 74 n n CCONJ eurjchem-47 74 75 ) ) PUNCT eurjchem-47 74 76 . . PUNCT eurjchem-47 74 77     SPACE eurjchem-47 75 1 the the DET eurjchem-47 75 2     SPACE eurjchem-47 75 3 reaction reaction NOUN eurjchem-47 75 4     SPACE eurjchem-47 75 5 mixture mixture NOUN eurjchem-47 75 6     SPACE eurjchem-47 75 7 was be AUX eurjchem-47 75 8     SPACE eurjchem-47 75 9 refluxed refluxe VERB eurjchem-47 75 10     SPACE eurjchem-47 75 11 for for ADP eurjchem-47 75 12     SPACE eurjchem-47 75 13 5 5 NUM eurjchem-47 75 14     SPACE eurjchem-47 75 15 h h NOUN eurjchem-47 75 16 , , PUNCT eurjchem-47 75 17     SPACE eurjchem-47 75 18 then then ADV eurjchem-47 75 19     SPACE eurjchem-47 75 20 evaporated evaporate VERB eurjchem-47 75 21     SPACE eurjchem-47 75 22 under under ADP eurjchem-47 75 23     SPACE eurjchem-47 75 24 reduced reduce VERB eurjchem-47 75 25     SPACE eurjchem-47 75 26 pressure pressure NOUN eurjchem-47 75 27     SPACE eurjchem-47 75 28 and and CCONJ eurjchem-47 75 29     SPACE eurjchem-47 75 30 crystallized crystallize VERB eurjchem-47 75 31     SPACE eurjchem-47 75 32 from from ADP eurjchem-47 75 33     SPACE eurjchem-47 75 34 ethyl ethyl PROPN eurjchem-47 75 35     SPACE eurjchem-47 75 36 acetate acetate NOUN eurjchem-47 75 37     SPACE eurjchem-47 75 38 /alcohol /alcohol PROPN eurjchem-47 75 39     SPACE eurjchem-47 75 40 ( ( PUNCT eurjchem-47 75 41 9:1 9:1 NUM eurjchem-47 75 42 ) ) PUNCT eurjchem-47 75 43     SPACE eurjchem-47 75 44 to to PART eurjchem-47 75 45     SPACE eurjchem-47 75 46 afford afford VERB eurjchem-47 75 47     SPACE eurjchem-47 75 48 the the DET eurjchem-47 75 49     SPACE eurjchem-47 75 50 hydrochloride hydrochloride NOUN eurjchem-47 75 51     SPACE eurjchem-47 75 52 salts salt NOUN eurjchem-47 75 53     SPACE eurjchem-47 75 54 4a­e 4a­e NOUN eurjchem-47 75 55     SPACE eurjchem-47 75 56 as as ADP eurjchem-47 75 57     SPACE eurjchem-47 75 58 solids solid NOUN eurjchem-47 75 59     SPACE eurjchem-47 75 60 ( ( PUNCT eurjchem-47 75 61 scheme scheme NOUN eurjchem-47 75 62     SPACE eurjchem-47 75 63 1 1 NUM eurjchem-47 75 64 ) ) PUNCT eurjchem-47 75 65 . . PUNCT eurjchem-47 75 66         SPACE eurjchem-47 76 1 104 104 NUM eurjchem-47 76 2     SPACE eurjchem-47 76 3 aboul­enein aboul­enein ADJ eurjchem-47 76 4     SPACE eurjchem-47 76 5 et et NOUN eurjchem-47 76 6     SPACE eurjchem-47 76 7 al al PROPN eurjchem-47 76 8 . . PROPN eurjchem-47 76 9     SPACE eurjchem-47 76 10 / / SYM eurjchem-47 76 11     SPACE eurjchem-47 76 12 european european ADJ eurjchem-47 76 13     SPACE eurjchem-47 76 14 journal journal NOUN eurjchem-47 76 15     SPACE eurjchem-47 76 16 of of ADP eurjchem-47 76 17     SPACE eurjchem-47 76 18 chemistry chemistry NOUN eurjchem-47 76 19     SPACE eurjchem-47 76 20 1 1 NUM eurjchem-47 76 21     SPACE eurjchem-47 76 22 ( ( PUNCT eurjchem-47 76 23 2 2 NUM eurjchem-47 76 24 ) ) PUNCT eurjchem-47 76 25     SPACE eurjchem-47 76 26 ( ( PUNCT eurjchem-47 76 27 2010 2010 NUM eurjchem-47 76 28 ) ) PUNCT eurjchem-47 76 29     SPACE eurjchem-47 76 30 102­109 102­109 NUM eurjchem-47 76 31             SPACE eurjchem-47 76 32 scheme scheme NOUN eurjchem-47 76 33     SPACE eurjchem-47 76 34 1 1 NUM eurjchem-47 76 35     SPACE eurjchem-47 76 36 2.1.2.1 2.1.2.1 NUM eurjchem-47 76 37 . . PUNCT eurjchem-47 76 38     SPACE eurjchem-47 76 39 1­h­4­hydroxy­5­benzyl­pyrrolidine­3­carboxylic 1­h­4­hydroxy­5­benzyl­pyrrolidine­3­carboxylic NUM eurjchem-47 76 40     SPACE eurjchem-47 76 41 acid acid NOUN eurjchem-47 76 42     SPACE eurjchem-47 76 43 hydrochloride hydrochloride NOUN eurjchem-47 76 44     SPACE eurjchem-47 76 45 ( ( PUNCT eurjchem-47 76 46 4a 4a NUM eurjchem-47 76 47 ) ) PUNCT eurjchem-47 76 48         SPACE eurjchem-47 76 49 yield yield NOUN eurjchem-47 76 50     SPACE eurjchem-47 76 51 80 80 NUM eurjchem-47 76 52 % % NOUN eurjchem-47 76 53 . . PUNCT eurjchem-47 76 54     SPACE eurjchem-47 77 1 m.p m.p PROPN eurjchem-47 77 2 . . PROPN eurjchem-47 77 3 : : PUNCT eurjchem-47 77 4     SPACE eurjchem-47 77 5 258‐260 258‐260 NUM eurjchem-47 77 6     SPACE eurjchem-47 77 7 oc oc PROPN eurjchem-47 77 8 . . PUNCT eurjchem-47 77 9     SPACE eurjchem-47 77 10 ir ir VERB eurjchem-47 77 11     SPACE eurjchem-47 77 12 ( ( PUNCT eurjchem-47 77 13 kbr kbr PROPN eurjchem-47 77 14 , , PUNCT eurjchem-47 77 15     SPACE eurjchem-47 77 16 cm‐1 cm‐1 NOUN eurjchem-47 77 17 ) ) PUNCT eurjchem-47 77 18     SPACE eurjchem-47 77 19 3436‐2850 3436‐2850 NUM eurjchem-47 77 20     SPACE eurjchem-47 77 21 ( ( PUNCT eurjchem-47 77 22 br br PROPN eurjchem-47 77 23 , , PUNCT eurjchem-47 77 24     SPACE eurjchem-47 77 25 oh oh NOUN eurjchem-47 77 26     SPACE eurjchem-47 77 27 alcohol alcohol NOUN eurjchem-47 77 28     SPACE eurjchem-47 77 29 and and CCONJ eurjchem-47 77 30     SPACE eurjchem-47 77 31 acid acid NOUN eurjchem-47 77 32 ) ) PUNCT eurjchem-47 77 33     SPACE eurjchem-47 77 34 and and CCONJ eurjchem-47 77 35     SPACE eurjchem-47 77 36 1724 1724 NUM eurjchem-47 77 37     SPACE eurjchem-47 77 38 ( ( PUNCT eurjchem-47 77 39 c c NOUN eurjchem-47 77 40 = = SYM eurjchem-47 77 41 o o NOUN eurjchem-47 77 42 , , PUNCT eurjchem-47 77 43     SPACE eurjchem-47 77 44 acid acid NOUN eurjchem-47 77 45 ) ) PUNCT eurjchem-47 77 46 . . PUNCT eurjchem-47 77 47     SPACE eurjchem-47 78 1 1h 1h NUM eurjchem-47 78 2     SPACE eurjchem-47 78 3 nmr nmr NOUN eurjchem-47 78 4     SPACE eurjchem-47 78 5 ( ( PUNCT eurjchem-47 78 6 dmso‐d6 dmso‐d6 NOUN eurjchem-47 78 7     SPACE eurjchem-47 78 8 ppm ppm NOUN eurjchem-47 78 9     SPACE eurjchem-47 78 10   NUM eurjchem-47 78 11 ): ): PUNCT eurjchem-47 78 12     SPACE eurjchem-47 78 13 2.50‐2.70 2.50‐2.70 NUM eurjchem-47 78 14     SPACE eurjchem-47 78 15 ( ( PUNCT eurjchem-47 78 16 m m PROPN eurjchem-47 78 17 , , PUNCT eurjchem-47 78 18     SPACE eurjchem-47 78 19 3h 3h NUM eurjchem-47 78 20 , , PUNCT eurjchem-47 78 21     SPACE eurjchem-47 78 22 ph‐ch2,ch‐cooh ph‐ch2,ch‐cooh NOUN eurjchem-47 78 23 ) ) PUNCT eurjchem-47 78 24 ; ; PUNCT eurjchem-47 78 25     SPACE eurjchem-47 78 26 2.91‐3.42 2.91‐3.42 NUM eurjchem-47 78 27     SPACE eurjchem-47 78 28 ( ( PUNCT eurjchem-47 78 29 m m PROPN eurjchem-47 78 30 , , PUNCT eurjchem-47 78 31     SPACE eurjchem-47 78 32 4h 4h NOUN eurjchem-47 78 33 , , PUNCT eurjchem-47 78 34     SPACE eurjchem-47 78 35 ch2‐n ch2‐n ADJ eurjchem-47 78 36 , , PUNCT eurjchem-47 78 37 n‐ch n‐ch NOUN eurjchem-47 78 38 , , PUNCT eurjchem-47 78 39     SPACE eurjchem-47 78 40 ch‐oh ch‐oh NUM eurjchem-47 78 41 ) ) PUNCT eurjchem-47 78 42 ; ; PUNCT eurjchem-47 78 43     SPACE eurjchem-47 78 44 4.30 4.30 NUM eurjchem-47 78 45     SPACE eurjchem-47 78 46 ( ( PUNCT eurjchem-47 78 47 s,1h s,1h ADV eurjchem-47 78 48 , , PUNCT eurjchem-47 78 49 ch‐oh ch‐oh VERB eurjchem-47 78 50     SPACE eurjchem-47 78 51 ) ) PUNCT eurjchem-47 78 52 ; ; PUNCT eurjchem-47 78 53     SPACE eurjchem-47 78 54 6.82‐7.15 6.82‐7.15 NUM eurjchem-47 78 55     SPACE eurjchem-47 78 56 ( ( PUNCT eurjchem-47 78 57 m m PROPN eurjchem-47 78 58 , , PUNCT eurjchem-47 78 59     SPACE eurjchem-47 78 60 5h 5h NUM eurjchem-47 78 61 , , PUNCT eurjchem-47 78 62     SPACE eurjchem-47 78 63 ar‐ ar‐ NOUN eurjchem-47 78 64 h h NOUN eurjchem-47 78 65     SPACE eurjchem-47 78 66 ) ) PUNCT eurjchem-47 78 67 ; ; PUNCT eurjchem-47 78 68     SPACE eurjchem-47 78 69 9.4 9.4 NUM eurjchem-47 78 70     SPACE eurjchem-47 78 71 ( ( PUNCT eurjchem-47 78 72 s s VERB eurjchem-47 78 73     SPACE eurjchem-47 78 74 , , PUNCT eurjchem-47 78 75 1h 1h NUM eurjchem-47 78 76 , , PUNCT eurjchem-47 78 77 cooh cooh NOUN eurjchem-47 78 78 ) ) PUNCT eurjchem-47 78 79 . . PUNCT eurjchem-47 78 80     SPACE eurjchem-47 79 1 ei ei PROPN eurjchem-47 79 2 / / SYM eurjchem-47 79 3 ms ms PROPN eurjchem-47 79 4 , , PUNCT eurjchem-47 79 5     SPACE eurjchem-47 79 6 m m PROPN eurjchem-47 79 7 / / PROPN eurjchem-47 80 1 z z NOUN eurjchem-47 80 2     SPACE eurjchem-47 80 3 ( ( PUNCT eurjchem-47 80 4 % % INTJ eurjchem-47 80 5 ): ): PUNCT eurjchem-47 80 6     SPACE eurjchem-47 80 7 221 221 NUM eurjchem-47 80 8 , , PUNCT eurjchem-47 80 9     SPACE eurjchem-47 80 10 m+‐hcl m+‐hcl X eurjchem-47 80 11 . . PUNCT eurjchem-47 80 12     SPACE eurjchem-47 80 13 microanalysis microanalysis ADJ eurjchem-47 80 14     SPACE eurjchem-47 80 15 calcd calcd NOUN eurjchem-47 80 16 . . PUNCT eurjchem-47 80 17     SPACE eurjchem-47 81 1 c c X eurjchem-47 81 2 , , PUNCT eurjchem-47 81 3     SPACE eurjchem-47 81 4 h h NOUN eurjchem-47 81 5 , , PUNCT eurjchem-47 81 6     SPACE eurjchem-47 81 7 n n CCONJ eurjchem-47 81 8     SPACE eurjchem-47 81 9 for for ADP eurjchem-47 81 10     SPACE eurjchem-47 81 11 c12h16clno3 c12h16clno3 NOUN eurjchem-47 81 12 : : PUNCT eurjchem-47 81 13     SPACE eurjchem-47 81 14 56.15 56.15 NUM eurjchem-47 81 15 , , PUNCT eurjchem-47 81 16     SPACE eurjchem-47 81 17 5.89 5.89 NUM eurjchem-47 81 18 , , PUNCT eurjchem-47 81 19     SPACE eurjchem-47 81 20 5.46 5.46 NUM eurjchem-47 81 21 ; ; PUNCT eurjchem-47 81 22     SPACE eurjchem-47 81 23 found find VERB eurjchem-47 81 24 , , PUNCT eurjchem-47 81 25     SPACE eurjchem-47 81 26 56.38 56.38 NUM eurjchem-47 81 27 , , PUNCT eurjchem-47 81 28     SPACE eurjchem-47 81 29 5.92 5.92 NUM eurjchem-47 81 30 , , PUNCT eurjchem-47 81 31     SPACE eurjchem-47 81 32 5.31 5.31 NUM eurjchem-47 81 33 . . PUNCT eurjchem-47 81 34         SPACE eurjchem-47 82 1 2.1.2.2 2.1.2.2 NUM eurjchem-47 82 2 . . PUNCT eurjchem-47 82 3     SPACE eurjchem-47 82 4 1­h­4­hydroxy­5­(4­methoxy­benzyl)­pyrrolidine­3­ 1­h­4­hydroxy­5­(4­methoxy­benzyl)­pyrrolidine­3­ ADJ eurjchem-47 82 5 carboxylic carboxylic ADJ eurjchem-47 82 6     SPACE eurjchem-47 82 7 acid acid NOUN eurjchem-47 82 8     SPACE eurjchem-47 82 9 hydrochloride hydrochloride NOUN eurjchem-47 82 10     SPACE eurjchem-47 82 11 ( ( PUNCT eurjchem-47 82 12 4b 4b X eurjchem-47 82 13 ) ) PUNCT eurjchem-47 82 14         SPACE eurjchem-47 82 15 yield yield NOUN eurjchem-47 82 16     SPACE eurjchem-47 82 17 85 85 NUM eurjchem-47 82 18 % % NOUN eurjchem-47 82 19 . . PUNCT eurjchem-47 82 20     SPACE eurjchem-47 83 1 m.p m.p PROPN eurjchem-47 83 2 . . PROPN eurjchem-47 83 3 : : PUNCT eurjchem-47 83 4     SPACE eurjchem-47 83 5 256‐258 256‐258 PROPN eurjchem-47 83 6     SPACE eurjchem-47 83 7 oc oc PROPN eurjchem-47 83 8 . . PUNCT eurjchem-47 83 9     SPACE eurjchem-47 83 10 ir ir VERB eurjchem-47 83 11     SPACE eurjchem-47 83 12 ( ( PUNCT eurjchem-47 83 13 kbr kbr PROPN eurjchem-47 83 14 , , PUNCT eurjchem-47 83 15     SPACE eurjchem-47 83 16 cm‐1 cm‐1 NOUN eurjchem-47 83 17 ) ) PUNCT eurjchem-47 83 18     SPACE eurjchem-47 84 1 3239‐2925 3239‐2925 NUM eurjchem-47 84 2     SPACE eurjchem-47 84 3 ( ( PUNCT eurjchem-47 84 4 br br PROPN eurjchem-47 84 5 , , PUNCT eurjchem-47 84 6     SPACE eurjchem-47 84 7 oh oh NOUN eurjchem-47 84 8     SPACE eurjchem-47 84 9 alcohol alcohol NOUN eurjchem-47 84 10     SPACE eurjchem-47 84 11 and and CCONJ eurjchem-47 84 12     SPACE eurjchem-47 84 13 acid acid NOUN eurjchem-47 84 14 ) ) PUNCT eurjchem-47 84 15     SPACE eurjchem-47 84 16 and and CCONJ eurjchem-47 84 17     SPACE eurjchem-47 84 18 1716 1716 NUM eurjchem-47 84 19     SPACE eurjchem-47 84 20 ( ( PUNCT eurjchem-47 84 21 c c NOUN eurjchem-47 84 22 = = SYM eurjchem-47 84 23 o o NOUN eurjchem-47 84 24 , , PUNCT eurjchem-47 84 25     SPACE eurjchem-47 84 26 acid acid NOUN eurjchem-47 84 27 ) ) PUNCT eurjchem-47 84 28 . . PUNCT eurjchem-47 84 29     SPACE eurjchem-47 85 1 1h 1h NUM eurjchem-47 85 2     SPACE eurjchem-47 85 3 nmr nmr NOUN eurjchem-47 85 4     SPACE eurjchem-47 85 5 ( ( PUNCT eurjchem-47 85 6 dmso‐d6 dmso‐d6 NOUN eurjchem-47 85 7     SPACE eurjchem-47 85 8 ppm ppm NOUN eurjchem-47 85 9     SPACE eurjchem-47 85 10   NUM eurjchem-47 85 11 ): ): PUNCT eurjchem-47 85 12     SPACE eurjchem-47 85 13 2.61‐2.81 2.61‐2.81 NUM eurjchem-47 85 14     SPACE eurjchem-47 85 15 ( ( PUNCT eurjchem-47 85 16 m m PROPN eurjchem-47 85 17 , , PUNCT eurjchem-47 85 18     SPACE eurjchem-47 85 19 3h 3h NUM eurjchem-47 85 20 , , PUNCT eurjchem-47 85 21     SPACE eurjchem-47 85 22 ph‐ch2 ph‐ch2 VERB eurjchem-47 85 23 , , PUNCT eurjchem-47 85 24     SPACE eurjchem-47 85 25 ch‐cooh ch‐cooh NOUN eurjchem-47 85 26 ) ) PUNCT eurjchem-47 85 27 ; ; PUNCT eurjchem-47 85 28     SPACE eurjchem-47 85 29 2.90‐3.40 2.90‐3.40 NUM eurjchem-47 85 30     SPACE eurjchem-47 85 31 ( ( PUNCT eurjchem-47 85 32 m m PROPN eurjchem-47 85 33 , , PUNCT eurjchem-47 85 34     SPACE eurjchem-47 85 35 4h 4h NOUN eurjchem-47 85 36 , , PUNCT eurjchem-47 85 37     SPACE eurjchem-47 85 38 ch2‐n ch2‐n ADJ eurjchem-47 85 39 , , PUNCT eurjchem-47 85 40     SPACE eurjchem-47 85 41 n‐ch n‐ch NOUN eurjchem-47 85 42 , , PUNCT eurjchem-47 85 43     SPACE eurjchem-47 85 44 ch‐oh ch‐oh NUM eurjchem-47 85 45 ) ) PUNCT eurjchem-47 85 46 ; ; PUNCT eurjchem-47 85 47     SPACE eurjchem-47 85 48 3.70 3.70 NUM eurjchem-47 85 49     SPACE eurjchem-47 85 50 ( ( PUNCT eurjchem-47 85 51 s s PROPN eurjchem-47 85 52 , , PUNCT eurjchem-47 85 53     SPACE eurjchem-47 85 54 3h 3h NUM eurjchem-47 85 55 , , PUNCT eurjchem-47 85 56     SPACE eurjchem-47 85 57 ch3‐o ch3‐o VERB eurjchem-47 85 58 ) ) PUNCT eurjchem-47 85 59 ; ; PUNCT eurjchem-47 85 60     SPACE eurjchem-47 85 61 6.89 6.89 NUM eurjchem-47 85 62     SPACE eurjchem-47 85 63 ( ( PUNCT eurjchem-47 85 64 d d NOUN eurjchem-47 85 65 , , PUNCT eurjchem-47 85 66     SPACE eurjchem-47 85 67 j= j= NOUN eurjchem-47 85 68     SPACE eurjchem-47 85 69 8.4hz 8.4hz NUM eurjchem-47 85 70 , , PUNCT eurjchem-47 85 71     SPACE eurjchem-47 85 72 2h 2h NUM eurjchem-47 85 73 , , PUNCT eurjchem-47 85 74     SPACE eurjchem-47 85 75 ar‐h ar‐h NOUN eurjchem-47 85 76 ) ) PUNCT eurjchem-47 85 77 ; ; PUNCT eurjchem-47 85 78     SPACE eurjchem-47 85 79 7.21(d 7.21(d NOUN eurjchem-47 85 80 , , PUNCT eurjchem-47 85 81     SPACE eurjchem-47 85 82 j= j= NOUN eurjchem-47 85 83     SPACE eurjchem-47 85 84 8.4hz 8.4hz NUM eurjchem-47 85 85 , , PUNCT eurjchem-47 85 86     SPACE eurjchem-47 85 87 2h 2h NUM eurjchem-47 85 88 , , PUNCT eurjchem-47 85 89     SPACE eurjchem-47 85 90 ar‐h ar‐h NOUN eurjchem-47 85 91     SPACE eurjchem-47 85 92 ) ) PUNCT eurjchem-47 85 93 ; ; PUNCT eurjchem-47 85 94     SPACE eurjchem-47 85 95 9.40 9.40 NUM eurjchem-47 85 96     SPACE eurjchem-47 85 97 ( ( PUNCT eurjchem-47 85 98 s s PROPN eurjchem-47 85 99 , , PUNCT eurjchem-47 85 100     SPACE eurjchem-47 85 101 1h 1h NUM eurjchem-47 85 102 , , PUNCT eurjchem-47 85 103     SPACE eurjchem-47 85 104 cooh cooh NOUN eurjchem-47 85 105 ) ) PUNCT eurjchem-47 85 106 . . PUNCT eurjchem-47 85 107     SPACE eurjchem-47 86 1 ei ei PROPN eurjchem-47 86 2 / / SYM eurjchem-47 86 3 ms ms PROPN eurjchem-47 86 4 , , PUNCT eurjchem-47 86 5     SPACE eurjchem-47 86 6 m m PROPN eurjchem-47 86 7 / / PROPN eurjchem-47 87 1 z z NOUN eurjchem-47 87 2     SPACE eurjchem-47 87 3 ( ( PUNCT eurjchem-47 87 4 % % INTJ eurjchem-47 87 5 ): ): PUNCT eurjchem-47 87 6 287.5 287.5 NUM eurjchem-47 87 7 , , PUNCT eurjchem-47 87 8     SPACE eurjchem-47 87 9 m+ m+ NUM eurjchem-47 87 10 . . PUNCT eurjchem-47 87 11     SPACE eurjchem-47 87 12 microanalysis microanalysis ADJ eurjchem-47 87 13     SPACE eurjchem-47 87 14 calcd calcd NOUN eurjchem-47 87 15 . . PUNCT eurjchem-47 87 16     SPACE eurjchem-47 88 1 c c X eurjchem-47 88 2 , , PUNCT eurjchem-47 88 3     SPACE eurjchem-47 88 4 h h NOUN eurjchem-47 88 5 , , PUNCT eurjchem-47 88 6     SPACE eurjchem-47 88 7 n n CCONJ eurjchem-47 88 8     SPACE eurjchem-47 88 9 for for ADP eurjchem-47 88 10     SPACE eurjchem-47 88 11 c13h18clno4 c13h18clno4 NOUN eurjchem-47 88 12 : : PUNCT eurjchem-47 88 13     SPACE eurjchem-47 88 14 54.26 54.26 NUM eurjchem-47 88 15 , , PUNCT eurjchem-47 88 16     SPACE eurjchem-47 88 17 6.31 6.31 NUM eurjchem-47 88 18 , , PUNCT eurjchem-47 88 19     SPACE eurjchem-47 88 20 4.87 4.87 NUM eurjchem-47 88 21 ; ; PUNCT eurjchem-47 88 22     SPACE eurjchem-47 88 23 found find VERB eurjchem-47 88 24 , , PUNCT eurjchem-47 88 25     SPACE eurjchem-47 88 26 54.35 54.35 NUM eurjchem-47 88 27 , , PUNCT eurjchem-47 88 28     SPACE eurjchem-47 88 29 6.52 6.52 NUM eurjchem-47 88 30 , , PUNCT eurjchem-47 88 31     SPACE eurjchem-47 88 32 4.96 4.96 NUM eurjchem-47 88 33 . . PUNCT eurjchem-47 88 34         SPACE eurjchem-47 89 1 2.1.2.3 2.1.2.3 NUM eurjchem-47 89 2 . . PUNCT eurjchem-47 89 3     SPACE eurjchem-47 89 4 1­h­4­hydroxy­5­(4­ethoxy­benzyl)­pyrrolidine­3­ 1­h­4­hydroxy­5­(4­ethoxy­benzyl)­pyrrolidine­3­ PROPN eurjchem-47 89 5 carboxylic carboxylic NOUN eurjchem-47 89 6     SPACE eurjchem-47 89 7 acid acid NOUN eurjchem-47 89 8     SPACE eurjchem-47 89 9 hydrochloride hydrochloride NOUN eurjchem-47 89 10     SPACE eurjchem-47 89 11 ( ( PUNCT eurjchem-47 89 12 4c 4c NOUN eurjchem-47 89 13 ) ) PUNCT eurjchem-47 89 14         SPACE eurjchem-47 89 15 yield yield NOUN eurjchem-47 89 16     SPACE eurjchem-47 89 17 78 78 NUM eurjchem-47 89 18 % % NOUN eurjchem-47 89 19 . . PUNCT eurjchem-47 89 20     SPACE eurjchem-47 90 1 m.p m.p PROPN eurjchem-47 90 2 . . PROPN eurjchem-47 90 3 : : PUNCT eurjchem-47 90 4     SPACE eurjchem-47 90 5 240‐242 240‐242 PROPN eurjchem-47 90 6     SPACE eurjchem-47 90 7 oc oc PROPN eurjchem-47 90 8 . . PUNCT eurjchem-47 90 9     SPACE eurjchem-47 90 10 ir ir VERB eurjchem-47 90 11     SPACE eurjchem-47 90 12 ( ( PUNCT eurjchem-47 90 13 kbr kbr PROPN eurjchem-47 90 14 , , PUNCT eurjchem-47 90 15     SPACE eurjchem-47 90 16 cm‐1 cm‐1 NOUN eurjchem-47 90 17 ) ) PUNCT eurjchem-47 90 18     SPACE eurjchem-47 90 19 3219‐2770 3219‐2770 NUM eurjchem-47 90 20     SPACE eurjchem-47 90 21 ( ( PUNCT eurjchem-47 90 22 br br PROPN eurjchem-47 90 23 , , PUNCT eurjchem-47 90 24     SPACE eurjchem-47 90 25 oh oh NOUN eurjchem-47 90 26     SPACE eurjchem-47 90 27 alcohol alcohol NOUN eurjchem-47 90 28     SPACE eurjchem-47 90 29 and and CCONJ eurjchem-47 90 30     SPACE eurjchem-47 90 31 acid acid NOUN eurjchem-47 90 32 ) ) PUNCT eurjchem-47 90 33     SPACE eurjchem-47 90 34 and and CCONJ eurjchem-47 90 35     SPACE eurjchem-47 90 36 1715 1715 NUM eurjchem-47 90 37     SPACE eurjchem-47 90 38 ( ( PUNCT eurjchem-47 90 39 c c NOUN eurjchem-47 90 40 = = SYM eurjchem-47 90 41 o o NOUN eurjchem-47 90 42 , , PUNCT eurjchem-47 90 43     SPACE eurjchem-47 90 44 acid acid NOUN eurjchem-47 90 45 ) ) PUNCT eurjchem-47 90 46 . . PUNCT eurjchem-47 90 47     SPACE eurjchem-47 91 1 1h 1h NUM eurjchem-47 91 2     SPACE eurjchem-47 91 3 nmr nmr NOUN eurjchem-47 91 4     SPACE eurjchem-47 91 5 ( ( PUNCT eurjchem-47 91 6 dmso‐d6 dmso‐d6 NOUN eurjchem-47 91 7     SPACE eurjchem-47 91 8 ppm ppm NOUN eurjchem-47 91 9     SPACE eurjchem-47 91 10   NUM eurjchem-47 91 11 ): ): PUNCT eurjchem-47 91 12     SPACE eurjchem-47 91 13 1.29 1.29 NUM eurjchem-47 91 14     SPACE eurjchem-47 91 15 ( ( PUNCT eurjchem-47 91 16 t t PROPN eurjchem-47 91 17 , , PUNCT eurjchem-47 91 18     SPACE eurjchem-47 91 19 j=6.9 j=6.9 PROPN eurjchem-47 91 20     SPACE eurjchem-47 91 21 hz hz VERB eurjchem-47 91 22 , , PUNCT eurjchem-47 91 23     SPACE eurjchem-47 91 24 3h 3h NUM eurjchem-47 91 25 , , PUNCT eurjchem-47 91 26     SPACE eurjchem-47 91 27 ch3‐ch2‐o ch3‐ch2‐o NOUN eurjchem-47 91 28 ) ) PUNCT eurjchem-47 91 29 ; ; PUNCT eurjchem-47 91 30     SPACE eurjchem-47 91 31 2.70‐3.00 2.70‐3.00 NUM eurjchem-47 91 32     SPACE eurjchem-47 91 33 ( ( PUNCT eurjchem-47 91 34 m m PROPN eurjchem-47 91 35 , , PUNCT eurjchem-47 91 36     SPACE eurjchem-47 91 37 3h 3h NUM eurjchem-47 91 38 , , PUNCT eurjchem-47 91 39     SPACE eurjchem-47 91 40 ph‐ ph‐ ADJ eurjchem-47 91 41 ch2 ch2 NOUN eurjchem-47 91 42 , , PUNCT eurjchem-47 91 43     SPACE eurjchem-47 91 44 ch‐cooh ch‐cooh NOUN eurjchem-47 91 45 ) ) PUNCT eurjchem-47 91 46 ; ; PUNCT eurjchem-47 91 47     SPACE eurjchem-47 91 48 3.10‐3.60 3.10‐3.60 NUM eurjchem-47 91 49     SPACE eurjchem-47 91 50 ( ( PUNCT eurjchem-47 91 51 m m PROPN eurjchem-47 91 52 , , PUNCT eurjchem-47 91 53     SPACE eurjchem-47 91 54 4h 4h NOUN eurjchem-47 91 55 , , PUNCT eurjchem-47 91 56     SPACE eurjchem-47 91 57 ch2‐n ch2‐n ADJ eurjchem-47 91 58 , , PUNCT eurjchem-47 91 59     SPACE eurjchem-47 91 60 n‐ch n‐ch NOUN eurjchem-47 91 61 , , PUNCT eurjchem-47 91 62     SPACE eurjchem-47 91 63 ch‐oh ch‐oh NUM eurjchem-47 91 64 ) ) PUNCT eurjchem-47 91 65 ; ; PUNCT eurjchem-47 91 66     SPACE eurjchem-47 91 67 3.95 3.95 NUM eurjchem-47 91 68     SPACE eurjchem-47 91 69 ( ( PUNCT eurjchem-47 91 70 q q INTJ eurjchem-47 91 71 , , PUNCT eurjchem-47 91 72     SPACE eurjchem-47 91 73 j= j= NOUN eurjchem-47 91 74     SPACE eurjchem-47 91 75 6.9hz 6.9hz PROPN eurjchem-47 91 76 , , PUNCT eurjchem-47 91 77     SPACE eurjchem-47 91 78 2h 2h NUM eurjchem-47 91 79 , , PUNCT eurjchem-47 91 80     SPACE eurjchem-47 91 81 ch3‐ch2‐o ch3‐ch2‐o NOUN eurjchem-47 91 82 ) ) PUNCT eurjchem-47 91 83 ; ; PUNCT eurjchem-47 91 84     SPACE eurjchem-47 91 85 6.89 6.89 NUM eurjchem-47 91 86     SPACE eurjchem-47 91 87 ( ( PUNCT eurjchem-47 91 88 d d NOUN eurjchem-47 91 89 , , PUNCT eurjchem-47 91 90     SPACE eurjchem-47 91 91 j= j= NOUN eurjchem-47 91 92     SPACE eurjchem-47 91 93 8.4 8.4 NUM eurjchem-47 91 94     SPACE eurjchem-47 91 95 hz hz VERB eurjchem-47 91 96 , , PUNCT eurjchem-47 91 97     SPACE eurjchem-47 91 98 2h 2h NUM eurjchem-47 91 99 , , PUNCT eurjchem-47 91 100     SPACE eurjchem-47 91 101 ar‐h ar‐h NOUN eurjchem-47 91 102 ) ) PUNCT eurjchem-47 91 103 ; ; PUNCT eurjchem-47 91 104     SPACE eurjchem-47 92 1 7.21 7.21 NUM eurjchem-47 92 2     SPACE eurjchem-47 92 3 ( ( PUNCT eurjchem-47 92 4 d d NOUN eurjchem-47 92 5 , , PUNCT eurjchem-47 92 6     SPACE eurjchem-47 92 7 j= j= NOUN eurjchem-47 92 8     SPACE eurjchem-47 92 9 8.4hz 8.4hz NUM eurjchem-47 92 10 , , PUNCT eurjchem-47 92 11     SPACE eurjchem-47 92 12 2h 2h NUM eurjchem-47 92 13 , , PUNCT eurjchem-47 92 14     SPACE eurjchem-47 92 15 ar‐h ar‐h NOUN eurjchem-47 92 16 ) ) PUNCT eurjchem-47 92 17 ; ; PUNCT eurjchem-47 92 18     SPACE eurjchem-47 92 19 9.50 9.50 NUM eurjchem-47 92 20     SPACE eurjchem-47 92 21 ( ( PUNCT eurjchem-47 92 22 s s PROPN eurjchem-47 92 23 , , PUNCT eurjchem-47 92 24     SPACE eurjchem-47 92 25 1h 1h NUM eurjchem-47 92 26 , , PUNCT eurjchem-47 92 27     SPACE eurjchem-47 92 28 cooh cooh NOUN eurjchem-47 92 29 ) ) PUNCT eurjchem-47 92 30 . . PUNCT eurjchem-47 92 31     SPACE eurjchem-47 93 1 ei ei PROPN eurjchem-47 93 2 / / SYM eurjchem-47 93 3 ms ms PROPN eurjchem-47 93 4 , , PUNCT eurjchem-47 93 5     SPACE eurjchem-47 93 6 m m PROPN eurjchem-47 93 7 / / PROPN eurjchem-47 94 1 z z NOUN eurjchem-47 94 2     SPACE eurjchem-47 94 3 ( ( PUNCT eurjchem-47 94 4 % % NOUN eurjchem-47 94 5 ): ): PUNCT eurjchem-47 94 6 265 265 NUM eurjchem-47 94 7 , , PUNCT eurjchem-47 94 8     SPACE eurjchem-47 94 9 m+‐ m+‐ PROPN eurjchem-47 94 10     SPACE eurjchem-47 94 11 hcl hcl PROPN eurjchem-47 94 12 . . PUNCT eurjchem-47 94 13     SPACE eurjchem-47 94 14 microanalysis microanalysis ADJ eurjchem-47 94 15     SPACE eurjchem-47 94 16 calcd calcd NOUN eurjchem-47 94 17 . . PUNCT eurjchem-47 94 18     SPACE eurjchem-47 95 1 c c X eurjchem-47 95 2 , , PUNCT eurjchem-47 95 3     SPACE eurjchem-47 95 4 h h NOUN eurjchem-47 95 5 , , PUNCT eurjchem-47 95 6     SPACE eurjchem-47 95 7 n n CCONJ eurjchem-47 95 8     SPACE eurjchem-47 95 9 for for ADP eurjchem-47 95 10     SPACE eurjchem-47 95 11 c14h20clno4 c14h20clno4 NOUN eurjchem-47 95 12 : : PUNCT eurjchem-47 95 13     SPACE eurjchem-47 95 14 55.72 55.72 NUM eurjchem-47 95 15 , , PUNCT eurjchem-47 95 16     SPACE eurjchem-47 95 17 6.68 6.68 NUM eurjchem-47 95 18 , , PUNCT eurjchem-47 95 19     SPACE eurjchem-47 95 20 4.64 4.64 NUM eurjchem-47 95 21 ; ; PUNCT eurjchem-47 95 22     SPACE eurjchem-47 95 23 found find VERB eurjchem-47 95 24 , , PUNCT eurjchem-47 95 25     SPACE eurjchem-47 95 26 55.67 55.67 NUM eurjchem-47 95 27 , , PUNCT eurjchem-47 95 28     SPACE eurjchem-47 95 29 6.62 6.62 NUM eurjchem-47 95 30 , , PUNCT eurjchem-47 95 31     SPACE eurjchem-47 95 32 4.76 4.76 NUM eurjchem-47 95 33 . . PUNCT eurjchem-47 95 34         SPACE eurjchem-47 96 1 2.1.2.4 2.1.2.4 NUM eurjchem-47 96 2 . . PUNCT eurjchem-47 96 3     SPACE eurjchem-47 97 1 1­h­4­hydroxy­5­(4­n­propoxy­benzyl)­pyrrolidine­ 1­h­4­hydroxy­5­(4­n­propoxy­benzyl)­pyrrolidine­ NUM eurjchem-47 97 2 3­carboxylic 3­carboxylic NUM eurjchem-47 97 3     SPACE eurjchem-47 97 4 acid acid NOUN eurjchem-47 97 5     SPACE eurjchem-47 97 6 hydrochloride hydrochloride NOUN eurjchem-47 97 7     SPACE eurjchem-47 97 8 ( ( PUNCT eurjchem-47 97 9 4d 4d NUM eurjchem-47 97 10 ) ) PUNCT eurjchem-47 97 11         SPACE eurjchem-47 97 12 yield yield NOUN eurjchem-47 97 13     SPACE eurjchem-47 97 14 81 81 NUM eurjchem-47 97 15 % % NOUN eurjchem-47 97 16     SPACE eurjchem-47 97 17 decomposition decomposition NOUN eurjchem-47 97 18     SPACE eurjchem-47 97 19 at at ADP eurjchem-47 97 20     SPACE eurjchem-47 97 21 270oc 270oc PROPN eurjchem-47 97 22 . . PUNCT eurjchem-47 97 23     SPACE eurjchem-47 98 1 ir ir PROPN eurjchem-47 98 2     SPACE eurjchem-47 98 3 ( ( PUNCT eurjchem-47 98 4 kbr kbr PROPN eurjchem-47 98 5 , , PUNCT eurjchem-47 98 6     SPACE eurjchem-47 98 7 cm‐1 cm‐1 NOUN eurjchem-47 98 8 ) ) PUNCT eurjchem-47 98 9     SPACE eurjchem-47 98 10 3228‐ 3228‐ NUM eurjchem-47 98 11 2764 2764 NUM eurjchem-47 98 12     SPACE eurjchem-47 98 13 ( ( PUNCT eurjchem-47 98 14     SPACE eurjchem-47 98 15 br br PROPN eurjchem-47 98 16 , , PUNCT eurjchem-47 98 17     SPACE eurjchem-47 98 18 oh oh NOUN eurjchem-47 98 19     SPACE eurjchem-47 98 20 alcohol alcohol NOUN eurjchem-47 98 21     SPACE eurjchem-47 98 22 and and CCONJ eurjchem-47 98 23     SPACE eurjchem-47 98 24 acid acid NOUN eurjchem-47 98 25 ) ) PUNCT eurjchem-47 98 26     SPACE eurjchem-47 98 27 and and CCONJ eurjchem-47 98 28     SPACE eurjchem-47 98 29 1716 1716 NUM eurjchem-47 98 30     SPACE eurjchem-47 98 31 ( ( PUNCT eurjchem-47 98 32 c c NOUN eurjchem-47 98 33 = = SYM eurjchem-47 98 34 o o NOUN eurjchem-47 98 35 , , PUNCT eurjchem-47 98 36     SPACE eurjchem-47 98 37 acid acid NOUN eurjchem-47 98 38     SPACE eurjchem-47 98 39 ) ) PUNCT eurjchem-47 98 40 . . PUNCT eurjchem-47 98 41     SPACE eurjchem-47 99 1 1h 1h NUM eurjchem-47 99 2     SPACE eurjchem-47 99 3 nmr nmr NOUN eurjchem-47 99 4     SPACE eurjchem-47 99 5 ( ( PUNCT eurjchem-47 99 6 dmso‐d6 dmso‐d6 NOUN eurjchem-47 99 7     SPACE eurjchem-47 99 8 ppm ppm NOUN eurjchem-47 99 9     SPACE eurjchem-47 99 10   NUM eurjchem-47 99 11 ) ) PUNCT eurjchem-47 99 12     SPACE eurjchem-47 99 13 : : PUNCT eurjchem-47 99 14     SPACE eurjchem-47 99 15 0.93 0.93 NUM eurjchem-47 99 16     SPACE eurjchem-47 99 17 ( ( PUNCT eurjchem-47 99 18 t t PROPN eurjchem-47 99 19 , , PUNCT eurjchem-47 99 20     SPACE eurjchem-47 99 21 j= j= NOUN eurjchem-47 99 22     SPACE eurjchem-47 99 23 6.9 6.9 NUM eurjchem-47 99 24     SPACE eurjchem-47 99 25 hz hz VERB eurjchem-47 99 26 , , PUNCT eurjchem-47 99 27     SPACE eurjchem-47 99 28 3h 3h NUM eurjchem-47 99 29 , , PUNCT eurjchem-47 99 30     SPACE eurjchem-47 99 31 ch3‐(ch2)2‐o ch3‐(ch2)2‐o NOUN eurjchem-47 99 32 ) ) PUNCT eurjchem-47 99 33 ; ; PUNCT eurjchem-47 99 34     SPACE eurjchem-47 99 35 1.66‐ 1.66‐ NUM eurjchem-47 99 36 1.68 1.68 NUM eurjchem-47 99 37     SPACE eurjchem-47 99 38 ( ( PUNCT eurjchem-47 99 39 m m PROPN eurjchem-47 99 40 , , PUNCT eurjchem-47 99 41     SPACE eurjchem-47 99 42 2h 2h NUM eurjchem-47 99 43 , , PUNCT eurjchem-47 99 44     SPACE eurjchem-47 99 45 ch3‐ch2‐ch2‐o ch3‐ch2‐ch2‐o NOUN eurjchem-47 99 46 ) ) PUNCT eurjchem-47 99 47 ; ; PUNCT eurjchem-47 99 48     SPACE eurjchem-47 99 49 2.75‐2.93 2.75‐2.93 NUM eurjchem-47 99 50     SPACE eurjchem-47 99 51 ( ( PUNCT eurjchem-47 99 52 m m PROPN eurjchem-47 99 53 , , PUNCT eurjchem-47 99 54     SPACE eurjchem-47 99 55 3h 3h NUM eurjchem-47 99 56 , , PUNCT eurjchem-47 99 57     SPACE eurjchem-47 99 58 ph‐ch2 ph‐ch2 VERB eurjchem-47 99 59 , , PUNCT eurjchem-47 99 60     SPACE eurjchem-47 99 61 ch‐ ch‐ NOUN eurjchem-47 99 62 cooh cooh NOUN eurjchem-47 99 63 ) ) PUNCT eurjchem-47 99 64 ; ; PUNCT eurjchem-47 99 65     SPACE eurjchem-47 99 66 3.10‐3.50 3.10‐3.50 NUM eurjchem-47 99 67     SPACE eurjchem-47 99 68 ( ( PUNCT eurjchem-47 99 69 m m PROPN eurjchem-47 99 70 , , PUNCT eurjchem-47 99 71     SPACE eurjchem-47 99 72 4h 4h NOUN eurjchem-47 99 73 , , PUNCT eurjchem-47 99 74     SPACE eurjchem-47 99 75 ch2‐n ch2‐n ADJ eurjchem-47 99 76 , , PUNCT eurjchem-47 99 77     SPACE eurjchem-47 99 78 n‐ch n‐ch NOUN eurjchem-47 99 79 , , PUNCT eurjchem-47 99 80     SPACE eurjchem-47 99 81 ch‐oh ch‐oh NUM eurjchem-47 99 82 ) ) PUNCT eurjchem-47 99 83 ; ; PUNCT eurjchem-47 99 84     SPACE eurjchem-47 99 85 3.87 3.87 NUM eurjchem-47 99 86     SPACE eurjchem-47 99 87 ( ( PUNCT eurjchem-47 99 88 t t PROPN eurjchem-47 99 89 , , PUNCT eurjchem-47 99 90     SPACE eurjchem-47 99 91 j=6.6 j=6.6 PROPN eurjchem-47 99 92     SPACE eurjchem-47 99 93 hz hz VERB eurjchem-47 99 94 , , PUNCT eurjchem-47 99 95     SPACE eurjchem-47 99 96 2h 2h NUM eurjchem-47 99 97 , , PUNCT eurjchem-47 99 98     SPACE eurjchem-47 99 99 ch3‐ch2‐ch2‐o ch3‐ch2‐ch2‐o NOUN eurjchem-47 99 100 ) ) PUNCT eurjchem-47 100 1 ; ; PUNCT eurjchem-47 100 2     SPACE eurjchem-47 100 3 6.80 6.80 NUM eurjchem-47 100 4     SPACE eurjchem-47 100 5 ( ( PUNCT eurjchem-47 100 6 d d NOUN eurjchem-47 100 7 , , PUNCT eurjchem-47 100 8     SPACE eurjchem-47 100 9 j= j= NOUN eurjchem-47 100 10     SPACE eurjchem-47 100 11 8.4hz 8.4hz NUM eurjchem-47 100 12 , , PUNCT eurjchem-47 100 13     SPACE eurjchem-47 100 14 2h 2h NUM eurjchem-47 100 15 , , PUNCT eurjchem-47 100 16     SPACE eurjchem-47 100 17 ar‐h ar‐h NOUN eurjchem-47 100 18 ) ) PUNCT eurjchem-47 100 19 ; ; PUNCT eurjchem-47 100 20     SPACE eurjchem-47 100 21 7.20 7.20 NUM eurjchem-47 100 22     SPACE eurjchem-47 100 23 ( ( PUNCT eurjchem-47 100 24 d d NOUN eurjchem-47 100 25 , , PUNCT eurjchem-47 100 26     SPACE eurjchem-47 100 27 j= j= NOUN eurjchem-47 100 28     SPACE eurjchem-47 100 29 8.4hz 8.4hz NUM eurjchem-47 100 30 , , PUNCT eurjchem-47 100 31     SPACE eurjchem-47 100 32 2h 2h NUM eurjchem-47 100 33 , , PUNCT eurjchem-47 100 34     SPACE eurjchem-47 100 35 ar‐h ar‐h NOUN eurjchem-47 100 36 ) ) PUNCT eurjchem-47 100 37 ; ; PUNCT eurjchem-47 100 38     SPACE eurjchem-47 100 39 9.50 9.50 NUM eurjchem-47 100 40     SPACE eurjchem-47 100 41 ( ( PUNCT eurjchem-47 100 42 s s PROPN eurjchem-47 100 43 , , PUNCT eurjchem-47 100 44     SPACE eurjchem-47 100 45 1h 1h NUM eurjchem-47 100 46 , , PUNCT eurjchem-47 100 47     SPACE eurjchem-47 100 48 cooh cooh NOUN eurjchem-47 100 49 ) ) PUNCT eurjchem-47 100 50 . . PUNCT eurjchem-47 100 51     SPACE eurjchem-47 100 52 13c 13c NOUN eurjchem-47 100 53     SPACE eurjchem-47 100 54 nmr nmr NOUN eurjchem-47 100 55     SPACE eurjchem-47 100 56 data datum NOUN eurjchem-47 100 57     SPACE eurjchem-47 100 58 ( ( PUNCT eurjchem-47 100 59 dmso‐d6 dmso‐d6 NOUN eurjchem-47 100 60     SPACE eurjchem-47 100 61 ppm ppm NOUN eurjchem-47 100 62     SPACE eurjchem-47 100 63 :170.6 :170.6 NUM eurjchem-47 100 64     SPACE eurjchem-47 100 65 ( ( PUNCT eurjchem-47 100 66 1c 1c X eurjchem-47 100 67 , , PUNCT eurjchem-47 100 68     SPACE eurjchem-47 100 69 cooh cooh NOUN eurjchem-47 100 70 ) ) PUNCT eurjchem-47 100 71 ; ; PUNCT eurjchem-47 100 72     SPACE eurjchem-47 100 73 158.1 158.1 NUM eurjchem-47 100 74     SPACE eurjchem-47 100 75 ( ( PUNCT eurjchem-47 100 76 1c 1c NOUN eurjchem-47 100 77 , , PUNCT eurjchem-47 100 78     SPACE eurjchem-47 100 79 ar‐c ar‐c PROPN eurjchem-47 100 80 ) ) PUNCT eurjchem-47 100 81 ; ; PUNCT eurjchem-47 100 82     SPACE eurjchem-47 100 83 130.6 130.6 NUM eurjchem-47 100 84     SPACE eurjchem-47 100 85 ( ( PUNCT eurjchem-47 100 86 1c 1c NOUN eurjchem-47 100 87 , , PUNCT eurjchem-47 100 88     SPACE eurjchem-47 100 89 ar‐c ar‐c PROPN eurjchem-47 100 90 ) ) PUNCT eurjchem-47 100 91 ; ; PUNCT eurjchem-47 100 92     SPACE eurjchem-47 100 93 129.1 129.1 NUM eurjchem-47 100 94     SPACE eurjchem-47 100 95 ( ( PUNCT eurjchem-47 100 96 2c 2c NOUN eurjchem-47 100 97 , , PUNCT eurjchem-47 100 98     SPACE eurjchem-47 100 99 ar‐c ar‐c PROPN eurjchem-47 100 100 ) ) PUNCT eurjchem-47 100 101 ; ; PUNCT eurjchem-47 100 102     SPACE eurjchem-47 100 103 115.1 115.1 NUM eurjchem-47 100 104     SPACE eurjchem-47 100 105 ( ( PUNCT eurjchem-47 100 106 2c 2c NOUN eurjchem-47 100 107 , , PUNCT eurjchem-47 100 108     SPACE eurjchem-47 100 109 ar‐c ar‐c PROPN eurjchem-47 100 110 ) ) PUNCT eurjchem-47 100 111 ; ; PUNCT eurjchem-47 100 112     SPACE eurjchem-47 100 113 71.2 71.2 NUM eurjchem-47 100 114     SPACE eurjchem-47 100 115 ( ( PUNCT eurjchem-47 100 116 1c 1c NOUN eurjchem-47 100 117 , , PUNCT eurjchem-47 100 118     SPACE eurjchem-47 100 119 ch3 ch3 PROPN eurjchem-47 100 120     SPACE eurjchem-47 100 121 ch2ch2o ch2ch2o PROPN eurjchem-47 100 122 ) ) PUNCT eurjchem-47 100 123 ; ; PUNCT eurjchem-47 100 124     SPACE eurjchem-47 100 125 69.5 69.5 NUM eurjchem-47 100 126     SPACE eurjchem-47 100 127 ( ( PUNCT eurjchem-47 100 128 1c 1c NOUN eurjchem-47 100 129 , , PUNCT eurjchem-47 100 130     SPACE eurjchem-47 100 131 ch‐oh ch‐oh NUM eurjchem-47 100 132 ) ) PUNCT eurjchem-47 100 133 ; ; PUNCT eurjchem-47 100 134     SPACE eurjchem-47 100 135 66.2 66.2 NUM eurjchem-47 100 136     SPACE eurjchem-47 100 137 ( ( PUNCT eurjchem-47 100 138 1c 1c X eurjchem-47 100 139 , , PUNCT eurjchem-47 100 140     SPACE eurjchem-47 100 141 n‐ch n‐ch NOUN eurjchem-47 100 142 ) ) PUNCT eurjchem-47 100 143 ; ; PUNCT eurjchem-47 100 144     SPACE eurjchem-47 100 145 49.0 49.0 NUM eurjchem-47 100 146 * * NUM eurjchem-47 100 147     SPACE eurjchem-47 100 148 ( ( PUNCT eurjchem-47 100 149 1c 1c X eurjchem-47 100 150 , , PUNCT eurjchem-47 100 151     SPACE eurjchem-47 100 152 ch2‐n ch2‐n ADJ eurjchem-47 100 153 ) ) PUNCT eurjchem-47 100 154 ; ; PUNCT eurjchem-47 100 155     SPACE eurjchem-47 100 156 43.5 43.5 NUM eurjchem-47 100 157 * * NUM eurjchem-47 100 158     SPACE eurjchem-47 100 159 ( ( PUNCT eurjchem-47 100 160 1c 1c NOUN eurjchem-47 100 161 , , PUNCT eurjchem-47 100 162     SPACE eurjchem-47 100 163 ch‐ ch‐ NOUN eurjchem-47 100 164 cooh cooh NOUN eurjchem-47 100 165 ) ) PUNCT eurjchem-47 100 166 ; ; PUNCT eurjchem-47 100 167     SPACE eurjchem-47 100 168 32.0 32.0 NUM eurjchem-47 100 169     SPACE eurjchem-47 100 170 ( ( PUNCT eurjchem-47 100 171 1c 1c NOUN eurjchem-47 100 172 , , PUNCT eurjchem-47 100 173     SPACE eurjchem-47 100 174 ph‐ch2 ph‐ch2 ADJ eurjchem-47 100 175 ) ) PUNCT eurjchem-47 100 176 ; ; PUNCT eurjchem-47 100 177     SPACE eurjchem-47 100 178 23.5(1c 23.5(1c NUM eurjchem-47 100 179 , , PUNCT eurjchem-47 100 180     SPACE eurjchem-47 100 181 ch3‐ch2‐ch2‐o ch3‐ch2‐ch2‐o NOUN eurjchem-47 100 182 ) ) PUNCT eurjchem-47 100 183 ; ; PUNCT eurjchem-47 100 184     SPACE eurjchem-47 100 185 15.0 15.0 NUM eurjchem-47 100 186     SPACE eurjchem-47 100 187 ( ( PUNCT eurjchem-47 100 188 1c 1c NOUN eurjchem-47 100 189 , , PUNCT eurjchem-47 100 190     SPACE eurjchem-47 100 191 ch3ch2 ch3ch2 NOUN eurjchem-47 100 192     SPACE eurjchem-47 100 193 ch2o ch2o NOUN eurjchem-47 100 194 ) ) PUNCT eurjchem-47 100 195 . . PUNCT eurjchem-47 100 196     SPACE eurjchem-47 101 1 fab fab NOUN eurjchem-47 101 2 / / SYM eurjchem-47 101 3 ms ms PROPN eurjchem-47 101 4 , , PUNCT eurjchem-47 101 5     SPACE eurjchem-47 101 6 m m PROPN eurjchem-47 101 7 / / PROPN eurjchem-47 101 8 z z NOUN eurjchem-47 101 9     SPACE eurjchem-47 101 10 ( ( PUNCT eurjchem-47 101 11 % % INTJ eurjchem-47 101 12 ): ): PUNCT eurjchem-47 101 13     SPACE eurjchem-47 101 14 280 280 NUM eurjchem-47 101 15     SPACE eurjchem-47 101 16 ( ( PUNCT eurjchem-47 101 17 m++1)‐hcl m++1)‐hcl PROPN eurjchem-47 101 18 . . PUNCT eurjchem-47 101 19     SPACE eurjchem-47 101 20 microanalysis microanalysis ADJ eurjchem-47 101 21     SPACE eurjchem-47 101 22 calcd calcd NOUN eurjchem-47 101 23 . . PUNCT eurjchem-47 101 24     SPACE eurjchem-47 102 1 c c X eurjchem-47 102 2 , , PUNCT eurjchem-47 102 3     SPACE eurjchem-47 102 4 h h NOUN eurjchem-47 102 5 , , PUNCT eurjchem-47 102 6     SPACE eurjchem-47 102 7 n n CCONJ eurjchem-47 102 8     SPACE eurjchem-47 102 9 for for ADP eurjchem-47 102 10     SPACE eurjchem-47 102 11 c15h22clno4 c15h22clno4 NOUN eurjchem-47 102 12 : : PUNCT eurjchem-47 102 13     SPACE eurjchem-47 102 14 57.05 57.05 NUM eurjchem-47 102 15 , , PUNCT eurjchem-47 102 16     SPACE eurjchem-47 102 17 7.02 7.02 NUM eurjchem-47 102 18 , , PUNCT eurjchem-47 102 19     SPACE eurjchem-47 102 20 4.44 4.44 NUM eurjchem-47 102 21 ; ; PUNCT eurjchem-47 102 22     SPACE eurjchem-47 102 23 found find VERB eurjchem-47 102 24 , , PUNCT eurjchem-47 102 25     SPACE eurjchem-47 102 26 57.10 57.10 NUM eurjchem-47 102 27 , , PUNCT eurjchem-47 102 28     SPACE eurjchem-47 102 29 7.09 7.09 NUM eurjchem-47 102 30 , , PUNCT eurjchem-47 102 31     SPACE eurjchem-47 102 32 4.62 4.62 NUM eurjchem-47 102 33 . . PUNCT eurjchem-47 102 34         SPACE eurjchem-47 103 1 2.1.2.5 2.1.2.5 NUM eurjchem-47 103 2 . . PUNCT eurjchem-47 103 3     SPACE eurjchem-47 104 1 1­h­4­hydroxy­5­(4­n­butoxy­benzyl)­pyrrolidine­3­ 1­h­4­hydroxy­5­(4­n­butoxy­benzyl)­pyrrolidine­3­ NUM eurjchem-47 104 2 carboxylic carboxylic ADJ eurjchem-47 104 3     SPACE eurjchem-47 104 4 acid acid NOUN eurjchem-47 104 5     SPACE eurjchem-47 104 6 hydrochloride hydrochloride NOUN eurjchem-47 104 7     SPACE eurjchem-47 104 8 ( ( PUNCT eurjchem-47 104 9 4e 4e NOUN eurjchem-47 104 10 ) ) PUNCT eurjchem-47 104 11         SPACE eurjchem-47 104 12 yield yield NOUN eurjchem-47 104 13     SPACE eurjchem-47 104 14 76 76 NUM eurjchem-47 104 15 % % NOUN eurjchem-47 104 16     SPACE eurjchem-47 104 17 decomposition decomposition NOUN eurjchem-47 104 18     SPACE eurjchem-47 104 19 at at ADP eurjchem-47 104 20     SPACE eurjchem-47 104 21 270oc 270oc PROPN eurjchem-47 104 22 . . PUNCT eurjchem-47 104 23     SPACE eurjchem-47 105 1 ir ir PROPN eurjchem-47 105 2     SPACE eurjchem-47 105 3 ( ( PUNCT eurjchem-47 105 4 kbr kbr PROPN eurjchem-47 105 5 , , PUNCT eurjchem-47 105 6     SPACE eurjchem-47 105 7 cm‐1 cm‐1 NOUN eurjchem-47 105 8 ) ) PUNCT eurjchem-47 105 9     SPACE eurjchem-47 105 10 3227‐ 3227‐ NUM eurjchem-47 105 11 2929 2929 NUM eurjchem-47 105 12     SPACE eurjchem-47 105 13 ( ( PUNCT eurjchem-47 105 14 br br PROPN eurjchem-47 105 15 , , PUNCT eurjchem-47 105 16     SPACE eurjchem-47 105 17 oh oh NOUN eurjchem-47 105 18     SPACE eurjchem-47 105 19 alcohol alcohol NOUN eurjchem-47 105 20     SPACE eurjchem-47 105 21 and and CCONJ eurjchem-47 105 22     SPACE eurjchem-47 105 23 acid acid NOUN eurjchem-47 105 24 ) ) PUNCT eurjchem-47 105 25     SPACE eurjchem-47 105 26 and and CCONJ eurjchem-47 105 27     SPACE eurjchem-47 105 28 1716 1716 NUM eurjchem-47 105 29     SPACE eurjchem-47 105 30 ( ( PUNCT eurjchem-47 105 31 c c NOUN eurjchem-47 105 32 = = SYM eurjchem-47 105 33 o o NOUN eurjchem-47 105 34 , , PUNCT eurjchem-47 105 35     SPACE eurjchem-47 105 36 acid acid NOUN eurjchem-47 105 37     SPACE eurjchem-47 105 38 ) ) PUNCT eurjchem-47 105 39 . . PUNCT eurjchem-47 105 40     SPACE eurjchem-47 106 1 1h 1h NUM eurjchem-47 106 2     SPACE eurjchem-47 106 3 nmr nmr NOUN eurjchem-47 106 4     SPACE eurjchem-47 106 5 ( ( PUNCT eurjchem-47 106 6 dmso‐d6 dmso‐d6 NOUN eurjchem-47 106 7     SPACE eurjchem-47 106 8 ppm ppm NOUN eurjchem-47 106 9     SPACE eurjchem-47 106 10   NUM eurjchem-47 106 11 : : PUNCT eurjchem-47 106 12     SPACE eurjchem-47 106 13 0.88 0.88 NUM eurjchem-47 106 14     SPACE eurjchem-47 106 15 ( ( PUNCT eurjchem-47 106 16 t t PROPN eurjchem-47 106 17 , , PUNCT eurjchem-47 106 18     SPACE eurjchem-47 106 19 j=7.4 j=7.4 NOUN eurjchem-47 106 20     SPACE eurjchem-47 106 21 hz hz VERB eurjchem-47 106 22 , , PUNCT eurjchem-47 106 23     SPACE eurjchem-47 106 24 3h 3h NUM eurjchem-47 106 25 , , PUNCT eurjchem-47 106 26     SPACE eurjchem-47 106 27 ch3‐(ch2)3‐o ch3‐(ch2)3‐o VERB eurjchem-47 106 28 ) ) PUNCT eurjchem-47 106 29 ; ; PUNCT eurjchem-47 106 30     SPACE eurjchem-47 106 31 1.36‐ 1.36‐ NUM eurjchem-47 106 32 1.41 1.41 NUM eurjchem-47 106 33     SPACE eurjchem-47 106 34 ( ( PUNCT eurjchem-47 106 35 m m PROPN eurjchem-47 106 36 , , PUNCT eurjchem-47 106 37     SPACE eurjchem-47 106 38 2h 2h NUM eurjchem-47 106 39 , , PUNCT eurjchem-47 106 40     SPACE eurjchem-47 106 41 ch3‐ch2‐(ch2)2‐o ch3‐ch2‐(ch2)2‐o NOUN eurjchem-47 106 42 ) ) PUNCT eurjchem-47 106 43 ; ; PUNCT eurjchem-47 106 44     SPACE eurjchem-47 106 45 1.60‐1.67 1.60‐1.67 NOUN eurjchem-47 106 46     SPACE eurjchem-47 106 47 ( ( PUNCT eurjchem-47 106 48 m m PROPN eurjchem-47 106 49 , , PUNCT eurjchem-47 106 50     SPACE eurjchem-47 106 51 2h 2h NUM eurjchem-47 106 52 , , PUNCT eurjchem-47 106 53     SPACE eurjchem-47 106 54 ch3ch2‐ch2‐ ch3ch2‐ch2‐ PROPN eurjchem-47 106 55     SPACE eurjchem-47 106 56 ch2‐o ch2‐o NOUN eurjchem-47 106 57 ) ) PUNCT eurjchem-47 106 58 ; ; PUNCT eurjchem-47 106 59     SPACE eurjchem-47 106 60 2.79‐3.00 2.79‐3.00 NUM eurjchem-47 106 61     SPACE eurjchem-47 106 62 ( ( PUNCT eurjchem-47 106 63 m m PROPN eurjchem-47 106 64 , , PUNCT eurjchem-47 106 65     SPACE eurjchem-47 106 66 3h 3h NUM eurjchem-47 106 67 , , PUNCT eurjchem-47 106 68     SPACE eurjchem-47 106 69 ph‐ch2 ph‐ch2 VERB eurjchem-47 106 70 , , PUNCT eurjchem-47 106 71     SPACE eurjchem-47 106 72 ch‐cooh ch‐cooh NOUN eurjchem-47 106 73 ) ) PUNCT eurjchem-47 106 74 ; ; PUNCT eurjchem-47 106 75     SPACE eurjchem-47 107 1 3.13‐3.65 3.13‐3.65 NUM eurjchem-47 107 2     SPACE eurjchem-47 107 3 ( ( PUNCT eurjchem-47 107 4 m m PROPN eurjchem-47 107 5 , , PUNCT eurjchem-47 107 6     SPACE eurjchem-47 107 7 4h 4h NOUN eurjchem-47 107 8 , , PUNCT eurjchem-47 107 9     SPACE eurjchem-47 107 10 ch2‐n ch2‐n ADJ eurjchem-47 107 11 , , PUNCT eurjchem-47 107 12     SPACE eurjchem-47 107 13 n‐ch n‐ch NOUN eurjchem-47 107 14 , , PUNCT eurjchem-47 107 15     SPACE eurjchem-47 107 16 ch‐oh ch‐oh NUM eurjchem-47 107 17 ) ) PUNCT eurjchem-47 107 18 ; ; PUNCT eurjchem-47 107 19     SPACE eurjchem-47 107 20 3.89 3.89 NUM eurjchem-47 107 21     SPACE eurjchem-47 107 22 ( ( PUNCT eurjchem-47 107 23 t t PROPN eurjchem-47 107 24 , , PUNCT eurjchem-47 107 25     SPACE eurjchem-47 107 26 j= j= VERB eurjchem-47 107 27     SPACE eurjchem-47 107 28 6.6 6.6 NUM eurjchem-47 107 29     SPACE eurjchem-47 107 30 hz hz VERB eurjchem-47 107 31 , , PUNCT eurjchem-47 107 32     SPACE eurjchem-47 107 33 2h 2h NUM eurjchem-47 107 34 , , PUNCT eurjchem-47 107 35     SPACE eurjchem-47 107 36 ch3‐(ch2 ch3‐(ch2 NOUN eurjchem-47 107 37 ) ) PUNCT eurjchem-47 107 38     SPACE eurjchem-47 107 39 2‐ch2‐o 2‐ch2‐o NOUN eurjchem-47 107 40 ) ) PUNCT eurjchem-47 107 41 ; ; PUNCT eurjchem-47 107 42     SPACE eurjchem-47 107 43 6.84 6.84 NUM eurjchem-47 107 44     SPACE eurjchem-47 107 45 ( ( PUNCT eurjchem-47 107 46 d d NOUN eurjchem-47 107 47 , , PUNCT eurjchem-47 107 48     SPACE eurjchem-47 107 49 j= j= NOUN eurjchem-47 107 50     SPACE eurjchem-47 107 51 8.4 8.4 NUM eurjchem-47 107 52     SPACE eurjchem-47 107 53 hz hz VERB eurjchem-47 107 54 , , PUNCT eurjchem-47 107 55     SPACE eurjchem-47 107 56 2h 2h NUM eurjchem-47 107 57 , , PUNCT eurjchem-47 107 58     SPACE eurjchem-47 107 59 ar‐h ar‐h NOUN eurjchem-47 107 60     SPACE eurjchem-47 107 61 ) ) PUNCT eurjchem-47 108 1 ; ; PUNCT eurjchem-47 108 2     SPACE eurjchem-47 108 3 7.17 7.17 NUM eurjchem-47 108 4     SPACE eurjchem-47 108 5 ( ( PUNCT eurjchem-47 108 6 d d NOUN eurjchem-47 108 7 , , PUNCT eurjchem-47 108 8     SPACE eurjchem-47 108 9 j= j= NOUN eurjchem-47 108 10     SPACE eurjchem-47 108 11 8.4hz 8.4hz NUM eurjchem-47 108 12 , , PUNCT eurjchem-47 108 13     SPACE eurjchem-47 108 14 2h 2h NUM eurjchem-47 108 15 , , PUNCT eurjchem-47 108 16     SPACE eurjchem-47 108 17 ar‐h ar‐h NOUN eurjchem-47 108 18     SPACE eurjchem-47 108 19 ) ) PUNCT eurjchem-47 108 20 ; ; PUNCT eurjchem-47 108 21     SPACE eurjchem-47 108 22 9.50 9.50 NUM eurjchem-47 108 23     SPACE eurjchem-47 108 24 ( ( PUNCT eurjchem-47 108 25 s s PROPN eurjchem-47 108 26 , , PUNCT eurjchem-47 108 27     SPACE eurjchem-47 108 28 1h 1h NUM eurjchem-47 108 29 , , PUNCT eurjchem-47 108 30     SPACE eurjchem-47 108 31 cooh cooh NOUN eurjchem-47 108 32     SPACE eurjchem-47 108 33 ) ) PUNCT eurjchem-47 108 34 . . PUNCT eurjchem-47 108 35     SPACE eurjchem-47 109 1 fab fab NOUN eurjchem-47 109 2 / / SYM eurjchem-47 109 3 ms ms PROPN eurjchem-47 109 4 , , PUNCT eurjchem-47 109 5     SPACE eurjchem-47 109 6 m m PROPN eurjchem-47 109 7 / / PROPN eurjchem-47 109 8 z z NOUN eurjchem-47 109 9     SPACE eurjchem-47 109 10 ( ( PUNCT eurjchem-47 109 11 % % INTJ eurjchem-47 109 12 ): ): PUNCT eurjchem-47 109 13     SPACE eurjchem-47 109 14 294 294 NUM eurjchem-47 109 15     SPACE eurjchem-47 109 16 ( ( PUNCT eurjchem-47 109 17 m++1)‐hcl m++1)‐hcl PROPN eurjchem-47 109 18 . . PUNCT eurjchem-47 109 19     SPACE eurjchem-47 109 20 microanalysis microanalysis ADJ eurjchem-47 109 21     SPACE eurjchem-47 109 22 calcd calcd NOUN eurjchem-47 109 23 . . PUNCT eurjchem-47 109 24     SPACE eurjchem-47 110 1 c c X eurjchem-47 110 2 , , PUNCT eurjchem-47 110 3     SPACE eurjchem-47 110 4 h h NOUN eurjchem-47 110 5 , , PUNCT eurjchem-47 110 6     SPACE eurjchem-47 110 7 n n CCONJ eurjchem-47 110 8     SPACE eurjchem-47 110 9 for for ADP eurjchem-47 110 10     SPACE eurjchem-47 110 11 c16h24clno4 c16h24clno4 NOUN eurjchem-47 110 12 : : PUNCT eurjchem-47 110 13     SPACE eurjchem-47 110 14 58.27 58.27 NUM eurjchem-47 110 15 , , PUNCT eurjchem-47 110 16     SPACE eurjchem-47 110 17 7.33 7.33 NUM eurjchem-47 110 18 , , PUNCT eurjchem-47 110 19     SPACE eurjchem-47 110 20 4.25 4.25 NUM eurjchem-47 110 21 ; ; PUNCT eurjchem-47 110 22     SPACE eurjchem-47 110 23 found find VERB eurjchem-47 110 24 , , PUNCT eurjchem-47 110 25     SPACE eurjchem-47 110 26 58.31 58.31 NUM eurjchem-47 110 27 , , PUNCT eurjchem-47 110 28     SPACE eurjchem-47 110 29 7.28 7.28 NUM eurjchem-47 110 30 , , PUNCT eurjchem-47 110 31     SPACE eurjchem-47 110 32 4.20 4.20 NUM eurjchem-47 110 33 . . PUNCT eurjchem-47 110 34         SPACE eurjchem-47 111 1 2.1.3 2.1.3 NUM eurjchem-47 111 2 . . PUNCT eurjchem-47 111 3     SPACE eurjchem-47 111 4 general general ADJ eurjchem-47 111 5     SPACE eurjchem-47 111 6 procedure procedure NOUN eurjchem-47 111 7     SPACE eurjchem-47 111 8 for for ADP eurjchem-47 111 9     SPACE eurjchem-47 111 10 preparation preparation NOUN eurjchem-47 111 11     SPACE eurjchem-47 111 12 of of ADP eurjchem-47 111 13     SPACE eurjchem-47 111 14 1­acetyl­5­ 1­acetyl­5­ NUM eurjchem-47 111 15 benzyl benzyl NOUN eurjchem-47 111 16     SPACE eurjchem-47 111 17 or or CCONJ eurjchem-47 111 18     SPACE eurjchem-47 111 19 5­(4­alkoxy­benzyl)­pyrrolidine­3­carboxylic 5­(4­alkoxy­benzyl)­pyrrolidine­3­carboxylic ADJ eurjchem-47 111 20     SPACE eurjchem-47 111 21 acid acid NOUN eurjchem-47 111 22     SPACE eurjchem-47 111 23 ethyl ethyl NOUN eurjchem-47 111 24     SPACE eurjchem-47 111 25 esters ester NOUN eurjchem-47 111 26     SPACE eurjchem-47 111 27 ( ( PUNCT eurjchem-47 111 28 7a­e 7a­e NUM eurjchem-47 111 29 ) ) PUNCT eurjchem-47 111 30         SPACE eurjchem-47 111 31 a a DET eurjchem-47 111 32     SPACE eurjchem-47 111 33 solution solution NOUN eurjchem-47 111 34     SPACE eurjchem-47 111 35 of of ADP eurjchem-47 111 36     SPACE eurjchem-47 111 37 0.01 0.01 NUM eurjchem-47 111 38     SPACE eurjchem-47 111 39 mol mol NOUN eurjchem-47 111 40     SPACE eurjchem-47 111 41 of of ADP eurjchem-47 111 42     SPACE eurjchem-47 111 43 1‐acetyl‐4‐hydroxy‐5‐benzyl 1‐acetyl‐4‐hydroxy‐5‐benzyl NOUN eurjchem-47 111 44     SPACE eurjchem-47 111 45 or or CCONJ eurjchem-47 111 46     SPACE eurjchem-47 111 47 5‐ 5‐ PROPN eurjchem-47 111 48 ( ( PUNCT eurjchem-47 111 49 4‐alkoxy‐benzyl)‐pyrrolidine‐3‐carboxylic 4‐alkoxy‐benzyl)‐pyrrolidine‐3‐carboxylic NOUN eurjchem-47 111 50     SPACE eurjchem-47 111 51 acid acid NOUN eurjchem-47 111 52     SPACE eurjchem-47 111 53 ethyl ethyl NOUN eurjchem-47 111 54     SPACE eurjchem-47 111 55 ester ester NOUN eurjchem-47 111 56     SPACE eurjchem-47 111 57 ( ( PUNCT eurjchem-47 111 58 2a­e 2a­e NUM eurjchem-47 111 59 ) ) PUNCT eurjchem-47 111 60     SPACE eurjchem-47 111 61 in in ADP eurjchem-47 111 62     SPACE eurjchem-47 111 63 9.4 9.4 NUM eurjchem-47 111 64     SPACE eurjchem-47 111 65 ml ml NOUN eurjchem-47 111 66     SPACE eurjchem-47 111 67 ( ( PUNCT eurjchem-47 111 68 10.2 10.2 NUM eurjchem-47 111 69     SPACE eurjchem-47 111 70 g g NOUN eurjchem-47 111 71 , , PUNCT eurjchem-47 111 72     SPACE eurjchem-47 111 73 0.1 0.1 NUM eurjchem-47 111 74     SPACE eurjchem-47 111 75 mol mol NOUN eurjchem-47 111 76 ) ) PUNCT eurjchem-47 111 77     SPACE eurjchem-47 111 78 of of ADP eurjchem-47 111 79     SPACE eurjchem-47 111 80 acetic acetic ADJ eurjchem-47 111 81     SPACE eurjchem-47 111 82 anhydride anhydride NOUN eurjchem-47 111 83     SPACE eurjchem-47 111 84 was be AUX eurjchem-47 111 85     SPACE eurjchem-47 111 86 refluxed refluxe VERB eurjchem-47 111 87     SPACE eurjchem-47 111 88 for for ADP eurjchem-47 111 89     SPACE eurjchem-47 111 90 18h 18h NOUN eurjchem-47 111 91 . . PUNCT eurjchem-47 111 92     SPACE eurjchem-47 112 1 the the DET eurjchem-47 112 2     SPACE eurjchem-47 112 3 reaction reaction NOUN eurjchem-47 112 4     SPACE eurjchem-47 112 5 mixture mixture NOUN eurjchem-47 112 6     SPACE eurjchem-47 112 7 was be AUX eurjchem-47 112 8     SPACE eurjchem-47 112 9 evaporated evaporate VERB eurjchem-47 112 10     SPACE eurjchem-47 112 11 under under ADP eurjchem-47 112 12     SPACE eurjchem-47 112 13 vacuum vacuum NOUN eurjchem-47 112 14 , , PUNCT eurjchem-47 112 15     SPACE eurjchem-47 112 16 diluted dilute VERB eurjchem-47 112 17     SPACE eurjchem-47 112 18 with with ADP eurjchem-47 112 19     SPACE eurjchem-47 112 20 water water NOUN eurjchem-47 112 21     SPACE eurjchem-47 112 22 and and CCONJ eurjchem-47 112 23     SPACE eurjchem-47 112 24 extracted extract VERB eurjchem-47 112 25     SPACE eurjchem-47 112 26 with with ADP eurjchem-47 112 27     SPACE eurjchem-47 112 28 ethyl ethyl PROPN eurjchem-47 112 29     SPACE eurjchem-47 112 30 acetate acetate NOUN eurjchem-47 112 31     SPACE eurjchem-47 112 32 ( ( PUNCT eurjchem-47 112 33 2x50 2x50 NUM eurjchem-47 112 34     SPACE eurjchem-47 112 35 ml ml NOUN eurjchem-47 112 36 ) ) PUNCT eurjchem-47 112 37 . . PUNCT eurjchem-47 112 38     SPACE eurjchem-47 113 1 the the DET eurjchem-47 113 2     SPACE eurjchem-47 113 3 organic organic ADJ eurjchem-47 113 4     SPACE eurjchem-47 113 5 layers layer NOUN eurjchem-47 113 6     SPACE eurjchem-47 113 7 were be AUX eurjchem-47 113 8     SPACE eurjchem-47 113 9 shaken shake VERB eurjchem-47 113 10     SPACE eurjchem-47 113 11 with with ADP eurjchem-47 113 12     SPACE eurjchem-47 113 13 10 10 NUM eurjchem-47 113 14 % % NOUN eurjchem-47 113 15     SPACE eurjchem-47 113 16 solution solution NOUN eurjchem-47 113 17     SPACE eurjchem-47 113 18 of of ADP eurjchem-47 113 19     SPACE eurjchem-47 113 20 sodium sodium NOUN eurjchem-47 113 21     SPACE eurjchem-47 113 22 hydrogen hydrogen NOUN eurjchem-47 113 23     SPACE eurjchem-47 113 24 carbonate carbonate NOUN eurjchem-47 113 25     SPACE eurjchem-47 113 26 ( ( PUNCT eurjchem-47 113 27 2x50 2x50 NUM eurjchem-47 113 28     SPACE eurjchem-47 113 29 ml ml NOUN eurjchem-47 113 30 ) ) PUNCT eurjchem-47 113 31     SPACE eurjchem-47 113 32 then then ADV eurjchem-47 113 33     SPACE eurjchem-47 113 34 with with ADP eurjchem-47 113 35     SPACE eurjchem-47 113 36 water water NOUN eurjchem-47 113 37     SPACE eurjchem-47 113 38 ( ( PUNCT eurjchem-47 113 39 1x50 1x50 NUM eurjchem-47 113 40     SPACE eurjchem-47 113 41 ml ml NOUN eurjchem-47 113 42 ) ) PUNCT eurjchem-47 113 43 . . PUNCT eurjchem-47 113 44     SPACE eurjchem-47 114 1 the the DET eurjchem-47 114 2     SPACE eurjchem-47 114 3 organic organic ADJ eurjchem-47 114 4     SPACE eurjchem-47 114 5 layer layer NOUN eurjchem-47 114 6     SPACE eurjchem-47 114 7 was be AUX eurjchem-47 114 8     SPACE eurjchem-47 114 9 dried dry VERB eurjchem-47 114 10     SPACE eurjchem-47 114 11 ( ( PUNCT eurjchem-47 114 12 mgso4 mgso4 PROPN eurjchem-47 114 13 ) ) PUNCT eurjchem-47 114 14     SPACE eurjchem-47 114 15 and and CCONJ eurjchem-47 114 16     SPACE eurjchem-47 114 17 evaporated evaporate VERB eurjchem-47 114 18     SPACE eurjchem-47 114 19 under under ADP eurjchem-47 114 20     SPACE eurjchem-47 114 21 vacuum vacuum NOUN eurjchem-47 114 22     SPACE eurjchem-47 114 23 to to PART eurjchem-47 114 24     SPACE eurjchem-47 114 25 afford afford VERB eurjchem-47 114 26     SPACE eurjchem-47 114 27 4‐acetoxy‐1‐acetyl‐5‐ 4‐acetoxy‐1‐acetyl‐5‐ PROPN eurjchem-47 114 28 benzyl benzyl NOUN eurjchem-47 114 29     SPACE eurjchem-47 114 30 or or CCONJ eurjchem-47 114 31     SPACE eurjchem-47 114 32 5‐(4‐alkoxy‐ 5‐(4‐alkoxy‐ NOUN eurjchem-47 114 33     SPACE eurjchem-47 114 34 benzyl)‐pyrrolidine‐3‐carboxylic benzyl)‐pyrrolidine‐3‐carboxylic ADJ eurjchem-47 114 35     SPACE eurjchem-47 114 36 acid acid NOUN eurjchem-47 114 37     SPACE eurjchem-47 114 38 ethyl ethyl NOUN eurjchem-47 114 39     SPACE eurjchem-47 114 40 esters ester NOUN eurjchem-47 114 41     SPACE eurjchem-47 114 42 ( ( PUNCT eurjchem-47 114 43 5a­e 5a­e NUM eurjchem-47 114 44 ) ) PUNCT eurjchem-47 114 45     SPACE eurjchem-47 114 46 as as ADP eurjchem-47 114 47     SPACE eurjchem-47 114 48 brown brown ADJ eurjchem-47 114 49     SPACE eurjchem-47 114 50 oils oil NOUN eurjchem-47 114 51 , , PUNCT eurjchem-47 114 52     SPACE eurjchem-47 114 53 which which PRON eurjchem-47 114 54     SPACE eurjchem-47 114 55 were be AUX eurjchem-47 114 56     SPACE eurjchem-47 114 57 used use VERB eurjchem-47 114 58     SPACE eurjchem-47 114 59 as as ADP eurjchem-47 114 60     SPACE eurjchem-47 114 61 such such ADJ eurjchem-47 114 62     SPACE eurjchem-47 114 63 in in ADP eurjchem-47 114 64     SPACE eurjchem-47 114 65 the the DET eurjchem-47 114 66     SPACE eurjchem-47 114 67 next next ADJ eurjchem-47 114 68     SPACE eurjchem-47 114 69 step step NOUN eurjchem-47 114 70 . . PUNCT eurjchem-47 114 71     SPACE eurjchem-47 115 1 the the DET eurjchem-47 115 2     SPACE eurjchem-47 115 3 yields yield NOUN eurjchem-47 115 4     SPACE eurjchem-47 115 5 of of ADP eurjchem-47 115 6     SPACE eurjchem-47 115 7 5a­e 5a­e NUM eurjchem-47 115 8     SPACE eurjchem-47 115 9 were be AUX eurjchem-47 115 10 : : PUNCT eurjchem-47 115 11     SPACE eurjchem-47 115 12 80 80 NUM eurjchem-47 115 13 % % NOUN eurjchem-47 115 14 , , PUNCT eurjchem-47 115 15     SPACE eurjchem-47 115 16 86 86 NUM eurjchem-47 115 17 % % NOUN eurjchem-47 115 18 , , PUNCT eurjchem-47 115 19     SPACE eurjchem-47 115 20 82 82 NUM eurjchem-47 115 21 % % NOUN eurjchem-47 115 22 , , PUNCT eurjchem-47 115 23     SPACE eurjchem-47 115 24 78 78 NUM eurjchem-47 115 25 % % NOUN eurjchem-47 115 26     SPACE eurjchem-47 115 27 and and CCONJ eurjchem-47 115 28     SPACE eurjchem-47 115 29 90 90 NUM eurjchem-47 115 30 % % NOUN eurjchem-47 115 31 , , PUNCT eurjchem-47 115 32     SPACE eurjchem-47 115 33 respectively respectively ADV eurjchem-47 115 34 . . PUNCT eurjchem-47 115 35     SPACE eurjchem-47 116 1 the the DET eurjchem-47 116 2     SPACE eurjchem-47 116 3 ir ir VERB eurjchem-47 116 4     SPACE eurjchem-47 116 5 ( ( PUNCT eurjchem-47 116 6 liquid liquid NOUN eurjchem-47 116 7     SPACE eurjchem-47 116 8 film film NOUN eurjchem-47 116 9 , , PUNCT eurjchem-47 116 10     SPACE eurjchem-47 116 11 cm1 cm1 PROPN eurjchem-47 116 12 ) ) PUNCT eurjchem-47 116 13     SPACE eurjchem-47 116 14 spectra spectra NOUN eurjchem-47 116 15     SPACE eurjchem-47 116 16 of of ADP eurjchem-47 116 17     SPACE eurjchem-47 116 18 5a­e 5a­e NUM eurjchem-47 116 19     SPACE eurjchem-47 116 20 showed show VERB eurjchem-47 116 21     SPACE eurjchem-47 116 22 bands band NOUN eurjchem-47 116 23     SPACE eurjchem-47 116 24 at at ADP eurjchem-47 116 25     SPACE eurjchem-47 116 26 1725‐1747 1725‐1747 NUM eurjchem-47 116 27     SPACE eurjchem-47 116 28 ( ( PUNCT eurjchem-47 116 29 c c NOUN eurjchem-47 116 30 = = SYM eurjchem-47 116 31 o o NOUN eurjchem-47 116 32 , , PUNCT eurjchem-47 116 33     SPACE eurjchem-47 116 34 acetoxy acetoxy NOUN eurjchem-47 116 35     SPACE eurjchem-47 116 36 and and CCONJ eurjchem-47 116 37     SPACE eurjchem-47 116 38 ester ester NOUN eurjchem-47 116 39 ) ) PUNCT eurjchem-47 116 40 , , PUNCT eurjchem-47 116 41     SPACE eurjchem-47 116 42 1644‐ 1644‐ NUM eurjchem-47 116 43 1651 1651 NUM eurjchem-47 116 44     SPACE eurjchem-47 116 45 ( ( PUNCT eurjchem-47 116 46 c c NOUN eurjchem-47 116 47 = = SYM eurjchem-47 116 48 o o NOUN eurjchem-47 116 49 , , PUNCT eurjchem-47 116 50     SPACE eurjchem-47 116 51 amide amide NOUN eurjchem-47 116 52 ) ) PUNCT eurjchem-47 116 53     SPACE eurjchem-47 116 54 and and CCONJ eurjchem-47 116 55     SPACE eurjchem-47 116 56 absence absence NOUN eurjchem-47 116 57     SPACE eurjchem-47 116 58 of of ADP eurjchem-47 116 59     SPACE eurjchem-47 116 60 oh oh NOUN eurjchem-47 116 61     SPACE eurjchem-47 116 62 band band NOUN eurjchem-47 116 63     SPACE eurjchem-47 116 64 at at ADP eurjchem-47 116 65     SPACE eurjchem-47 116 66 3325‐3335 3325‐3335 NUM eurjchem-47 116 67     SPACE eurjchem-47 116 68 cm‐1 cm‐1 NOUN eurjchem-47 116 69 . . PUNCT eurjchem-47 116 70         SPACE eurjchem-47 116 71 aboul­enein aboul­enein ADJ eurjchem-47 116 72     SPACE eurjchem-47 116 73 et et NOUN eurjchem-47 116 74     SPACE eurjchem-47 116 75 al al PROPN eurjchem-47 116 76 . . PROPN eurjchem-47 116 77     SPACE eurjchem-47 116 78 / / SYM eurjchem-47 116 79     SPACE eurjchem-47 116 80 european european ADJ eurjchem-47 116 81     SPACE eurjchem-47 116 82 journal journal NOUN eurjchem-47 116 83     SPACE eurjchem-47 116 84 of of ADP eurjchem-47 116 85     SPACE eurjchem-47 116 86 chemistry chemistry NOUN eurjchem-47 116 87     SPACE eurjchem-47 116 88 1 1 NUM eurjchem-47 116 89     SPACE eurjchem-47 116 90 ( ( PUNCT eurjchem-47 116 91 2 2 NUM eurjchem-47 116 92 ) ) PUNCT eurjchem-47 116 93     SPACE eurjchem-47 116 94 ( ( PUNCT eurjchem-47 116 95 2010 2010 NUM eurjchem-47 116 96 ) ) PUNCT eurjchem-47 116 97     SPACE eurjchem-47 116 98 102­109 102­109 NUM eurjchem-47 116 99     SPACE eurjchem-47 116 100 105 105 NUM eurjchem-47 116 101         SPACE eurjchem-47 116 102 scheme scheme NOUN eurjchem-47 116 103     SPACE eurjchem-47 116 104 2 2 NUM eurjchem-47 116 105     SPACE eurjchem-47 116 106 a a DET eurjchem-47 116 107     SPACE eurjchem-47 116 108 solution solution NOUN eurjchem-47 116 109     SPACE eurjchem-47 116 110 of of ADP eurjchem-47 116 111     SPACE eurjchem-47 116 112 0.01 0.01 NUM eurjchem-47 116 113     SPACE eurjchem-47 116 114 mol mol NOUN eurjchem-47 116 115     SPACE eurjchem-47 116 116 of of ADP eurjchem-47 116 117     SPACE eurjchem-47 116 118 5a­e 5a­e NUM eurjchem-47 116 119     SPACE eurjchem-47 116 120 in in ADP eurjchem-47 116 121     SPACE eurjchem-47 116 122 30 30 NUM eurjchem-47 116 123     SPACE eurjchem-47 116 124 ml ml NOUN eurjchem-47 116 125     SPACE eurjchem-47 116 126 of of ADP eurjchem-47 116 127     SPACE eurjchem-47 116 128 freshly freshly ADV eurjchem-47 116 129     SPACE eurjchem-47 116 130 distilled distil VERB eurjchem-47 116 131     SPACE eurjchem-47 116 132 tetrahydrofuran tetrahydrofuran NOUN eurjchem-47 116 133     SPACE eurjchem-47 116 134 was be AUX eurjchem-47 116 135     SPACE eurjchem-47 116 136 stirred stir VERB eurjchem-47 116 137     SPACE eurjchem-47 116 138 at at ADP eurjchem-47 116 139     SPACE eurjchem-47 116 140 room room NOUN eurjchem-47 116 141     SPACE eurjchem-47 116 142 temperature temperature NOUN eurjchem-47 116 143     SPACE eurjchem-47 116 144 for for ADP eurjchem-47 116 145     SPACE eurjchem-47 116 146 2‐3h 2‐3h PROPN eurjchem-47 116 147     SPACE eurjchem-47 116 148 in in ADP eurjchem-47 116 149     SPACE eurjchem-47 116 150 the the DET eurjchem-47 116 151     SPACE eurjchem-47 116 152 presence presence NOUN eurjchem-47 116 153     SPACE eurjchem-47 116 154 of of ADP eurjchem-47 116 155     SPACE eurjchem-47 116 156 1.49 1.49 NUM eurjchem-47 116 157     SPACE eurjchem-47 116 158 ml ml NOUN eurjchem-47 116 159     SPACE eurjchem-47 116 160 ( ( PUNCT eurjchem-47 116 161 1.52 1.52 NUM eurjchem-47 116 162     SPACE eurjchem-47 116 163 g g NOUN eurjchem-47 116 164 , , PUNCT eurjchem-47 116 165     SPACE eurjchem-47 116 166 0.01 0.01 NUM eurjchem-47 116 167     SPACE eurjchem-47 116 168 mol mol NOUN eurjchem-47 116 169 ) ) PUNCT eurjchem-47 116 170     SPACE eurjchem-47 116 171 of of ADP eurjchem-47 116 172     SPACE eurjchem-47 116 173 1,8‐diazabicyclo‐ 1,8‐diazabicyclo‐ NOUN eurjchem-47 117 1 [ [ X eurjchem-47 117 2 5.4.0]undec‐7‐ene 5.4.0]undec‐7‐ene NUM eurjchem-47 117 3     SPACE eurjchem-47 117 4 ( ( PUNCT eurjchem-47 117 5 dbu dbu PROPN eurjchem-47 117 6 ) ) PUNCT eurjchem-47 117 7 . . PUNCT eurjchem-47 117 8     SPACE eurjchem-47 118 1 the the DET eurjchem-47 118 2     SPACE eurjchem-47 118 3 reaction reaction NOUN eurjchem-47 118 4     SPACE eurjchem-47 118 5 mixture mixture NOUN eurjchem-47 118 6     SPACE eurjchem-47 118 7 was be AUX eurjchem-47 118 8     SPACE eurjchem-47 118 9 evaporated evaporate VERB eurjchem-47 118 10     SPACE eurjchem-47 118 11 under under ADP eurjchem-47 118 12     SPACE eurjchem-47 118 13 vacuum vacuum NOUN eurjchem-47 118 14 . . PUNCT eurjchem-47 118 15     SPACE eurjchem-47 119 1 the the DET eurjchem-47 119 2     SPACE eurjchem-47 119 3 residue residue NOUN eurjchem-47 119 4     SPACE eurjchem-47 119 5 was be AUX eurjchem-47 119 6     SPACE eurjchem-47 119 7 diluted dilute VERB eurjchem-47 119 8     SPACE eurjchem-47 119 9 with with ADP eurjchem-47 119 10     SPACE eurjchem-47 119 11 water water NOUN eurjchem-47 119 12 , , PUNCT eurjchem-47 119 13     SPACE eurjchem-47 119 14 acidified acidify VERB eurjchem-47 119 15     SPACE eurjchem-47 119 16 with with ADP eurjchem-47 119 17     SPACE eurjchem-47 119 18 hydrochloric hydrochloric ADJ eurjchem-47 119 19     SPACE eurjchem-47 119 20 acid acid NOUN eurjchem-47 119 21     SPACE eurjchem-47 119 22 ( ( PUNCT eurjchem-47 119 23 1 1 NUM eurjchem-47 119 24     SPACE eurjchem-47 119 25 n n CCONJ eurjchem-47 119 26 ) ) PUNCT eurjchem-47 119 27     SPACE eurjchem-47 119 28 and and CCONJ eurjchem-47 119 29     SPACE eurjchem-47 119 30 extracted extract VERB eurjchem-47 119 31     SPACE eurjchem-47 119 32 with with ADP eurjchem-47 119 33     SPACE eurjchem-47 119 34 diethyl diethyl NOUN eurjchem-47 119 35     SPACE eurjchem-47 119 36 ether ether NOUN eurjchem-47 119 37     SPACE eurjchem-47 119 38 ( ( PUNCT eurjchem-47 119 39 3x25 3x25 NOUN eurjchem-47 119 40     SPACE eurjchem-47 119 41 ml ml NOUN eurjchem-47 119 42 ) ) PUNCT eurjchem-47 119 43 . . PUNCT eurjchem-47 119 44     SPACE eurjchem-47 120 1 the the DET eurjchem-47 120 2     SPACE eurjchem-47 120 3 organic organic ADJ eurjchem-47 120 4     SPACE eurjchem-47 120 5 layers layer NOUN eurjchem-47 120 6     SPACE eurjchem-47 120 7 were be AUX eurjchem-47 120 8     SPACE eurjchem-47 120 9 separated separate VERB eurjchem-47 120 10 , , PUNCT eurjchem-47 120 11     SPACE eurjchem-47 120 12 dried dry VERB eurjchem-47 120 13     SPACE eurjchem-47 120 14 ( ( PUNCT eurjchem-47 120 15 mgso4 mgso4 PROPN eurjchem-47 120 16 ) ) PUNCT eurjchem-47 120 17     SPACE eurjchem-47 120 18 and and CCONJ eurjchem-47 120 19     SPACE eurjchem-47 120 20 evaporated evaporate VERB eurjchem-47 120 21     SPACE eurjchem-47 120 22 under under ADP eurjchem-47 120 23     SPACE eurjchem-47 120 24 vacuum vacuum NOUN eurjchem-47 120 25     SPACE eurjchem-47 120 26 to to PART eurjchem-47 120 27     SPACE eurjchem-47 120 28 afford afford VERB eurjchem-47 120 29     SPACE eurjchem-47 120 30 1‐ 1‐ NUM eurjchem-47 120 31 acetyl‐5‐benzyl acetyl‐5‐benzyl NOUN eurjchem-47 120 32     SPACE eurjchem-47 120 33 or or CCONJ eurjchem-47 120 34     SPACE eurjchem-47 120 35 5‐(4‐alkoxy‐benzyl)‐2,5‐dihydro‐1h‐ 5‐(4‐alkoxy‐benzyl)‐2,5‐dihydro‐1h‐ NOUN eurjchem-47 120 36 pyrrole‐3‐carboxylic pyrrole‐3‐carboxylic NOUN eurjchem-47 120 37     SPACE eurjchem-47 120 38 acid acid NOUN eurjchem-47 120 39     SPACE eurjchem-47 120 40 ethyl ethyl PROPN eurjchem-47 120 41     SPACE eurjchem-47 120 42 ester ester NOUN eurjchem-47 120 43     SPACE eurjchem-47 120 44 ( ( PUNCT eurjchem-47 120 45 6a­e 6a­e PROPN eurjchem-47 120 46 ) ) PUNCT eurjchem-47 120 47     SPACE eurjchem-47 120 48 as as ADP eurjchem-47 120 49     SPACE eurjchem-47 120 50 yellowish yellowish NOUN eurjchem-47 120 51     SPACE eurjchem-47 120 52 brown brown ADJ eurjchem-47 120 53     SPACE eurjchem-47 120 54 oils oil NOUN eurjchem-47 120 55 , , PUNCT eurjchem-47 120 56     SPACE eurjchem-47 120 57 which which PRON eurjchem-47 120 58     SPACE eurjchem-47 120 59 were be AUX eurjchem-47 120 60     SPACE eurjchem-47 120 61 pure pure ADJ eurjchem-47 120 62     SPACE eurjchem-47 120 63 enough enough ADJ eurjchem-47 120 64     SPACE eurjchem-47 120 65 to to PART eurjchem-47 120 66     SPACE eurjchem-47 120 67 be be AUX eurjchem-47 120 68     SPACE eurjchem-47 120 69 used use VERB eurjchem-47 120 70     SPACE eurjchem-47 120 71 in in ADP eurjchem-47 120 72     SPACE eurjchem-47 120 73 the the DET eurjchem-47 120 74     SPACE eurjchem-47 120 75 next next ADJ eurjchem-47 120 76     SPACE eurjchem-47 120 77 step step NOUN eurjchem-47 120 78 . . PUNCT eurjchem-47 120 79     SPACE eurjchem-47 121 1 the the DET eurjchem-47 121 2     SPACE eurjchem-47 121 3 yields yield NOUN eurjchem-47 121 4     SPACE eurjchem-47 121 5 of of ADP eurjchem-47 121 6     SPACE eurjchem-47 121 7 6a­e 6a­e NOUN eurjchem-47 121 8     SPACE eurjchem-47 121 9 were be AUX eurjchem-47 121 10 : : PUNCT eurjchem-47 121 11     SPACE eurjchem-47 121 12 78 78 NUM eurjchem-47 121 13 % % NOUN eurjchem-47 121 14 , , PUNCT eurjchem-47 121 15     SPACE eurjchem-47 121 16 80 80 NUM eurjchem-47 121 17 % % NOUN eurjchem-47 121 18 , , PUNCT eurjchem-47 121 19     SPACE eurjchem-47 121 20 67 67 NUM eurjchem-47 121 21 % % NOUN eurjchem-47 121 22 , , PUNCT eurjchem-47 121 23     SPACE eurjchem-47 121 24 82 82 NUM eurjchem-47 121 25 % % NOUN eurjchem-47 121 26     SPACE eurjchem-47 121 27 and and CCONJ eurjchem-47 121 28     SPACE eurjchem-47 121 29 81 81 NUM eurjchem-47 121 30 % % NOUN eurjchem-47 121 31 , , PUNCT eurjchem-47 121 32     SPACE eurjchem-47 121 33 respectively respectively ADV eurjchem-47 121 34 . . PUNCT eurjchem-47 121 35       SPACE eurjchem-47 121 36 a a DET eurjchem-47 121 37     SPACE eurjchem-47 121 38 solution solution NOUN eurjchem-47 121 39     SPACE eurjchem-47 121 40 of of ADP eurjchem-47 121 41     SPACE eurjchem-47 121 42 0.01 0.01 NUM eurjchem-47 121 43     SPACE eurjchem-47 121 44 mol mol NOUN eurjchem-47 121 45     SPACE eurjchem-47 121 46 of of ADP eurjchem-47 121 47     SPACE eurjchem-47 121 48 1‐acetyl‐5‐benzyl 1‐acetyl‐5‐benzyl NUM eurjchem-47 121 49     SPACE eurjchem-47 121 50 or or CCONJ eurjchem-47 121 51     SPACE eurjchem-47 121 52 5‐(4‐alkoxy‐ 5‐(4‐alkoxy‐ NUM eurjchem-47 121 53 benzyl)‐2,5‐dihydro‐1h‐pyrrole‐3‐carboxylic benzyl)‐2,5‐dihydro‐1h‐pyrrole‐3‐carboxylic PROPN eurjchem-47 121 54     SPACE eurjchem-47 121 55 acid acid NOUN eurjchem-47 121 56     SPACE eurjchem-47 121 57 ethyl ethyl NOUN eurjchem-47 121 58     SPACE eurjchem-47 121 59 ester ester NOUN eurjchem-47 121 60     SPACE eurjchem-47 121 61 ( ( PUNCT eurjchem-47 121 62 6a­e 6a­e PROPN eurjchem-47 121 63 ) ) PUNCT eurjchem-47 121 64     SPACE eurjchem-47 121 65 in in ADP eurjchem-47 121 66     SPACE eurjchem-47 121 67 150 150 NUM eurjchem-47 121 68     SPACE eurjchem-47 121 69 ml ml NOUN eurjchem-47 121 70     SPACE eurjchem-47 121 71 of of ADP eurjchem-47 121 72     SPACE eurjchem-47 121 73 ethanol ethanol NOUN eurjchem-47 121 74     SPACE eurjchem-47 121 75 95 95 NUM eurjchem-47 121 76 % % NOUN eurjchem-47 121 77     SPACE eurjchem-47 121 78 was be AUX eurjchem-47 121 79     SPACE eurjchem-47 121 80 hydrogenated hydrogenate VERB eurjchem-47 121 81     SPACE eurjchem-47 121 82 at at ADP eurjchem-47 121 83     SPACE eurjchem-47 121 84 room room NOUN eurjchem-47 121 85     SPACE eurjchem-47 121 86 temperature temperature NOUN eurjchem-47 121 87     SPACE eurjchem-47 121 88 and and CCONJ eurjchem-47 121 89     SPACE eurjchem-47 121 90 normal normal ADJ eurjchem-47 121 91     SPACE eurjchem-47 121 92 pressure pressure NOUN eurjchem-47 121 93     SPACE eurjchem-47 121 94 for for ADP eurjchem-47 121 95     SPACE eurjchem-47 121 96 48 48 NUM eurjchem-47 121 97     SPACE eurjchem-47 121 98 h h NOUN eurjchem-47 121 99 , , PUNCT eurjchem-47 121 100     SPACE eurjchem-47 121 101 using use VERB eurjchem-47 121 102     SPACE eurjchem-47 121 103 0.23 0.23 NUM eurjchem-47 121 104     SPACE eurjchem-47 121 105 g g NOUN eurjchem-47 121 106     SPACE eurjchem-47 121 107 ( ( PUNCT eurjchem-47 121 108 0.001 0.001 NUM eurjchem-47 121 109     SPACE eurjchem-47 121 110 mol mol NOUN eurjchem-47 121 111 ) ) PUNCT eurjchem-47 121 112     SPACE eurjchem-47 121 113 of of ADP eurjchem-47 121 114     SPACE eurjchem-47 121 115 platinum platinum NOUN eurjchem-47 121 116     SPACE eurjchem-47 121 117 iv iv NUM eurjchem-47 121 118     SPACE eurjchem-47 121 119 oxide oxide NOUN eurjchem-47 121 120 . . PUNCT eurjchem-47 121 121     SPACE eurjchem-47 122 1 then then ADV eurjchem-47 122 2 , , PUNCT eurjchem-47 122 3     SPACE eurjchem-47 122 4 the the DET eurjchem-47 122 5     SPACE eurjchem-47 122 6 catalyst catalyst NOUN eurjchem-47 122 7     SPACE eurjchem-47 122 8 was be AUX eurjchem-47 122 9     SPACE eurjchem-47 122 10 filtered filter VERB eurjchem-47 122 11     SPACE eurjchem-47 122 12 off off ADP eurjchem-47 122 13     SPACE eurjchem-47 122 14 and and CCONJ eurjchem-47 122 15     SPACE eurjchem-47 122 16 ethanol ethanol NOUN eurjchem-47 122 17     SPACE eurjchem-47 122 18 was be AUX eurjchem-47 122 19     SPACE eurjchem-47 122 20 evaporated evaporate VERB eurjchem-47 122 21     SPACE eurjchem-47 122 22 under under ADP eurjchem-47 122 23     SPACE eurjchem-47 122 24 vacuum vacuum NOUN eurjchem-47 122 25     SPACE eurjchem-47 122 26 to to PART eurjchem-47 122 27     SPACE eurjchem-47 122 28 afford afford VERB eurjchem-47 122 29     SPACE eurjchem-47 122 30 1‐acetyl‐5‐ 1‐acetyl‐5‐ NUM eurjchem-47 122 31 benzyl benzyl NOUN eurjchem-47 122 32     SPACE eurjchem-47 122 33 or or CCONJ eurjchem-47 122 34     SPACE eurjchem-47 122 35 5‐(4‐alkoxy‐benzyl)‐pyrrolidine‐3‐carboxylic 5‐(4‐alkoxy‐benzyl)‐pyrrolidine‐3‐carboxylic ADJ eurjchem-47 122 36     SPACE eurjchem-47 122 37 acid acid NOUN eurjchem-47 122 38     SPACE eurjchem-47 122 39 ethyl ethyl NOUN eurjchem-47 122 40     SPACE eurjchem-47 122 41 esters ester NOUN eurjchem-47 122 42     SPACE eurjchem-47 122 43 ( ( PUNCT eurjchem-47 122 44 7a­e 7a­e NUM eurjchem-47 122 45 ) ) PUNCT eurjchem-47 122 46     SPACE eurjchem-47 122 47 as as ADP eurjchem-47 122 48     SPACE eurjchem-47 122 49 yellow yellow ADJ eurjchem-47 122 50     SPACE eurjchem-47 122 51 oils oil NOUN eurjchem-47 122 52 , , PUNCT eurjchem-47 122 53     SPACE eurjchem-47 122 54 which which PRON eurjchem-47 122 55     SPACE eurjchem-47 122 56 were be AUX eurjchem-47 122 57     SPACE eurjchem-47 122 58 purified purify VERB eurjchem-47 122 59     SPACE eurjchem-47 122 60 by by ADP eurjchem-47 122 61     SPACE eurjchem-47 122 62 column column NOUN eurjchem-47 122 63     SPACE eurjchem-47 122 64 chromatography chromatography NOUN eurjchem-47 122 65     SPACE eurjchem-47 122 66 using use VERB eurjchem-47 122 67     SPACE eurjchem-47 122 68 petroleum‐ether petroleum‐ether ADV eurjchem-47 122 69     SPACE eurjchem-47 122 70 ( ( PUNCT eurjchem-47 122 71 40‐60 40‐60 NOUN eurjchem-47 122 72     SPACE eurjchem-47 122 73 oc oc PROPN eurjchem-47 122 74 ): ): PUNCT eurjchem-47 122 75     SPACE eurjchem-47 122 76 ethyl ethyl PROPN eurjchem-47 122 77     SPACE eurjchem-47 122 78 acetate acetate NOUN eurjchem-47 122 79     SPACE eurjchem-47 122 80 ( ( PUNCT eurjchem-47 122 81 9:1 9:1 NUM eurjchem-47 122 82 ) ) PUNCT eurjchem-47 122 83 . . PUNCT eurjchem-47 122 84           SPACE eurjchem-47 123 1 2.1.3.1 2.1.3.1 PROPN eurjchem-47 123 2 . . PUNCT eurjchem-47 123 3     SPACE eurjchem-47 123 4 1­acetyl­5­benzyl­pyrrolidine­3­carboxylic 1­acetyl­5­benzyl­pyrrolidine­3­carboxylic NUM eurjchem-47 123 5     SPACE eurjchem-47 123 6 acid acid NOUN eurjchem-47 123 7     SPACE eurjchem-47 123 8 ethyl ethyl PROPN eurjchem-47 123 9     SPACE eurjchem-47 123 10 ester ester NOUN eurjchem-47 123 11     SPACE eurjchem-47 123 12 ( ( PUNCT eurjchem-47 123 13 7a 7a NUM eurjchem-47 123 14 ) ) PUNCT eurjchem-47 123 15         SPACE eurjchem-47 123 16 yield yield NOUN eurjchem-47 123 17     SPACE eurjchem-47 123 18 88 88 NUM eurjchem-47 123 19 % % NOUN eurjchem-47 123 20 . . PUNCT eurjchem-47 123 21     SPACE eurjchem-47 123 22 ir ir VERB eurjchem-47 123 23     SPACE eurjchem-47 123 24 ( ( PUNCT eurjchem-47 123 25 liquid liquid NOUN eurjchem-47 123 26     SPACE eurjchem-47 123 27 film film NOUN eurjchem-47 123 28 , , PUNCT eurjchem-47 123 29     SPACE eurjchem-47 123 30 cm‐1 cm‐1 NOUN eurjchem-47 123 31 ): ): PUNCT eurjchem-47 123 32     SPACE eurjchem-47 123 33 1729 1729 NUM eurjchem-47 123 34     SPACE eurjchem-47 123 35 ( ( PUNCT eurjchem-47 123 36 c c NOUN eurjchem-47 123 37 = = SYM eurjchem-47 123 38 o o NOUN eurjchem-47 123 39 , , PUNCT eurjchem-47 123 40     SPACE eurjchem-47 123 41 ester ester NOUN eurjchem-47 123 42 ) ) PUNCT eurjchem-47 123 43     SPACE eurjchem-47 123 44 and and CCONJ eurjchem-47 123 45     SPACE eurjchem-47 123 46 1634 1634 NUM eurjchem-47 123 47     SPACE eurjchem-47 123 48 ( ( PUNCT eurjchem-47 123 49 c c NOUN eurjchem-47 123 50 = = SYM eurjchem-47 123 51 o o NOUN eurjchem-47 123 52 , , PUNCT eurjchem-47 123 53     SPACE eurjchem-47 123 54 amide amide NOUN eurjchem-47 123 55 ) ) PUNCT eurjchem-47 123 56 . . PUNCT eurjchem-47 123 57     SPACE eurjchem-47 124 1 ei ei PROPN eurjchem-47 124 2 / / SYM eurjchem-47 124 3 ms ms PROPN eurjchem-47 124 4 , , PUNCT eurjchem-47 124 5     SPACE eurjchem-47 124 6 m m PROPN eurjchem-47 124 7 / / PROPN eurjchem-47 125 1 z z NOUN eurjchem-47 125 2     SPACE eurjchem-47 125 3 ( ( PUNCT eurjchem-47 125 4 % % INTJ eurjchem-47 125 5 ): ): PUNCT eurjchem-47 125 6     SPACE eurjchem-47 125 7 275 275 NUM eurjchem-47 125 8 , , PUNCT eurjchem-47 125 9     SPACE eurjchem-47 125 10 m+ m+ NUM eurjchem-47 125 11 , , PUNCT eurjchem-47 125 12     SPACE eurjchem-47 125 13 c16h21no3 c16h21no3 PROPN eurjchem-47 125 14 . . PUNCT eurjchem-47 125 15           SPACE eurjchem-47 126 1 2.1.3.2 2.1.3.2 PROPN eurjchem-47 126 2 . . PUNCT eurjchem-47 126 3     SPACE eurjchem-47 126 4 1­acetyl­5­(4­methoxy­benzyl)­ 1­acetyl­5­(4­methoxy­benzyl)­ NUM eurjchem-47 126 5     SPACE eurjchem-47 126 6 pyrrolidine­3­ pyrrolidine­3­ PUNCT eurjchem-47 126 7 carboxylic carboxylic NOUN eurjchem-47 126 8     SPACE eurjchem-47 126 9 acid acid NOUN eurjchem-47 126 10     SPACE eurjchem-47 126 11 ethyl ethyl PROPN eurjchem-47 126 12     SPACE eurjchem-47 126 13 ester ester NOUN eurjchem-47 126 14     SPACE eurjchem-47 126 15 ( ( PUNCT eurjchem-47 126 16 7b 7b NOUN eurjchem-47 126 17 ) ) PUNCT eurjchem-47 126 18         SPACE eurjchem-47 126 19 yield yield NOUN eurjchem-47 126 20     SPACE eurjchem-47 126 21 90 90 NUM eurjchem-47 126 22 % % NOUN eurjchem-47 126 23 . . PUNCT eurjchem-47 126 24     SPACE eurjchem-47 126 25 ir ir VERB eurjchem-47 126 26     SPACE eurjchem-47 126 27 ( ( PUNCT eurjchem-47 126 28 liquid liquid NOUN eurjchem-47 126 29     SPACE eurjchem-47 126 30 film film NOUN eurjchem-47 126 31 , , PUNCT eurjchem-47 126 32     SPACE eurjchem-47 126 33 cm‐1 cm‐1 NOUN eurjchem-47 126 34 ): ): PUNCT eurjchem-47 126 35     SPACE eurjchem-47 126 36 1731(c 1731(c PUNCT eurjchem-47 127 1 = = ADJ eurjchem-47 127 2 o o NOUN eurjchem-47 127 3 , , PUNCT eurjchem-47 127 4     SPACE eurjchem-47 127 5 ester ester NOUN eurjchem-47 127 6 ) ) PUNCT eurjchem-47 127 7     SPACE eurjchem-47 127 8 and and CCONJ eurjchem-47 127 9     SPACE eurjchem-47 127 10 1637 1637 NUM eurjchem-47 127 11     SPACE eurjchem-47 127 12 ( ( PUNCT eurjchem-47 127 13 c c NOUN eurjchem-47 127 14 = = SYM eurjchem-47 127 15 o o NOUN eurjchem-47 127 16 , , PUNCT eurjchem-47 127 17     SPACE eurjchem-47 127 18 amide amide NOUN eurjchem-47 127 19 ) ) PUNCT eurjchem-47 127 20 . . PUNCT eurjchem-47 127 21     SPACE eurjchem-47 128 1 ei ei PROPN eurjchem-47 128 2 / / SYM eurjchem-47 128 3 ms ms PROPN eurjchem-47 128 4 , , PUNCT eurjchem-47 128 5     SPACE eurjchem-47 128 6 m m PROPN eurjchem-47 128 7 / / PROPN eurjchem-47 129 1 z z NOUN eurjchem-47 129 2     SPACE eurjchem-47 129 3 ( ( PUNCT eurjchem-47 129 4 % % INTJ eurjchem-47 129 5 ): ): PUNCT eurjchem-47 129 6     SPACE eurjchem-47 129 7 306 306 NUM eurjchem-47 129 8 , , PUNCT eurjchem-47 129 9     SPACE eurjchem-47 129 10 m++1 m++1 PROPN eurjchem-47 129 11 , , PUNCT eurjchem-47 129 12     SPACE eurjchem-47 129 13 c17h23no4 c17h23no4 PROPN eurjchem-47 129 14 . . PUNCT eurjchem-47 129 15     SPACE eurjchem-47 129 16 2.1.3.3 2.1.3.3 NUM eurjchem-47 129 17 . . PUNCT eurjchem-47 129 18     SPACE eurjchem-47 130 1 1­acetyl­5­(4­ethoxy­benzyl)­pyrrolidine­3­ 1­acetyl­5­(4­ethoxy­benzyl)­pyrrolidine­3­ NUM eurjchem-47 130 2 carboxylic carboxylic NOUN eurjchem-47 130 3     SPACE eurjchem-47 130 4 acid acid NOUN eurjchem-47 130 5     SPACE eurjchem-47 130 6 ethyl ethyl PROPN eurjchem-47 130 7     SPACE eurjchem-47 130 8 ester ester NOUN eurjchem-47 130 9     SPACE eurjchem-47 130 10 ( ( PUNCT eurjchem-47 130 11 7c 7c NOUN eurjchem-47 130 12 ) ) PUNCT eurjchem-47 130 13         SPACE eurjchem-47 130 14 yield yield NOUN eurjchem-47 130 15     SPACE eurjchem-47 130 16 87 87 NUM eurjchem-47 130 17 % % NOUN eurjchem-47 130 18 .. .. PUNCT eurjchem-47 130 19     SPACE eurjchem-47 130 20 ir ir VERB eurjchem-47 130 21     SPACE eurjchem-47 130 22 ( ( PUNCT eurjchem-47 130 23 liquid liquid NOUN eurjchem-47 130 24     SPACE eurjchem-47 130 25 film film NOUN eurjchem-47 130 26 , , PUNCT eurjchem-47 130 27     SPACE eurjchem-47 130 28 cm‐1):1729 cm‐1):1729 VERB eurjchem-47 130 29     SPACE eurjchem-47 130 30 ( ( PUNCT eurjchem-47 130 31 c c NOUN eurjchem-47 130 32 = = SYM eurjchem-47 130 33 o o NOUN eurjchem-47 130 34 , , PUNCT eurjchem-47 130 35     SPACE eurjchem-47 130 36 ester ester NOUN eurjchem-47 130 37 ) ) PUNCT eurjchem-47 130 38     SPACE eurjchem-47 130 39 and and CCONJ eurjchem-47 130 40     SPACE eurjchem-47 130 41 1646 1646 NUM eurjchem-47 130 42     SPACE eurjchem-47 130 43 ( ( PUNCT eurjchem-47 130 44 c c NOUN eurjchem-47 130 45 = = SYM eurjchem-47 130 46 o o NOUN eurjchem-47 130 47 , , PUNCT eurjchem-47 130 48     SPACE eurjchem-47 130 49 amide amide NOUN eurjchem-47 130 50 ) ) PUNCT eurjchem-47 130 51 . . PUNCT eurjchem-47 130 52     SPACE eurjchem-47 131 1 ei ei PROPN eurjchem-47 131 2 / / SYM eurjchem-47 131 3 ms ms PROPN eurjchem-47 131 4 , , PUNCT eurjchem-47 131 5     SPACE eurjchem-47 131 6 m m PROPN eurjchem-47 131 7 / / PROPN eurjchem-47 132 1 z z NOUN eurjchem-47 132 2     SPACE eurjchem-47 132 3 ( ( PUNCT eurjchem-47 132 4 % % INTJ eurjchem-47 132 5 ): ): PUNCT eurjchem-47 132 6     SPACE eurjchem-47 132 7 319 319 NUM eurjchem-47 132 8 , , PUNCT eurjchem-47 132 9     SPACE eurjchem-47 132 10 m+ m+ NUM eurjchem-47 132 11 , , PUNCT eurjchem-47 132 12     SPACE eurjchem-47 132 13 c18h25no4 c18h25no4 PROPN eurjchem-47 132 14 . . PUNCT eurjchem-47 132 15         SPACE eurjchem-47 133 1 2.1.3.4 2.1.3.4 NUM eurjchem-47 133 2 . . PUNCT eurjchem-47 133 3     SPACE eurjchem-47 133 4 1­acetyl­5­(4­n­propoxy­benzyl)­pyrrolidine­3­ 1­acetyl­5­(4­n­propoxy­benzyl)­pyrrolidine­3­ PROPN eurjchem-47 133 5 carboxylic carboxylic NOUN eurjchem-47 133 6     SPACE eurjchem-47 133 7 acid acid NOUN eurjchem-47 133 8     SPACE eurjchem-47 133 9 ethyl ethyl PROPN eurjchem-47 133 10     SPACE eurjchem-47 133 11 ester ester NOUN eurjchem-47 133 12     SPACE eurjchem-47 133 13 ( ( PUNCT eurjchem-47 133 14 7d 7d NUM eurjchem-47 133 15 ) ) PUNCT eurjchem-47 133 16         SPACE eurjchem-47 133 17 yield yield NOUN eurjchem-47 133 18     SPACE eurjchem-47 133 19 86 86 NUM eurjchem-47 133 20 % % NOUN eurjchem-47 133 21 . . PUNCT eurjchem-47 133 22     SPACE eurjchem-47 134 1 ir ir VERB eurjchem-47 134 2     SPACE eurjchem-47 134 3 ( ( PUNCT eurjchem-47 134 4 liquid liquid NOUN eurjchem-47 134 5     SPACE eurjchem-47 134 6 film film NOUN eurjchem-47 134 7 , , PUNCT eurjchem-47 134 8     SPACE eurjchem-47 134 9 cm‐1 cm‐1 NOUN eurjchem-47 134 10 ): ): PUNCT eurjchem-47 134 11     SPACE eurjchem-47 134 12 1730 1730 NUM eurjchem-47 134 13     SPACE eurjchem-47 134 14 ( ( PUNCT eurjchem-47 134 15 c c NOUN eurjchem-47 134 16 = = SYM eurjchem-47 134 17 o o NOUN eurjchem-47 134 18 , , PUNCT eurjchem-47 134 19     SPACE eurjchem-47 134 20 ester ester NOUN eurjchem-47 134 21 ) ) PUNCT eurjchem-47 134 22     SPACE eurjchem-47 134 23 and and CCONJ eurjchem-47 134 24     SPACE eurjchem-47 134 25 1642 1642 NUM eurjchem-47 134 26     SPACE eurjchem-47 134 27 ( ( PUNCT eurjchem-47 134 28 c c NOUN eurjchem-47 134 29 = = SYM eurjchem-47 134 30 o o NOUN eurjchem-47 134 31 , , PUNCT eurjchem-47 134 32     SPACE eurjchem-47 134 33 amide amide NOUN eurjchem-47 134 34 ) ) PUNCT eurjchem-47 134 35 . . PUNCT eurjchem-47 134 36     SPACE eurjchem-47 135 1 ei ei PROPN eurjchem-47 135 2 / / SYM eurjchem-47 135 3 ms ms PROPN eurjchem-47 135 4 , , PUNCT eurjchem-47 135 5     SPACE eurjchem-47 135 6 m m PROPN eurjchem-47 135 7 / / PROPN eurjchem-47 136 1 z z NOUN eurjchem-47 136 2     SPACE eurjchem-47 136 3 ( ( PUNCT eurjchem-47 136 4 % % INTJ eurjchem-47 136 5 ): ): PUNCT eurjchem-47 136 6     SPACE eurjchem-47 136 7 334 334 NUM eurjchem-47 136 8 , , PUNCT eurjchem-47 136 9     SPACE eurjchem-47 136 10 m++1 m++1 PROPN eurjchem-47 136 11 , , PUNCT eurjchem-47 136 12     SPACE eurjchem-47 136 13 c19h27no4 c19h27no4 PROPN eurjchem-47 136 14 . . PUNCT eurjchem-47 136 15         SPACE eurjchem-47 136 16 2.1.3.5 2.1.3.5 NUM eurjchem-47 136 17 . . PUNCT eurjchem-47 136 18     SPACE eurjchem-47 136 19 1­acetyl­5­(4­n­butoxy­benzyl)­ 1­acetyl­5­(4­n­butoxy­benzyl)­ NUM eurjchem-47 136 20     SPACE eurjchem-47 136 21 pyrrolidine­3­ pyrrolidine­3­ NUM eurjchem-47 136 22 carboxylic carboxylic NOUN eurjchem-47 136 23     SPACE eurjchem-47 136 24 acid acid NOUN eurjchem-47 136 25     SPACE eurjchem-47 136 26 ethyl ethyl PROPN eurjchem-47 136 27     SPACE eurjchem-47 136 28 ester ester NOUN eurjchem-47 136 29     SPACE eurjchem-47 136 30 ( ( PUNCT eurjchem-47 136 31 7e 7e NUM eurjchem-47 136 32 ) ) PUNCT eurjchem-47 136 33         SPACE eurjchem-47 136 34 yield yield NOUN eurjchem-47 136 35     SPACE eurjchem-47 136 36 88 88 NUM eurjchem-47 136 37 % % NOUN eurjchem-47 136 38 . . PUNCT eurjchem-47 136 39     SPACE eurjchem-47 137 1 ir ir VERB eurjchem-47 137 2     SPACE eurjchem-47 137 3 ( ( PUNCT eurjchem-47 137 4 liquid liquid NOUN eurjchem-47 137 5     SPACE eurjchem-47 137 6 film film NOUN eurjchem-47 137 7 , , PUNCT eurjchem-47 137 8     SPACE eurjchem-47 137 9 cm‐1 cm‐1 NOUN eurjchem-47 137 10 ): ): PUNCT eurjchem-47 137 11     SPACE eurjchem-47 137 12 1730 1730 NUM eurjchem-47 137 13     SPACE eurjchem-47 137 14 ( ( PUNCT eurjchem-47 137 15 c c NOUN eurjchem-47 137 16 = = SYM eurjchem-47 137 17 o o NOUN eurjchem-47 137 18 , , PUNCT eurjchem-47 137 19     SPACE eurjchem-47 137 20 ester ester NOUN eurjchem-47 137 21 ) ) PUNCT eurjchem-47 137 22     SPACE eurjchem-47 137 23 and and CCONJ eurjchem-47 137 24     SPACE eurjchem-47 137 25 1644 1644 NUM eurjchem-47 137 26     SPACE eurjchem-47 137 27 ( ( PUNCT eurjchem-47 137 28 c c NOUN eurjchem-47 137 29 = = SYM eurjchem-47 137 30 o o NOUN eurjchem-47 137 31 , , PUNCT eurjchem-47 137 32     SPACE eurjchem-47 137 33 amide amide NOUN eurjchem-47 137 34 ) ) PUNCT eurjchem-47 137 35 . . PUNCT eurjchem-47 137 36     SPACE eurjchem-47 138 1 ei ei PROPN eurjchem-47 138 2 / / SYM eurjchem-47 138 3 ms ms PROPN eurjchem-47 138 4 , , PUNCT eurjchem-47 138 5     SPACE eurjchem-47 138 6 m m PROPN eurjchem-47 138 7 / / PROPN eurjchem-47 139 1 z z NOUN eurjchem-47 139 2     SPACE eurjchem-47 139 3 ( ( PUNCT eurjchem-47 139 4 % % INTJ eurjchem-47 139 5 ): ): PUNCT eurjchem-47 139 6     SPACE eurjchem-47 139 7 348 348 NUM eurjchem-47 139 8 , , PUNCT eurjchem-47 139 9     SPACE eurjchem-47 139 10 m++1 m++1 PROPN eurjchem-47 139 11 , , PUNCT eurjchem-47 139 12     SPACE eurjchem-47 139 13 c20h29no4 c20h29no4 PROPN eurjchem-47 139 14 . . PUNCT eurjchem-47 139 15     SPACE eurjchem-47 139 16 1h 1h NUM eurjchem-47 139 17     SPACE eurjchem-47 139 18 nmr nmr NOUN eurjchem-47 139 19     SPACE eurjchem-47 139 20 ( ( PUNCT eurjchem-47 139 21 dmso‐d6 dmso‐d6 NOUN eurjchem-47 139 22 ) ) PUNCT eurjchem-47 139 23     SPACE eurjchem-47 140 1   NUM eurjchem-47 140 2     SPACE eurjchem-47 140 3 ppm ppm NOUN eurjchem-47 140 4     SPACE eurjchem-47 140 5 of of ADP eurjchem-47 140 6     SPACE eurjchem-47 140 7 7e 7e NOUN eurjchem-47 140 8     SPACE eurjchem-47 140 9 as as ADP eurjchem-47 140 10     SPACE eurjchem-47 140 11 a a DET eurjchem-47 140 12     SPACE eurjchem-47 140 13 representative representative NOUN eurjchem-47 140 14     SPACE eurjchem-47 140 15 example example NOUN eurjchem-47 140 16     SPACE eurjchem-47 140 17 of of ADP eurjchem-47 140 18     SPACE eurjchem-47 140 19 compounds compound NOUN eurjchem-47 140 20     SPACE eurjchem-47 140 21 7a­e 7a­e NUM eurjchem-47 140 22 : : PUNCT eurjchem-47 140 23     SPACE eurjchem-47 140 24 1h 1h NUM eurjchem-47 140 25     SPACE eurjchem-47 140 26 nmr nmr NOUN eurjchem-47 140 27     SPACE eurjchem-47 140 28 ( ( PUNCT eurjchem-47 140 29 dmso‐d6 dmso‐d6 NOUN eurjchem-47 140 30 ) ) PUNCT eurjchem-47 140 31     SPACE eurjchem-47 140 32   NUM eurjchem-47 140 33     SPACE eurjchem-47 140 34 ppm ppm NOUN eurjchem-47 140 35     SPACE eurjchem-47 140 36 of of ADP eurjchem-47 140 37     SPACE eurjchem-47 140 38 7e 7e NUM eurjchem-47 140 39 : : PUNCT eurjchem-47 140 40     SPACE eurjchem-47 140 41 0.93 0.93 NUM eurjchem-47 140 42     SPACE eurjchem-47 140 43 ( ( PUNCT eurjchem-47 140 44 t t PROPN eurjchem-47 140 45 , , PUNCT eurjchem-47 140 46     SPACE eurjchem-47 140 47 j= j= NOUN eurjchem-47 140 48     SPACE eurjchem-47 140 49 7.1 7.1 NUM eurjchem-47 140 50     SPACE eurjchem-47 140 51 hz hz VERB eurjchem-47 140 52 , , PUNCT eurjchem-47 140 53     SPACE eurjchem-47 140 54 3h 3h NUM eurjchem-47 140 55 , , PUNCT eurjchem-47 140 56     SPACE eurjchem-47 140 57 ch3‐(ch2 ch3‐(ch2 NOUN eurjchem-47 140 58 ) ) PUNCT eurjchem-47 140 59     SPACE eurjchem-47 140 60 3o 3o NUM eurjchem-47 140 61 ) ) PUNCT eurjchem-47 140 62 ; ; PUNCT eurjchem-47 140 63     SPACE eurjchem-47 140 64 1.25 1.25 NUM eurjchem-47 140 65     SPACE eurjchem-47 140 66 ( ( PUNCT eurjchem-47 140 67 t t PROPN eurjchem-47 140 68 , , PUNCT eurjchem-47 140 69     SPACE eurjchem-47 140 70 j=6.9 j=6.9 PROPN eurjchem-47 140 71     SPACE eurjchem-47 140 72 hz hz VERB eurjchem-47 140 73 , , PUNCT eurjchem-47 140 74     SPACE eurjchem-47 140 75 3h 3h NUM eurjchem-47 140 76 , , PUNCT eurjchem-47 140 77     SPACE eurjchem-47 140 78 cooch2ch3 cooch2ch3 ADJ eurjchem-47 140 79 ) ) PUNCT eurjchem-47 140 80 ; ; PUNCT eurjchem-47 140 81     SPACE eurjchem-47 140 82 1.41‐1.49 1.41‐1.49 NUM eurjchem-47 140 83     SPACE eurjchem-47 140 84 ( ( PUNCT eurjchem-47 140 85 m m PROPN eurjchem-47 140 86 , , PUNCT eurjchem-47 140 87     SPACE eurjchem-47 140 88 2h 2h NUM eurjchem-47 140 89 , , PUNCT eurjchem-47 140 90     SPACE eurjchem-47 140 91 ch3‐ch2‐(ch2)2o ch3‐ch2‐(ch2)2o NOUN eurjchem-47 140 92 ) ) PUNCT eurjchem-47 140 93 ; ; PUNCT eurjchem-47 140 94     SPACE eurjchem-47 140 95 1.69‐1.74 1.69‐1.74 NUM eurjchem-47 140 96     SPACE eurjchem-47 140 97 ( ( PUNCT eurjchem-47 140 98 m m PROPN eurjchem-47 140 99 , , PUNCT eurjchem-47 140 100     SPACE eurjchem-47 140 101 2h 2h NUM eurjchem-47 140 102 , , PUNCT eurjchem-47 140 103     SPACE eurjchem-47 140 104 ch3‐ ch3‐ NOUN eurjchem-47 140 105 ch2‐ch2‐ch2o ch2‐ch2‐ch2o NOUN eurjchem-47 140 106 ) ) PUNCT eurjchem-47 141 1 ; ; PUNCT eurjchem-47 141 2     SPACE eurjchem-47 141 3 2.02‐2.59 2.02‐2.59 NUM eurjchem-47 141 4     SPACE eurjchem-47 141 5 ( ( PUNCT eurjchem-47 141 6 m m PROPN eurjchem-47 141 7 , , PUNCT eurjchem-47 141 8     SPACE eurjchem-47 141 9 5h 5h NUM eurjchem-47 141 10 , , PUNCT eurjchem-47 141 11     SPACE eurjchem-47 141 12 ch3con ch3con NOUN eurjchem-47 141 13 , , PUNCT eurjchem-47 141 14     SPACE eurjchem-47 141 15 ch2‐chcooh ch2‐chcooh X eurjchem-47 141 16 ) ) PUNCT eurjchem-47 141 17 ; ; PUNCT eurjchem-47 141 18     SPACE eurjchem-47 141 19 2.78‐3.05 2.78‐3.05 NOUN eurjchem-47 141 20     SPACE eurjchem-47 141 21 ( ( PUNCT eurjchem-47 141 22 m m PROPN eurjchem-47 141 23 , , PUNCT eurjchem-47 141 24     SPACE eurjchem-47 141 25 3h 3h NUM eurjchem-47 141 26 , , PUNCT eurjchem-47 141 27     SPACE eurjchem-47 141 28 ph‐ch2 ph‐ch2 VERB eurjchem-47 141 29 , , PUNCT eurjchem-47 141 30     SPACE eurjchem-47 141 31 ch‐coo‐ ch‐coo‐ NOUN eurjchem-47 141 32     SPACE eurjchem-47 141 33 ch2ch3 ch2ch3 NOUN eurjchem-47 141 34 ) ) PUNCT eurjchem-47 141 35 ; ; PUNCT eurjchem-47 141 36     SPACE eurjchem-47 141 37 3.21‐3.73 3.21‐3.73 NUM eurjchem-47 141 38     SPACE eurjchem-47 141 39 ( ( PUNCT eurjchem-47 141 40 m m PROPN eurjchem-47 141 41 , , PUNCT eurjchem-47 141 42     SPACE eurjchem-47 141 43 3h 3h NUM eurjchem-47 141 44 , , PUNCT eurjchem-47 141 45     SPACE eurjchem-47 141 46 ch2‐n ch2‐n ADJ eurjchem-47 141 47 , , PUNCT eurjchem-47 141 48     SPACE eurjchem-47 141 49 n‐ch n‐ch NOUN eurjchem-47 141 50 ) ) PUNCT eurjchem-47 141 51 ; ; PUNCT eurjchem-47 141 52     SPACE eurjchem-47 141 53 3.90 3.90 NUM eurjchem-47 141 54     SPACE eurjchem-47 141 55 ( ( PUNCT eurjchem-47 141 56 t t PROPN eurjchem-47 141 57 , , PUNCT eurjchem-47 141 58     SPACE eurjchem-47 141 59 j= j= NOUN eurjchem-47 141 60     SPACE eurjchem-47 141 61 6.2hz 6.2hz PROPN eurjchem-47 141 62 , , PUNCT eurjchem-47 141 63     SPACE eurjchem-47 141 64 2h 2h NUM eurjchem-47 141 65 , , PUNCT eurjchem-47 141 66     SPACE eurjchem-47 141 67 ch3‐(ch2 ch3‐(ch2 NOUN eurjchem-47 141 68 ) ) PUNCT eurjchem-47 141 69     SPACE eurjchem-47 141 70 2‐ch2o 2‐ch2o NUM eurjchem-47 141 71 ) ) PUNCT eurjchem-47 141 72 ; ; PUNCT eurjchem-47 141 73     SPACE eurjchem-47 141 74 4.15 4.15 NUM eurjchem-47 141 75     SPACE eurjchem-47 141 76 ( ( PUNCT eurjchem-47 141 77 q q INTJ eurjchem-47 141 78 , , PUNCT eurjchem-47 141 79     SPACE eurjchem-47 141 80 j= j= VERB eurjchem-47 141 81     SPACE eurjchem-47 141 82 6.3 6.3 NUM eurjchem-47 141 83     SPACE eurjchem-47 141 84 hz hz VERB eurjchem-47 141 85 , , PUNCT eurjchem-47 141 86     SPACE eurjchem-47 141 87 2h 2h NUM eurjchem-47 141 88 , , PUNCT eurjchem-47 141 89     SPACE eurjchem-47 141 90 cooch2ch3 cooch2ch3 ADJ eurjchem-47 141 91 ) ) PUNCT eurjchem-47 141 92 ; ; PUNCT eurjchem-47 141 93     SPACE eurjchem-47 142 1 6.78(d 6.78(d NOUN eurjchem-47 142 2 , , PUNCT eurjchem-47 142 3     SPACE eurjchem-47 142 4 j= j= NOUN eurjchem-47 142 5     SPACE eurjchem-47 142 6 7.2 7.2 NUM eurjchem-47 142 7     SPACE eurjchem-47 142 8 hz hz VERB eurjchem-47 142 9 , , PUNCT eurjchem-47 142 10     SPACE eurjchem-47 142 11 2h 2h NUM eurjchem-47 142 12 , , PUNCT eurjchem-47 142 13     SPACE eurjchem-47 142 14 ar‐h ar‐h NOUN eurjchem-47 142 15 ) ) PUNCT eurjchem-47 142 16 ; ; PUNCT eurjchem-47 142 17     SPACE eurjchem-47 142 18 7.07 7.07 NUM eurjchem-47 142 19     SPACE eurjchem-47 142 20 ( ( PUNCT eurjchem-47 142 21 d d NOUN eurjchem-47 142 22 , , PUNCT eurjchem-47 142 23     SPACE eurjchem-47 142 24 j= j= NOUN eurjchem-47 142 25     SPACE eurjchem-47 142 26 7.2 7.2 NUM eurjchem-47 142 27     SPACE eurjchem-47 142 28 hz hz VERB eurjchem-47 142 29 , , PUNCT eurjchem-47 142 30     SPACE eurjchem-47 142 31 2h 2h NUM eurjchem-47 142 32 , , PUNCT eurjchem-47 142 33     SPACE eurjchem-47 142 34 ar‐h ar‐h NOUN eurjchem-47 142 35 ) ) PUNCT eurjchem-47 142 36 . . PUNCT eurjchem-47 142 37           SPACE eurjchem-47 143 1 2.1.4 2.1.4 NUM eurjchem-47 143 2 . . PUNCT eurjchem-47 143 3     SPACE eurjchem-47 143 4 general general ADJ eurjchem-47 143 5     SPACE eurjchem-47 143 6 procedure procedure NOUN eurjchem-47 143 7     SPACE eurjchem-47 143 8 for for ADP eurjchem-47 143 9     SPACE eurjchem-47 143 10 preparation preparation NOUN eurjchem-47 143 11     SPACE eurjchem-47 143 12 of of ADP eurjchem-47 143 13     SPACE eurjchem-47 143 14 1­acetyl 1­acetyl NUM eurjchem-47 143 15     SPACE eurjchem-47 143 16 ­5­ ­5­ ADJ eurjchem-47 143 17 benzyl benzyl NOUN eurjchem-47 143 18     SPACE eurjchem-47 143 19 or or CCONJ eurjchem-47 143 20     SPACE eurjchem-47 143 21 5­(4­alkoxy­benzyl)­pyrrolidine­3­carboxylic 5­(4­alkoxy­benzyl)­pyrrolidine­3­carboxylic ADJ eurjchem-47 143 22     SPACE eurjchem-47 143 23 acids acid NOUN eurjchem-47 143 24     SPACE eurjchem-47 143 25 ( ( PUNCT eurjchem-47 143 26 8a­e 8a­e NUM eurjchem-47 143 27 ) ) PUNCT eurjchem-47 143 28         SPACE eurjchem-47 143 29 to to ADP eurjchem-47 143 30     SPACE eurjchem-47 143 31 0.0143 0.0143 NUM eurjchem-47 143 32     SPACE eurjchem-47 143 33 mol mol NOUN eurjchem-47 143 34     SPACE eurjchem-47 143 35 of of ADP eurjchem-47 143 36     SPACE eurjchem-47 143 37 7a­e 7a­e NUM eurjchem-47 143 38     SPACE eurjchem-47 143 39 in in ADP eurjchem-47 143 40     SPACE eurjchem-47 143 41 ethanol ethanol NOUN eurjchem-47 143 42     SPACE eurjchem-47 143 43 ( ( PUNCT eurjchem-47 143 44 15 15 NUM eurjchem-47 143 45     SPACE eurjchem-47 143 46 ml ml NOUN eurjchem-47 143 47 ) ) PUNCT eurjchem-47 143 48 , , PUNCT eurjchem-47 143 49     SPACE eurjchem-47 143 50 14.3 14.3 NUM eurjchem-47 143 51     SPACE eurjchem-47 143 52 ml ml NOUN eurjchem-47 143 53     SPACE eurjchem-47 143 54 of of ADP eurjchem-47 143 55     SPACE eurjchem-47 143 56 lithium lithium NOUN eurjchem-47 143 57     SPACE eurjchem-47 143 58 hydroxide hydroxide NOUN eurjchem-47 143 59     SPACE eurjchem-47 143 60 solution solution NOUN eurjchem-47 143 61     SPACE eurjchem-47 143 62 ( ( PUNCT eurjchem-47 143 63 1.7 1.7 NUM eurjchem-47 143 64     SPACE eurjchem-47 143 65 n n CCONJ eurjchem-47 143 66 ) ) PUNCT eurjchem-47 143 67     SPACE eurjchem-47 143 68 was be AUX eurjchem-47 143 69     SPACE eurjchem-47 143 70 added add VERB eurjchem-47 143 71 . . PUNCT eurjchem-47 143 72     SPACE eurjchem-47 144 1 the the DET eurjchem-47 144 2     SPACE eurjchem-47 144 3 reaction reaction NOUN eurjchem-47 144 4     SPACE eurjchem-47 144 5 mixture mixture NOUN eurjchem-47 144 6     SPACE eurjchem-47 144 7 was be AUX eurjchem-47 144 8     SPACE eurjchem-47 144 9 stirred stir VERB eurjchem-47 144 10     SPACE eurjchem-47 144 11 for for ADP eurjchem-47 144 12     SPACE eurjchem-47 144 13 24 24 NUM eurjchem-47 144 14     SPACE eurjchem-47 144 15 h h NOUN eurjchem-47 144 16     SPACE eurjchem-47 144 17 at at ADP eurjchem-47 144 18     SPACE eurjchem-47 144 19 room room NOUN eurjchem-47 144 20     SPACE eurjchem-47 144 21 temperature temperature NOUN eurjchem-47 144 22     SPACE eurjchem-47 144 23 and and CCONJ eurjchem-47 144 24     SPACE eurjchem-47 144 25 evaporated evaporate VERB eurjchem-47 144 26     SPACE eurjchem-47 144 27 under under ADP eurjchem-47 144 28     SPACE eurjchem-47 144 29 reduced reduce VERB eurjchem-47 144 30     SPACE eurjchem-47 144 31 pressure pressure NOUN eurjchem-47 144 32 . . PUNCT eurjchem-47 144 33     SPACE eurjchem-47 145 1 the the DET eurjchem-47 145 2     SPACE eurjchem-47 145 3 residue residue NOUN eurjchem-47 145 4     SPACE eurjchem-47 145 5 was be AUX eurjchem-47 145 6     SPACE eurjchem-47 145 7 dissolved dissolve VERB eurjchem-47 145 8     SPACE eurjchem-47 145 9 106 106 NUM eurjchem-47 145 10     SPACE eurjchem-47 145 11 aboul­enein aboul­enein ADJ eurjchem-47 145 12     SPACE eurjchem-47 145 13 et et NOUN eurjchem-47 145 14     SPACE eurjchem-47 145 15 al al PROPN eurjchem-47 145 16 . . PROPN eurjchem-47 145 17     SPACE eurjchem-47 145 18 / / SYM eurjchem-47 145 19     SPACE eurjchem-47 145 20 european european ADJ eurjchem-47 145 21     SPACE eurjchem-47 145 22 journal journal NOUN eurjchem-47 145 23     SPACE eurjchem-47 145 24 of of ADP eurjchem-47 145 25     SPACE eurjchem-47 145 26 chemistry chemistry NOUN eurjchem-47 145 27     SPACE eurjchem-47 145 28 1 1 NUM eurjchem-47 145 29     SPACE eurjchem-47 145 30 ( ( PUNCT eurjchem-47 145 31 2 2 NUM eurjchem-47 145 32 ) ) PUNCT eurjchem-47 145 33     SPACE eurjchem-47 145 34 ( ( PUNCT eurjchem-47 145 35 2010 2010 NUM eurjchem-47 145 36 ) ) PUNCT eurjchem-47 145 37     SPACE eurjchem-47 146 1 102­109 102­109 NUM eurjchem-47 146 2         SPACE eurjchem-47 146 3 in in ADP eurjchem-47 146 4     SPACE eurjchem-47 146 5 water water NOUN eurjchem-47 146 6     SPACE eurjchem-47 146 7 and and CCONJ eurjchem-47 146 8     SPACE eurjchem-47 146 9 washed wash VERB eurjchem-47 146 10     SPACE eurjchem-47 146 11 with with ADP eurjchem-47 146 12     SPACE eurjchem-47 146 13 ethyl ethyl PROPN eurjchem-47 146 14     SPACE eurjchem-47 146 15 acetate acetate NOUN eurjchem-47 146 16 . . PUNCT eurjchem-47 146 17     SPACE eurjchem-47 147 1 the the DET eurjchem-47 147 2     SPACE eurjchem-47 147 3 aqueous aqueous ADJ eurjchem-47 147 4     SPACE eurjchem-47 147 5 layer layer NOUN eurjchem-47 147 6     SPACE eurjchem-47 147 7 was be AUX eurjchem-47 147 8     SPACE eurjchem-47 147 9 acidified acidify VERB eurjchem-47 147 10     SPACE eurjchem-47 147 11 with with ADP eurjchem-47 147 12     SPACE eurjchem-47 147 13 hydrochloric hydrochloric ADJ eurjchem-47 147 14     SPACE eurjchem-47 147 15 acid acid NOUN eurjchem-47 147 16     SPACE eurjchem-47 147 17 ( ( PUNCT eurjchem-47 147 18 1 1 NUM eurjchem-47 147 19     SPACE eurjchem-47 147 20 n n CCONJ eurjchem-47 147 21 ) ) PUNCT eurjchem-47 147 22 , , PUNCT eurjchem-47 147 23     SPACE eurjchem-47 147 24 extracted extract VERB eurjchem-47 147 25     SPACE eurjchem-47 147 26 with with ADP eurjchem-47 147 27     SPACE eurjchem-47 147 28 ethyl ethyl PROPN eurjchem-47 147 29     SPACE eurjchem-47 147 30 acetate acetate NOUN eurjchem-47 147 31 , , PUNCT eurjchem-47 147 32     SPACE eurjchem-47 147 33 dried dry VERB eurjchem-47 147 34     SPACE eurjchem-47 147 35 and and CCONJ eurjchem-47 147 36     SPACE eurjchem-47 147 37 evaporated evaporate VERB eurjchem-47 147 38     SPACE eurjchem-47 147 39 under under ADP eurjchem-47 147 40     SPACE eurjchem-47 147 41 reduced reduce VERB eurjchem-47 147 42     SPACE eurjchem-47 147 43 pressure pressure NOUN eurjchem-47 147 44     SPACE eurjchem-47 147 45 to to PART eurjchem-47 147 46     SPACE eurjchem-47 147 47 afford afford VERB eurjchem-47 147 48     SPACE eurjchem-47 147 49 8a­e 8a­e NUM eurjchem-47 147 50     SPACE eurjchem-47 147 51 as as ADP eurjchem-47 147 52     SPACE eurjchem-47 147 53 solids solid NOUN eurjchem-47 147 54     SPACE eurjchem-47 147 55 which which PRON eurjchem-47 147 56     SPACE eurjchem-47 147 57 were be AUX eurjchem-47 147 58     SPACE eurjchem-47 147 59 recrystallized recrystallize VERB eurjchem-47 147 60     SPACE eurjchem-47 147 61 from from ADP eurjchem-47 147 62     SPACE eurjchem-47 147 63 isopropanol isopropanol NOUN eurjchem-47 147 64 . . PUNCT eurjchem-47 147 65         SPACE eurjchem-47 148 1 2.1.4.1 2.1.4.1 NUM eurjchem-47 148 2 . . PUNCT eurjchem-47 148 3     SPACE eurjchem-47 148 4 1­acetyl­5­benzyl­pyrrolidine­3­carboxylic 1­acetyl­5­benzyl­pyrrolidine­3­carboxylic NUM eurjchem-47 148 5     SPACE eurjchem-47 148 6 acid acid NOUN eurjchem-47 148 7     SPACE eurjchem-47 148 8 ( ( PUNCT eurjchem-47 148 9 8a 8a NUM eurjchem-47 148 10 ) ) PUNCT eurjchem-47 148 11         SPACE eurjchem-47 148 12 yield yield NOUN eurjchem-47 148 13     SPACE eurjchem-47 148 14 87 87 NUM eurjchem-47 148 15 % % NOUN eurjchem-47 148 16 . . PUNCT eurjchem-47 148 17     SPACE eurjchem-47 149 1 m.p m.p PROPN eurjchem-47 149 2 . . PROPN eurjchem-47 149 3 : : PUNCT eurjchem-47 149 4     SPACE eurjchem-47 149 5 138‐140 138‐140 NUM eurjchem-47 149 6     SPACE eurjchem-47 149 7 oc oc PROPN eurjchem-47 149 8 . . PUNCT eurjchem-47 149 9     SPACE eurjchem-47 149 10 ir ir VERB eurjchem-47 149 11     SPACE eurjchem-47 149 12 ( ( PUNCT eurjchem-47 149 13 kbr kbr PROPN eurjchem-47 149 14 , , PUNCT eurjchem-47 149 15     SPACE eurjchem-47 149 16 cm‐1 cm‐1 NOUN eurjchem-47 149 17 ): ): PUNCT eurjchem-47 149 18     SPACE eurjchem-47 149 19 3300‐2700 3300‐2700 NUM eurjchem-47 149 20     SPACE eurjchem-47 149 21 ( ( PUNCT eurjchem-47 149 22 br br PROPN eurjchem-47 149 23 , , PUNCT eurjchem-47 149 24     SPACE eurjchem-47 149 25 oh oh NOUN eurjchem-47 149 26     SPACE eurjchem-47 149 27 carboxylic carboxylic NOUN eurjchem-47 149 28 ) ) PUNCT eurjchem-47 149 29 , , PUNCT eurjchem-47 149 30     SPACE eurjchem-47 149 31 1718 1718 NUM eurjchem-47 149 32     SPACE eurjchem-47 149 33 ( ( PUNCT eurjchem-47 149 34 c c NOUN eurjchem-47 149 35 = = SYM eurjchem-47 149 36 o o NOUN eurjchem-47 149 37 , , PUNCT eurjchem-47 149 38     SPACE eurjchem-47 149 39 acid acid NOUN eurjchem-47 149 40 ) ) PUNCT eurjchem-47 149 41     SPACE eurjchem-47 149 42 and and CCONJ eurjchem-47 149 43     SPACE eurjchem-47 149 44 1584 1584 NUM eurjchem-47 149 45     SPACE eurjchem-47 149 46 ( ( PUNCT eurjchem-47 149 47 c c NOUN eurjchem-47 149 48 = = SYM eurjchem-47 149 49 o o NOUN eurjchem-47 149 50 , , PUNCT eurjchem-47 149 51     SPACE eurjchem-47 149 52 amide amide NOUN eurjchem-47 149 53 ) ) PUNCT eurjchem-47 149 54 . . PUNCT eurjchem-47 149 55     SPACE eurjchem-47 150 1 1h 1h NUM eurjchem-47 150 2     SPACE eurjchem-47 150 3 nmr nmr NOUN eurjchem-47 150 4     SPACE eurjchem-47 150 5 ( ( PUNCT eurjchem-47 150 6 dmso‐d6 dmso‐d6 NOUN eurjchem-47 150 7 ) ) PUNCT eurjchem-47 150 8     SPACE eurjchem-47 150 9   NUM eurjchem-47 150 10     SPACE eurjchem-47 150 11 ppm ppm NOUN eurjchem-47 150 12 : : PUNCT eurjchem-47 150 13     SPACE eurjchem-47 150 14 2.00‐2.32 2.00‐2.32 NUM eurjchem-47 150 15     SPACE eurjchem-47 150 16 ( ( PUNCT eurjchem-47 150 17 s s PROPN eurjchem-47 150 18 , , PUNCT eurjchem-47 150 19     SPACE eurjchem-47 150 20 5h 5h NUM eurjchem-47 150 21 , , PUNCT eurjchem-47 150 22     SPACE eurjchem-47 150 23 ch3‐co‐n ch3‐co‐n NOUN eurjchem-47 150 24 , , PUNCT eurjchem-47 150 25     SPACE eurjchem-47 150 26 ch2‐ch‐ ch2‐ch‐ NOUN eurjchem-47 150 27 cooh cooh NOUN eurjchem-47 150 28 ) ) PUNCT eurjchem-47 150 29 ; ; PUNCT eurjchem-47 150 30     SPACE eurjchem-47 150 31 2.80‐3.10 2.80‐3.10 NOUN eurjchem-47 150 32     SPACE eurjchem-47 150 33 ( ( PUNCT eurjchem-47 150 34 m m PROPN eurjchem-47 150 35 , , PUNCT eurjchem-47 150 36     SPACE eurjchem-47 150 37 3h 3h NUM eurjchem-47 150 38 , , PUNCT eurjchem-47 150 39     SPACE eurjchem-47 150 40 ph‐ch2 ph‐ch2 VERB eurjchem-47 150 41 , , PUNCT eurjchem-47 150 42     SPACE eurjchem-47 150 43 ch‐cooh ch‐cooh NOUN eurjchem-47 150 44 ) ) PUNCT eurjchem-47 150 45 ; ; PUNCT eurjchem-47 150 46     SPACE eurjchem-47 150 47 3.61‐3.80 3.61‐3.80 NUM eurjchem-47 150 48     SPACE eurjchem-47 150 49 ( ( PUNCT eurjchem-47 150 50 m m PROPN eurjchem-47 150 51 , , PUNCT eurjchem-47 150 52     SPACE eurjchem-47 150 53 3h 3h NUM eurjchem-47 150 54 , , PUNCT eurjchem-47 150 55     SPACE eurjchem-47 150 56 ch2‐n ch2‐n ADJ eurjchem-47 150 57 , , PUNCT eurjchem-47 150 58     SPACE eurjchem-47 150 59 n‐ch n‐ch NOUN eurjchem-47 150 60 ) ) PUNCT eurjchem-47 150 61 ; ; PUNCT eurjchem-47 150 62     SPACE eurjchem-47 150 63 6.82‐7.15 6.82‐7.15 NOUN eurjchem-47 150 64     SPACE eurjchem-47 150 65 ( ( PUNCT eurjchem-47 150 66 m m PROPN eurjchem-47 150 67 , , PUNCT eurjchem-47 150 68     SPACE eurjchem-47 150 69 5h 5h NUM eurjchem-47 150 70 , , PUNCT eurjchem-47 150 71     SPACE eurjchem-47 150 72 ar‐h ar‐h NOUN eurjchem-47 150 73 ) ) PUNCT eurjchem-47 150 74 . . PUNCT eurjchem-47 150 75     SPACE eurjchem-47 151 1 ei ei PROPN eurjchem-47 151 2 / / SYM eurjchem-47 151 3 ms ms PROPN eurjchem-47 151 4 , , PUNCT eurjchem-47 151 5     SPACE eurjchem-47 151 6 m m PROPN eurjchem-47 151 7 / / PROPN eurjchem-47 152 1 z z NOUN eurjchem-47 152 2     SPACE eurjchem-47 152 3 ( ( PUNCT eurjchem-47 152 4 % % INTJ eurjchem-47 152 5 ): ): PUNCT eurjchem-47 152 6     SPACE eurjchem-47 152 7 248 248 NUM eurjchem-47 152 8 , , PUNCT eurjchem-47 152 9     SPACE eurjchem-47 152 10 m++1 m++1 PROPN eurjchem-47 152 11 . . PUNCT eurjchem-47 152 12     SPACE eurjchem-47 152 13 microanalysis microanalysis ADJ eurjchem-47 152 14     SPACE eurjchem-47 152 15 calcd calcd NOUN eurjchem-47 152 16 . . PUNCT eurjchem-47 152 17     SPACE eurjchem-47 153 1 c c X eurjchem-47 153 2 , , PUNCT eurjchem-47 153 3     SPACE eurjchem-47 153 4 h h NOUN eurjchem-47 153 5 , , PUNCT eurjchem-47 153 6     SPACE eurjchem-47 153 7 n n CCONJ eurjchem-47 153 8     SPACE eurjchem-47 153 9 for for ADP eurjchem-47 153 10 , , PUNCT eurjchem-47 153 11     SPACE eurjchem-47 153 12 c14h17no3 c14h17no3 PROPN eurjchem-47 153 13 : : PUNCT eurjchem-47 153 14     SPACE eurjchem-47 153 15 68.00 68.00 NUM eurjchem-47 153 16 , , PUNCT eurjchem-47 153 17     SPACE eurjchem-47 153 18 6.93 6.93 NUM eurjchem-47 153 19 , , PUNCT eurjchem-47 153 20     SPACE eurjchem-47 153 21 5.66 5.66 NUM eurjchem-47 153 22 ; ; PUNCT eurjchem-47 153 23     SPACE eurjchem-47 153 24 found find VERB eurjchem-47 153 25 , , PUNCT eurjchem-47 153 26     SPACE eurjchem-47 153 27 67.95 67.95 NUM eurjchem-47 153 28 , , PUNCT eurjchem-47 153 29     SPACE eurjchem-47 153 30 6.87 6.87 NUM eurjchem-47 153 31 , , PUNCT eurjchem-47 153 32     SPACE eurjchem-47 153 33 5.70 5.70 NUM eurjchem-47 153 34 . . PUNCT eurjchem-47 153 35         SPACE eurjchem-47 153 36 2.1.4.2 2.1.4.2 NUM eurjchem-47 153 37 . . PUNCT eurjchem-47 153 38     SPACE eurjchem-47 154 1 1­acetyl­5­(4­methoxy­benzyl)­pyrrolidine­3­ 1­acetyl­5­(4­methoxy­benzyl)­pyrrolidine­3­ NUM eurjchem-47 154 2 carboxylic carboxylic NOUN eurjchem-47 154 3     SPACE eurjchem-47 154 4 acid acid NOUN eurjchem-47 154 5     SPACE eurjchem-47 154 6 ( ( PUNCT eurjchem-47 154 7 8b 8b NUM eurjchem-47 154 8 ) ) PUNCT eurjchem-47 154 9         SPACE eurjchem-47 154 10 yield yield NOUN eurjchem-47 154 11     SPACE eurjchem-47 154 12 85 85 NUM eurjchem-47 154 13 % % NOUN eurjchem-47 154 14 . . PUNCT eurjchem-47 154 15     SPACE eurjchem-47 155 1 m.p m.p PROPN eurjchem-47 155 2 . . PROPN eurjchem-47 155 3 : : PUNCT eurjchem-47 155 4     SPACE eurjchem-47 155 5 140‐142oc 140‐142oc NOUN eurjchem-47 155 6 . . PUNCT eurjchem-47 155 7     SPACE eurjchem-47 156 1 ir ir VERB eurjchem-47 156 2     SPACE eurjchem-47 156 3 ( ( PUNCT eurjchem-47 156 4 kbr kbr PROPN eurjchem-47 156 5 , , PUNCT eurjchem-47 156 6     SPACE eurjchem-47 156 7 cm‐1 cm‐1 NOUN eurjchem-47 156 8 ): ): PUNCT eurjchem-47 156 9     SPACE eurjchem-47 156 10 3300‐2700 3300‐2700 NUM eurjchem-47 156 11     SPACE eurjchem-47 156 12 ( ( PUNCT eurjchem-47 156 13 br br PROPN eurjchem-47 156 14 , , PUNCT eurjchem-47 156 15     SPACE eurjchem-47 156 16 oh oh NOUN eurjchem-47 156 17     SPACE eurjchem-47 156 18 carboxylic carboxylic NOUN eurjchem-47 156 19 ) ) PUNCT eurjchem-47 156 20 , , PUNCT eurjchem-47 156 21     SPACE eurjchem-47 156 22 1719 1719 NUM eurjchem-47 156 23     SPACE eurjchem-47 156 24 ( ( PUNCT eurjchem-47 156 25 c c NOUN eurjchem-47 156 26 = = SYM eurjchem-47 156 27 o o NOUN eurjchem-47 156 28 , , PUNCT eurjchem-47 156 29     SPACE eurjchem-47 156 30 acid acid NOUN eurjchem-47 156 31 ) ) PUNCT eurjchem-47 156 32     SPACE eurjchem-47 156 33 and and CCONJ eurjchem-47 156 34     SPACE eurjchem-47 156 35 1590 1590 NUM eurjchem-47 156 36     SPACE eurjchem-47 156 37 ( ( PUNCT eurjchem-47 156 38 c c NOUN eurjchem-47 156 39 = = SYM eurjchem-47 156 40 o o NOUN eurjchem-47 156 41 , , PUNCT eurjchem-47 156 42     SPACE eurjchem-47 156 43 amide amide NOUN eurjchem-47 156 44 ) ) PUNCT eurjchem-47 156 45 . . PUNCT eurjchem-47 156 46     SPACE eurjchem-47 156 47 1h 1h NUM eurjchem-47 156 48     SPACE eurjchem-47 156 49 nmr nmr NOUN eurjchem-47 156 50     SPACE eurjchem-47 156 51 ( ( PUNCT eurjchem-47 156 52 dmso‐d6 dmso‐d6 NOUN eurjchem-47 156 53 ) ) PUNCT eurjchem-47 156 54     SPACE eurjchem-47 156 55   VERB eurjchem-47 156 56     SPACE eurjchem-47 156 57 ppm ppm NOUN eurjchem-47 156 58 : : PUNCT eurjchem-47 156 59     SPACE eurjchem-47 156 60 2.00‐2.46 2.00‐2.46 NOUN eurjchem-47 156 61     SPACE eurjchem-47 156 62 ( ( PUNCT eurjchem-47 156 63 m m PROPN eurjchem-47 156 64 , , PUNCT eurjchem-47 156 65     SPACE eurjchem-47 156 66 5h 5h NUM eurjchem-47 156 67 , , PUNCT eurjchem-47 156 68     SPACE eurjchem-47 156 69 ch3‐co‐n ch3‐co‐n NOUN eurjchem-47 156 70 , , PUNCT eurjchem-47 156 71     SPACE eurjchem-47 156 72 ch2‐ch‐ ch2‐ch‐ NOUN eurjchem-47 156 73 cooh cooh NOUN eurjchem-47 156 74 ) ) PUNCT eurjchem-47 156 75 ; ; PUNCT eurjchem-47 156 76     SPACE eurjchem-47 156 77 2.75‐3.05 2.75‐3.05 NOUN eurjchem-47 156 78     SPACE eurjchem-47 156 79 ( ( PUNCT eurjchem-47 156 80 m m PROPN eurjchem-47 156 81 , , PUNCT eurjchem-47 156 82     SPACE eurjchem-47 156 83 3h 3h NUM eurjchem-47 156 84 , , PUNCT eurjchem-47 156 85     SPACE eurjchem-47 156 86 ph‐ch2 ph‐ch2 VERB eurjchem-47 156 87 , , PUNCT eurjchem-47 156 88     SPACE eurjchem-47 156 89 ch‐cooh ch‐cooh NOUN eurjchem-47 156 90 ) ) PUNCT eurjchem-47 156 91 ; ; PUNCT eurjchem-47 156 92     SPACE eurjchem-47 156 93 3.60‐4.00 3.60‐4.00 NUM eurjchem-47 156 94     SPACE eurjchem-47 156 95 ( ( PUNCT eurjchem-47 156 96 m m PROPN eurjchem-47 156 97 , , PUNCT eurjchem-47 156 98     SPACE eurjchem-47 156 99 6h 6h NOUN eurjchem-47 156 100 , , PUNCT eurjchem-47 156 101     SPACE eurjchem-47 156 102 ch2‐n ch2‐n ADJ eurjchem-47 156 103 , , PUNCT eurjchem-47 156 104     SPACE eurjchem-47 156 105 n‐ch n‐ch NOUN eurjchem-47 156 106 , , PUNCT eurjchem-47 156 107     SPACE eurjchem-47 156 108 ch3‐o ch3‐o VERB eurjchem-47 156 109 ) ) PUNCT eurjchem-47 156 110 ; ; PUNCT eurjchem-47 156 111     SPACE eurjchem-47 156 112 6.82 6.82 NUM eurjchem-47 156 113     SPACE eurjchem-47 156 114 ( ( PUNCT eurjchem-47 156 115 d d NOUN eurjchem-47 156 116 , , PUNCT eurjchem-47 156 117     SPACE eurjchem-47 156 118 j= j= NOUN eurjchem-47 156 119     SPACE eurjchem-47 156 120 6.9 6.9 NUM eurjchem-47 156 121     SPACE eurjchem-47 156 122 hz hz VERB eurjchem-47 156 123 , , PUNCT eurjchem-47 156 124     SPACE eurjchem-47 156 125 2h 2h NUM eurjchem-47 156 126 , , PUNCT eurjchem-47 156 127     SPACE eurjchem-47 156 128 ar‐h ar‐h NOUN eurjchem-47 156 129 ) ) PUNCT eurjchem-47 156 130 ; ; PUNCT eurjchem-47 156 131     SPACE eurjchem-47 156 132 7.02 7.02 NUM eurjchem-47 156 133     SPACE eurjchem-47 156 134 ( ( PUNCT eurjchem-47 156 135 d d NOUN eurjchem-47 156 136 , , PUNCT eurjchem-47 156 137     SPACE eurjchem-47 156 138 j= j= NOUN eurjchem-47 156 139     SPACE eurjchem-47 156 140 6.9 6.9 NUM eurjchem-47 156 141     SPACE eurjchem-47 156 142 hz hz VERB eurjchem-47 156 143 , , PUNCT eurjchem-47 156 144     SPACE eurjchem-47 156 145 2h 2h NUM eurjchem-47 156 146 , , PUNCT eurjchem-47 156 147     SPACE eurjchem-47 156 148 ar‐h ar‐h NOUN eurjchem-47 156 149 ) ) PUNCT eurjchem-47 156 150 . . PUNCT eurjchem-47 156 151     SPACE eurjchem-47 157 1 ei ei PROPN eurjchem-47 157 2 / / SYM eurjchem-47 157 3 ms ms PROPN eurjchem-47 157 4 , , PUNCT eurjchem-47 157 5     SPACE eurjchem-47 157 6 m m PROPN eurjchem-47 157 7 / / PROPN eurjchem-47 158 1 z z NOUN eurjchem-47 158 2     SPACE eurjchem-47 158 3 ( ( PUNCT eurjchem-47 158 4 % % INTJ eurjchem-47 158 5 ): ): PUNCT eurjchem-47 158 6 277 277 NUM eurjchem-47 158 7 , , PUNCT eurjchem-47 158 8     SPACE eurjchem-47 158 9 m+ m+ NUM eurjchem-47 158 10 . . PUNCT eurjchem-47 158 11     SPACE eurjchem-47 158 12 microanalysis microanalysis ADJ eurjchem-47 158 13     SPACE eurjchem-47 158 14 calcd calcd NOUN eurjchem-47 158 15 . . PUNCT eurjchem-47 158 16     SPACE eurjchem-47 159 1 c c X eurjchem-47 159 2 , , PUNCT eurjchem-47 159 3     SPACE eurjchem-47 159 4 h h NOUN eurjchem-47 159 5 , , PUNCT eurjchem-47 159 6     SPACE eurjchem-47 159 7 n n CCONJ eurjchem-47 159 8     SPACE eurjchem-47 159 9 for for ADP eurjchem-47 159 10 , , PUNCT eurjchem-47 159 11     SPACE eurjchem-47 159 12 c15h19no4 c15h19no4 PROPN eurjchem-47 159 13 : : PUNCT eurjchem-47 159 14     SPACE eurjchem-47 159 15 64.97 64.97 NUM eurjchem-47 159 16 , , PUNCT eurjchem-47 159 17     SPACE eurjchem-47 159 18 6.91 6.91 NUM eurjchem-47 159 19 , , PUNCT eurjchem-47 159 20     SPACE eurjchem-47 159 21 5.05 5.05 NUM eurjchem-47 159 22 ; ; PUNCT eurjchem-47 159 23     SPACE eurjchem-47 159 24 found find VERB eurjchem-47 159 25 , , PUNCT eurjchem-47 159 26     SPACE eurjchem-47 159 27 64.90 64.90 NUM eurjchem-47 159 28 , , PUNCT eurjchem-47 159 29     SPACE eurjchem-47 159 30 6.88 6.88 NUM eurjchem-47 159 31 , , PUNCT eurjchem-47 159 32     SPACE eurjchem-47 159 33 5.11 5.11 NUM eurjchem-47 159 34 . . PUNCT eurjchem-47 159 35           SPACE eurjchem-47 160 1 2.1.4.3 2.1.4.3 NUM eurjchem-47 160 2 . . PUNCT eurjchem-47 160 3     SPACE eurjchem-47 160 4 1­acetyl­5­(4­ethoxy­benzyl)­pyrrolidine­3­ 1­acetyl­5­(4­ethoxy­benzyl)­pyrrolidine­3­ NUM eurjchem-47 160 5 carboxylic carboxylic NOUN eurjchem-47 160 6     SPACE eurjchem-47 160 7 acid acid NOUN eurjchem-47 160 8     SPACE eurjchem-47 160 9 ( ( PUNCT eurjchem-47 160 10 8c 8c NUM eurjchem-47 160 11 ) ) PUNCT eurjchem-47 160 12         SPACE eurjchem-47 160 13 yield yield NOUN eurjchem-47 160 14     SPACE eurjchem-47 160 15 77 77 NUM eurjchem-47 160 16 % % NOUN eurjchem-47 160 17 . . PUNCT eurjchem-47 160 18     SPACE eurjchem-47 161 1 m.p m.p PROPN eurjchem-47 161 2 . . PROPN eurjchem-47 161 3 : : PUNCT eurjchem-47 161 4     SPACE eurjchem-47 162 1 178‐181oc 178‐181oc NUM eurjchem-47 162 2 . . PUNCT eurjchem-47 162 3     SPACE eurjchem-47 162 4 ir ir VERB eurjchem-47 162 5     SPACE eurjchem-47 162 6 ( ( PUNCT eurjchem-47 162 7 kbr kbr PROPN eurjchem-47 162 8 , , PUNCT eurjchem-47 162 9     SPACE eurjchem-47 162 10 cm‐1 cm‐1 NOUN eurjchem-47 162 11 ): ): PUNCT eurjchem-47 162 12     SPACE eurjchem-47 162 13 3300‐2700 3300‐2700 NUM eurjchem-47 162 14     SPACE eurjchem-47 162 15 ( ( PUNCT eurjchem-47 162 16 br br PROPN eurjchem-47 162 17 , , PUNCT eurjchem-47 162 18     SPACE eurjchem-47 162 19 oh oh NOUN eurjchem-47 162 20     SPACE eurjchem-47 162 21 carboxylic carboxylic NOUN eurjchem-47 162 22 ) ) PUNCT eurjchem-47 162 23 , , PUNCT eurjchem-47 162 24     SPACE eurjchem-47 162 25 1711 1711 NUM eurjchem-47 162 26     SPACE eurjchem-47 162 27 ( ( PUNCT eurjchem-47 162 28 c c NOUN eurjchem-47 162 29 = = SYM eurjchem-47 162 30 o o NOUN eurjchem-47 162 31 , , PUNCT eurjchem-47 162 32     SPACE eurjchem-47 162 33 acid acid NOUN eurjchem-47 162 34 ) ) PUNCT eurjchem-47 162 35     SPACE eurjchem-47 162 36 and and CCONJ eurjchem-47 162 37     SPACE eurjchem-47 162 38 1586 1586 NUM eurjchem-47 162 39     SPACE eurjchem-47 162 40 ( ( PUNCT eurjchem-47 162 41 c c NOUN eurjchem-47 162 42 = = SYM eurjchem-47 162 43 o o NOUN eurjchem-47 162 44 , , PUNCT eurjchem-47 162 45     SPACE eurjchem-47 162 46 amide amide NOUN eurjchem-47 162 47 ) ) PUNCT eurjchem-47 162 48 . . PUNCT eurjchem-47 162 49     SPACE eurjchem-47 163 1 1h 1h NUM eurjchem-47 163 2     SPACE eurjchem-47 163 3 nmr nmr NOUN eurjchem-47 163 4     SPACE eurjchem-47 163 5 ( ( PUNCT eurjchem-47 163 6 dmso‐d6 dmso‐d6 NOUN eurjchem-47 163 7 ) ) PUNCT eurjchem-47 163 8     SPACE eurjchem-47 163 9   VERB eurjchem-47 163 10     SPACE eurjchem-47 163 11 ppm ppm NOUN eurjchem-47 163 12 : : PUNCT eurjchem-47 163 13     SPACE eurjchem-47 163 14 1.39 1.39 NUM eurjchem-47 163 15     SPACE eurjchem-47 163 16 ( ( PUNCT eurjchem-47 163 17 t t PROPN eurjchem-47 163 18 , , PUNCT eurjchem-47 163 19     SPACE eurjchem-47 163 20 j=6.7 j=6.7 PROPN eurjchem-47 163 21     SPACE eurjchem-47 163 22 hz hz VERB eurjchem-47 163 23 , , PUNCT eurjchem-47 163 24     SPACE eurjchem-47 163 25 3h 3h NUM eurjchem-47 163 26 , , PUNCT eurjchem-47 163 27     SPACE eurjchem-47 163 28 ch3‐ch2‐o ch3‐ch2‐o NOUN eurjchem-47 163 29 ) ) PUNCT eurjchem-47 163 30 ; ; PUNCT eurjchem-47 163 31     SPACE eurjchem-47 163 32 2.05‐ 2.05‐ NUM eurjchem-47 163 33 2.32 2.32 NUM eurjchem-47 163 34     SPACE eurjchem-47 163 35 ( ( PUNCT eurjchem-47 163 36 m m PROPN eurjchem-47 163 37 , , PUNCT eurjchem-47 163 38     SPACE eurjchem-47 163 39 5h 5h NUM eurjchem-47 163 40 , , PUNCT eurjchem-47 163 41     SPACE eurjchem-47 163 42 ch3‐co‐n ch3‐co‐n NOUN eurjchem-47 163 43 , , PUNCT eurjchem-47 163 44     SPACE eurjchem-47 163 45 ch2‐ch‐cooh ch2‐ch‐cooh PROPN eurjchem-47 163 46 ) ) PUNCT eurjchem-47 163 47 ; ; PUNCT eurjchem-47 163 48     SPACE eurjchem-47 163 49 2.48‐3.29 2.48‐3.29 NUM eurjchem-47 163 50     SPACE eurjchem-47 163 51 ( ( PUNCT eurjchem-47 163 52 m m PROPN eurjchem-47 163 53 , , PUNCT eurjchem-47 163 54     SPACE eurjchem-47 163 55 3h 3h NUM eurjchem-47 163 56 , , PUNCT eurjchem-47 163 57     SPACE eurjchem-47 163 58 ph‐ ph‐ ADJ eurjchem-47 163 59 ch2 ch2 NOUN eurjchem-47 163 60 , , PUNCT eurjchem-47 163 61     SPACE eurjchem-47 163 62 ch‐cooh ch‐cooh NOUN eurjchem-47 163 63 ) ) PUNCT eurjchem-47 163 64 ; ; PUNCT eurjchem-47 163 65     SPACE eurjchem-47 164 1 3.62‐3.76 3.62‐3.76 NOUN eurjchem-47 164 2     SPACE eurjchem-47 164 3 ( ( PUNCT eurjchem-47 164 4 m m PROPN eurjchem-47 164 5 , , PUNCT eurjchem-47 164 6     SPACE eurjchem-47 164 7 3h 3h NUM eurjchem-47 164 8 , , PUNCT eurjchem-47 164 9     SPACE eurjchem-47 164 10 ch2‐n ch2‐n ADJ eurjchem-47 164 11 , , PUNCT eurjchem-47 164 12     SPACE eurjchem-47 164 13 n‐ch n‐ch NOUN eurjchem-47 164 14 ) ) PUNCT eurjchem-47 164 15 ; ; PUNCT eurjchem-47 164 16     SPACE eurjchem-47 164 17 3.98 3.98 NUM eurjchem-47 164 18     SPACE eurjchem-47 164 19 ( ( PUNCT eurjchem-47 164 20 q q NOUN eurjchem-47 164 21 , , PUNCT eurjchem-47 164 22     SPACE eurjchem-47 164 23 j=10.3 j=10.3 PROPN eurjchem-47 164 24     SPACE eurjchem-47 164 25 hz hz VERB eurjchem-47 164 26 , , PUNCT eurjchem-47 164 27     SPACE eurjchem-47 164 28 2h 2h NUM eurjchem-47 164 29 , , PUNCT eurjchem-47 164 30     SPACE eurjchem-47 164 31 ch3‐ch2‐o ch3‐ch2‐o NOUN eurjchem-47 164 32 ) ) PUNCT eurjchem-47 164 33 ; ; PUNCT eurjchem-47 164 34     SPACE eurjchem-47 164 35 6.80 6.80 NUM eurjchem-47 164 36     SPACE eurjchem-47 164 37 ( ( PUNCT eurjchem-47 164 38 d d NOUN eurjchem-47 164 39 , , PUNCT eurjchem-47 164 40     SPACE eurjchem-47 164 41 j= j= NOUN eurjchem-47 164 42     SPACE eurjchem-47 164 43 8.3 8.3 NUM eurjchem-47 164 44     SPACE eurjchem-47 164 45 hz hz VERB eurjchem-47 164 46 , , PUNCT eurjchem-47 164 47     SPACE eurjchem-47 164 48 2h 2h NUM eurjchem-47 164 49 , , PUNCT eurjchem-47 164 50     SPACE eurjchem-47 164 51 ar‐h ar‐h NOUN eurjchem-47 164 52 ) ) PUNCT eurjchem-47 164 53 ; ; PUNCT eurjchem-47 164 54     SPACE eurjchem-47 164 55 7.15 7.15 NUM eurjchem-47 164 56     SPACE eurjchem-47 164 57 ( ( PUNCT eurjchem-47 164 58 d d NOUN eurjchem-47 164 59 , , PUNCT eurjchem-47 164 60     SPACE eurjchem-47 164 61 j= j= NOUN eurjchem-47 164 62     SPACE eurjchem-47 164 63 8.3 8.3 NUM eurjchem-47 164 64     SPACE eurjchem-47 164 65 hz hz VERB eurjchem-47 164 66 , , PUNCT eurjchem-47 164 67     SPACE eurjchem-47 164 68 2h 2h NUM eurjchem-47 164 69 , , PUNCT eurjchem-47 164 70     SPACE eurjchem-47 164 71 ar‐h ar‐h NOUN eurjchem-47 164 72     SPACE eurjchem-47 164 73 ) ) PUNCT eurjchem-47 164 74 . . PUNCT eurjchem-47 164 75     SPACE eurjchem-47 165 1 ei ei PROPN eurjchem-47 165 2 / / SYM eurjchem-47 165 3 ms ms PROPN eurjchem-47 165 4 , , PUNCT eurjchem-47 165 5     SPACE eurjchem-47 165 6 m m PROPN eurjchem-47 165 7 / / PROPN eurjchem-47 166 1 z z NOUN eurjchem-47 166 2     SPACE eurjchem-47 166 3 ( ( PUNCT eurjchem-47 166 4 % % INTJ eurjchem-47 166 5 ): ): PUNCT eurjchem-47 166 6     SPACE eurjchem-47 166 7 291 291 NUM eurjchem-47 166 8 , , PUNCT eurjchem-47 166 9     SPACE eurjchem-47 166 10 m+ m+ NUM eurjchem-47 166 11 . . PUNCT eurjchem-47 166 12     SPACE eurjchem-47 166 13 microanalysis microanalysis ADJ eurjchem-47 166 14     SPACE eurjchem-47 166 15 calcd calcd NOUN eurjchem-47 166 16 . . PUNCT eurjchem-47 166 17     SPACE eurjchem-47 167 1 c c X eurjchem-47 167 2 , , PUNCT eurjchem-47 167 3     SPACE eurjchem-47 167 4 h h NOUN eurjchem-47 167 5 , , PUNCT eurjchem-47 167 6     SPACE eurjchem-47 167 7 n n CCONJ eurjchem-47 167 8     SPACE eurjchem-47 167 9 for for ADP eurjchem-47 167 10 , , PUNCT eurjchem-47 167 11     SPACE eurjchem-47 167 12 c16h21no4 c16h21no4 PROPN eurjchem-47 167 13 : : PUNCT eurjchem-47 167 14     SPACE eurjchem-47 167 15 65.96 65.96 NUM eurjchem-47 167 16 , , PUNCT eurjchem-47 167 17     SPACE eurjchem-47 167 18 7.27 7.27 NUM eurjchem-47 167 19 , , PUNCT eurjchem-47 167 20     SPACE eurjchem-47 167 21 4.81 4.81 NUM eurjchem-47 167 22 ; ; PUNCT eurjchem-47 167 23     SPACE eurjchem-47 167 24 found find VERB eurjchem-47 167 25 , , PUNCT eurjchem-47 167 26     SPACE eurjchem-47 167 27 65.91 65.91 NUM eurjchem-47 167 28 , , PUNCT eurjchem-47 167 29     SPACE eurjchem-47 167 30 7.32 7.32 NUM eurjchem-47 167 31 , , PUNCT eurjchem-47 167 32     SPACE eurjchem-47 167 33 4.69 4.69 NUM eurjchem-47 167 34 . . PUNCT eurjchem-47 167 35           SPACE eurjchem-47 168 1 2.1.4.4 2.1.4.4 NUM eurjchem-47 168 2 . . PUNCT eurjchem-47 168 3     SPACE eurjchem-47 169 1 1­acetyl­5­(4­n­propoxy­benzyl 1­acetyl­5­(4­n­propoxy­benzyl NUM eurjchem-47 169 2 ) ) PUNCT eurjchem-47 169 3     SPACE eurjchem-47 169 4 ­pyrrolidine­3­ ­pyrrolidine­3­ ADJ eurjchem-47 169 5 carboxylic carboxylic NOUN eurjchem-47 169 6     SPACE eurjchem-47 169 7 acid acid NOUN eurjchem-47 169 8     SPACE eurjchem-47 169 9 ( ( PUNCT eurjchem-47 169 10 8d 8d NUM eurjchem-47 169 11 ) ) PUNCT eurjchem-47 169 12         SPACE eurjchem-47 169 13 yield yield NOUN eurjchem-47 169 14     SPACE eurjchem-47 169 15 73 73 NUM eurjchem-47 169 16 % % NOUN eurjchem-47 169 17 . . PUNCT eurjchem-47 169 18     SPACE eurjchem-47 170 1 m.p.:134‐136oc m.p.:134‐136oc PROPN eurjchem-47 170 2 . . PUNCT eurjchem-47 170 3     SPACE eurjchem-47 171 1 ir ir PROPN eurjchem-47 171 2     SPACE eurjchem-47 171 3 ( ( PUNCT eurjchem-47 171 4 kbr kbr PROPN eurjchem-47 171 5 , , PUNCT eurjchem-47 171 6     SPACE eurjchem-47 171 7 cm‐1 cm‐1 NOUN eurjchem-47 171 8 ): ): PUNCT eurjchem-47 171 9     SPACE eurjchem-47 171 10 3300‐2700 3300‐2700 NUM eurjchem-47 171 11     SPACE eurjchem-47 171 12 ( ( PUNCT eurjchem-47 171 13 br br PROPN eurjchem-47 171 14 , , PUNCT eurjchem-47 171 15     SPACE eurjchem-47 171 16 oh oh NOUN eurjchem-47 171 17     SPACE eurjchem-47 171 18 carboxylic carboxylic NOUN eurjchem-47 171 19 ) ) PUNCT eurjchem-47 171 20 , , PUNCT eurjchem-47 171 21     SPACE eurjchem-47 171 22 1711 1711 NUM eurjchem-47 171 23     SPACE eurjchem-47 171 24 ( ( PUNCT eurjchem-47 171 25 c c NOUN eurjchem-47 171 26 = = SYM eurjchem-47 171 27 o o NOUN eurjchem-47 171 28 , , PUNCT eurjchem-47 171 29     SPACE eurjchem-47 171 30 acid acid NOUN eurjchem-47 171 31 ) ) PUNCT eurjchem-47 171 32     SPACE eurjchem-47 171 33 and and CCONJ eurjchem-47 171 34     SPACE eurjchem-47 171 35 1588 1588 NUM eurjchem-47 171 36     SPACE eurjchem-47 171 37 ( ( PUNCT eurjchem-47 171 38 c c NOUN eurjchem-47 171 39 = = SYM eurjchem-47 171 40 o o NOUN eurjchem-47 171 41 , , PUNCT eurjchem-47 171 42     SPACE eurjchem-47 171 43 amide amide NOUN eurjchem-47 171 44 ) ) PUNCT eurjchem-47 171 45 . . PUNCT eurjchem-47 171 46     SPACE eurjchem-47 171 47 1h 1h NUM eurjchem-47 171 48     SPACE eurjchem-47 171 49 nmr nmr NOUN eurjchem-47 171 50     SPACE eurjchem-47 171 51 ( ( PUNCT eurjchem-47 171 52 dmso‐d6 dmso‐d6 NOUN eurjchem-47 171 53 ) ) PUNCT eurjchem-47 171 54     SPACE eurjchem-47 171 55   NUM eurjchem-47 171 56     SPACE eurjchem-47 171 57 ppm ppm NOUN eurjchem-47 171 58 : : PUNCT eurjchem-47 171 59     SPACE eurjchem-47 171 60 0.92 0.92 NUM eurjchem-47 171 61     SPACE eurjchem-47 171 62 ( ( PUNCT eurjchem-47 171 63 t t PROPN eurjchem-47 171 64 , , PUNCT eurjchem-47 171 65     SPACE eurjchem-47 171 66 j=7.5 j=7.5 NOUN eurjchem-47 171 67     SPACE eurjchem-47 171 68 hz hz VERB eurjchem-47 171 69 , , PUNCT eurjchem-47 171 70     SPACE eurjchem-47 171 71 3h 3h NUM eurjchem-47 171 72 , , PUNCT eurjchem-47 171 73     SPACE eurjchem-47 171 74 ch3‐(ch2)2‐o ch3‐(ch2)2‐o NOUN eurjchem-47 171 75 ) ) PUNCT eurjchem-47 171 76 ; ; PUNCT eurjchem-47 171 77     SPACE eurjchem-47 171 78 1.64‐1.72 1.64‐1.72 NUM eurjchem-47 171 79     SPACE eurjchem-47 171 80 ( ( PUNCT eurjchem-47 171 81 m m PROPN eurjchem-47 171 82 , , PUNCT eurjchem-47 171 83     SPACE eurjchem-47 171 84 2h 2h NUM eurjchem-47 171 85 , , PUNCT eurjchem-47 171 86     SPACE eurjchem-47 171 87 ch3‐ch2‐ch2‐o ch3‐ch2‐ch2‐o NOUN eurjchem-47 171 88 ) ) PUNCT eurjchem-47 171 89 ; ; PUNCT eurjchem-47 171 90     SPACE eurjchem-47 171 91 2.02‐2.40 2.02‐2.40 NOUN eurjchem-47 171 92     SPACE eurjchem-47 171 93 ( ( PUNCT eurjchem-47 171 94 m m PROPN eurjchem-47 171 95 , , PUNCT eurjchem-47 171 96     SPACE eurjchem-47 171 97 5h 5h NUM eurjchem-47 171 98 , , PUNCT eurjchem-47 171 99     SPACE eurjchem-47 171 100 ch3‐co‐n ch3‐co‐n NOUN eurjchem-47 171 101 , , PUNCT eurjchem-47 171 102     SPACE eurjchem-47 171 103 ch2‐ ch2‐ NOUN eurjchem-47 171 104     SPACE eurjchem-47 171 105 ch‐cooh ch‐cooh NOUN eurjchem-47 171 106 ) ) PUNCT eurjchem-47 171 107 ; ; PUNCT eurjchem-47 171 108     SPACE eurjchem-47 171 109 2.74‐3.10 2.74‐3.10 NUM eurjchem-47 171 110     SPACE eurjchem-47 171 111 ( ( PUNCT eurjchem-47 171 112 m m PROPN eurjchem-47 171 113 , , PUNCT eurjchem-47 171 114     SPACE eurjchem-47 171 115 3h 3h NUM eurjchem-47 171 116 , , PUNCT eurjchem-47 171 117     SPACE eurjchem-47 171 118 ph‐ch2 ph‐ch2 VERB eurjchem-47 171 119 , , PUNCT eurjchem-47 171 120     SPACE eurjchem-47 171 121 ch‐cooh ch‐cooh NOUN eurjchem-47 171 122 ) ) PUNCT eurjchem-47 171 123 ; ; PUNCT eurjchem-47 171 124     SPACE eurjchem-47 171 125 3.60‐ 3.60‐ NUM eurjchem-47 171 126 3.88 3.88 NUM eurjchem-47 171 127     SPACE eurjchem-47 171 128 ( ( PUNCT eurjchem-47 171 129 m m PROPN eurjchem-47 171 130 , , PUNCT eurjchem-47 171 131     SPACE eurjchem-47 171 132 5h 5h NUM eurjchem-47 171 133 , , PUNCT eurjchem-47 171 134     SPACE eurjchem-47 171 135 ch2‐n ch2‐n ADJ eurjchem-47 171 136 , , PUNCT eurjchem-47 171 137     SPACE eurjchem-47 171 138 n‐ch n‐ch NOUN eurjchem-47 171 139 , , PUNCT eurjchem-47 171 140     SPACE eurjchem-47 171 141 ch3‐ch2‐ch2‐o ch3‐ch2‐ch2‐o NOUN eurjchem-47 171 142 ) ) PUNCT eurjchem-47 171 143 ; ; PUNCT eurjchem-47 171 144     SPACE eurjchem-47 171 145 6.80 6.80 NUM eurjchem-47 171 146     SPACE eurjchem-47 171 147 ( ( PUNCT eurjchem-47 171 148 d d PROPN eurjchem-47 171 149 , , PUNCT eurjchem-47 171 150     SPACE eurjchem-47 171 151 j= j= NOUN eurjchem-47 171 152     SPACE eurjchem-47 171 153 8.6 8.6 NUM eurjchem-47 171 154     SPACE eurjchem-47 171 155 hz hz VERB eurjchem-47 171 156 , , PUNCT eurjchem-47 171 157     SPACE eurjchem-47 171 158 2h 2h NUM eurjchem-47 171 159 , , PUNCT eurjchem-47 171 160     SPACE eurjchem-47 171 161 ar‐h ar‐h NOUN eurjchem-47 171 162     SPACE eurjchem-47 171 163 ) ) PUNCT eurjchem-47 171 164 ; ; PUNCT eurjchem-47 171 165     SPACE eurjchem-47 171 166 7.05 7.05 NUM eurjchem-47 171 167     SPACE eurjchem-47 171 168 ( ( PUNCT eurjchem-47 171 169 d d NOUN eurjchem-47 171 170 , , PUNCT eurjchem-47 171 171     SPACE eurjchem-47 171 172 j= j= VERB eurjchem-47 171 173     SPACE eurjchem-47 171 174 8.6 8.6 NUM eurjchem-47 171 175     SPACE eurjchem-47 171 176 hz hz VERB eurjchem-47 171 177 , , PUNCT eurjchem-47 171 178     SPACE eurjchem-47 171 179 2h 2h NUM eurjchem-47 171 180 , , PUNCT eurjchem-47 171 181     SPACE eurjchem-47 171 182 ar‐h ar‐h NOUN eurjchem-47 171 183     SPACE eurjchem-47 171 184 ) ) PUNCT eurjchem-47 171 185 . . PUNCT eurjchem-47 171 186     SPACE eurjchem-47 172 1 ei ei PROPN eurjchem-47 172 2 / / SYM eurjchem-47 172 3 ms ms PROPN eurjchem-47 172 4 , , PUNCT eurjchem-47 172 5     SPACE eurjchem-47 172 6 m m PROPN eurjchem-47 172 7 / / PROPN eurjchem-47 173 1 z z NOUN eurjchem-47 173 2     SPACE eurjchem-47 173 3 ( ( PUNCT eurjchem-47 173 4 % % INTJ eurjchem-47 173 5 ): ): PUNCT eurjchem-47 173 6     SPACE eurjchem-47 173 7 305 305 NUM eurjchem-47 173 8 , , PUNCT eurjchem-47 173 9     SPACE eurjchem-47 173 10 m+ m+ NUM eurjchem-47 173 11 . . PUNCT eurjchem-47 173 12     SPACE eurjchem-47 173 13 microanalysis microanalysis ADJ eurjchem-47 173 14     SPACE eurjchem-47 173 15 calcd calcd NOUN eurjchem-47 173 16 . . PUNCT eurjchem-47 173 17     SPACE eurjchem-47 174 1 c c X eurjchem-47 174 2 , , PUNCT eurjchem-47 174 3     SPACE eurjchem-47 174 4 h h NOUN eurjchem-47 174 5 , , PUNCT eurjchem-47 174 6     SPACE eurjchem-47 174 7 n n CCONJ eurjchem-47 174 8     SPACE eurjchem-47 174 9 for for ADP eurjchem-47 174 10 , , PUNCT eurjchem-47 174 11     SPACE eurjchem-47 174 12 c17h23no4 c17h23no4 PROPN eurjchem-47 174 13 : : PUNCT eurjchem-47 174 14     SPACE eurjchem-47 174 15 66.86 66.86 NUM eurjchem-47 174 16 , , PUNCT eurjchem-47 174 17     SPACE eurjchem-47 174 18 7.59 7.59 NUM eurjchem-47 174 19 , , PUNCT eurjchem-47 174 20     SPACE eurjchem-47 174 21 4.59 4.59 NUM eurjchem-47 174 22 ; ; PUNCT eurjchem-47 174 23     SPACE eurjchem-47 174 24 found find VERB eurjchem-47 174 25 , , PUNCT eurjchem-47 174 26     SPACE eurjchem-47 174 27 66.79 66.79 NUM eurjchem-47 174 28 , , PUNCT eurjchem-47 174 29     SPACE eurjchem-47 174 30 7.61 7.61 NUM eurjchem-47 174 31 , , PUNCT eurjchem-47 174 32     SPACE eurjchem-47 174 33 4.52 4.52 NUM eurjchem-47 174 34 . . PUNCT eurjchem-47 174 35         SPACE eurjchem-47 175 1 2.1.4.5 2.1.4.5 NUM eurjchem-47 175 2 . . PUNCT eurjchem-47 175 3     SPACE eurjchem-47 176 1 1­acetyl­5­(4­n­butoxy­benzyl)­pyrrolidine­3­ 1­acetyl­5­(4­n­butoxy­benzyl)­pyrrolidine­3­ NUM eurjchem-47 176 2 carboxylic carboxylic ADJ eurjchem-47 176 3     SPACE eurjchem-47 176 4 acid acid NOUN eurjchem-47 176 5     SPACE eurjchem-47 176 6 ( ( PUNCT eurjchem-47 176 7 8e 8e NUM eurjchem-47 176 8 ) ) PUNCT eurjchem-47 176 9         SPACE eurjchem-47 176 10 yield yield NOUN eurjchem-47 176 11     SPACE eurjchem-47 176 12 80 80 NUM eurjchem-47 176 13 % % NOUN eurjchem-47 176 14 . . PUNCT eurjchem-47 176 15     SPACE eurjchem-47 177 1 m.p m.p PROPN eurjchem-47 177 2 . . PROPN eurjchem-47 177 3 : : PUNCT eurjchem-47 177 4     SPACE eurjchem-47 177 5 155‐156oc 155‐156oc X eurjchem-47 177 6 . . PUNCT eurjchem-47 177 7     SPACE eurjchem-47 178 1 ir ir VERB eurjchem-47 178 2     SPACE eurjchem-47 178 3 ( ( PUNCT eurjchem-47 178 4 kbr kbr PROPN eurjchem-47 178 5 , , PUNCT eurjchem-47 178 6     SPACE eurjchem-47 178 7 cm‐1 cm‐1 NOUN eurjchem-47 178 8 ): ): PUNCT eurjchem-47 178 9     SPACE eurjchem-47 178 10 3300‐2700 3300‐2700 NUM eurjchem-47 178 11     SPACE eurjchem-47 178 12 ( ( PUNCT eurjchem-47 178 13 br br PROPN eurjchem-47 178 14 , , PUNCT eurjchem-47 178 15     SPACE eurjchem-47 178 16 oh oh NOUN eurjchem-47 178 17     SPACE eurjchem-47 178 18 carboxylic carboxylic NOUN eurjchem-47 178 19 ) ) PUNCT eurjchem-47 178 20 , , PUNCT eurjchem-47 178 21     SPACE eurjchem-47 178 22 1719 1719 NUM eurjchem-47 178 23     SPACE eurjchem-47 178 24 ( ( PUNCT eurjchem-47 178 25 c c NOUN eurjchem-47 178 26 = = SYM eurjchem-47 178 27 o o NOUN eurjchem-47 178 28 , , PUNCT eurjchem-47 178 29     SPACE eurjchem-47 178 30 acid acid NOUN eurjchem-47 178 31     SPACE eurjchem-47 178 32 ) ) PUNCT eurjchem-47 178 33     SPACE eurjchem-47 178 34 and and CCONJ eurjchem-47 178 35     SPACE eurjchem-47 178 36 1585 1585 NUM eurjchem-47 178 37     SPACE eurjchem-47 178 38 ( ( PUNCT eurjchem-47 178 39 c c NOUN eurjchem-47 178 40 = = SYM eurjchem-47 178 41 o o NOUN eurjchem-47 178 42 , , PUNCT eurjchem-47 178 43     SPACE eurjchem-47 178 44 amide amide NOUN eurjchem-47 178 45 ) ) PUNCT eurjchem-47 178 46 . . PUNCT eurjchem-47 178 47     SPACE eurjchem-47 178 48 1h 1h NUM eurjchem-47 178 49     SPACE eurjchem-47 178 50 nmr nmr NOUN eurjchem-47 178 51     SPACE eurjchem-47 178 52 ( ( PUNCT eurjchem-47 178 53 dmso‐d6 dmso‐d6 NOUN eurjchem-47 178 54 ) ) PUNCT eurjchem-47 178 55     SPACE eurjchem-47 178 56   NUM eurjchem-47 178 57     SPACE eurjchem-47 178 58 ppm ppm NOUN eurjchem-47 178 59 : : PUNCT eurjchem-47 178 60     SPACE eurjchem-47 178 61 0.88 0.88 NUM eurjchem-47 178 62     SPACE eurjchem-47 178 63 ( ( PUNCT eurjchem-47 178 64 t t PROPN eurjchem-47 178 65 , , PUNCT eurjchem-47 178 66     SPACE eurjchem-47 178 67 j=7.5 j=7.5 NOUN eurjchem-47 178 68     SPACE eurjchem-47 178 69 hz hz VERB eurjchem-47 178 70 , , PUNCT eurjchem-47 178 71     SPACE eurjchem-47 178 72 3h 3h NUM eurjchem-47 178 73 , , PUNCT eurjchem-47 178 74     SPACE eurjchem-47 178 75 ch3‐(ch2)3‐o ch3‐(ch2)3‐o VERB eurjchem-47 178 76 ) ) PUNCT eurjchem-47 178 77 ; ; PUNCT eurjchem-47 178 78     SPACE eurjchem-47 178 79 1.35‐1.43 1.35‐1.43 NUM eurjchem-47 178 80     SPACE eurjchem-47 178 81 ( ( PUNCT eurjchem-47 178 82 m m PROPN eurjchem-47 178 83 , , PUNCT eurjchem-47 178 84     SPACE eurjchem-47 178 85 2h 2h NUM eurjchem-47 178 86 , , PUNCT eurjchem-47 178 87     SPACE eurjchem-47 178 88 ch3‐ch2‐(ch2)2‐o ch3‐ch2‐(ch2)2‐o NOUN eurjchem-47 178 89 ) ) PUNCT eurjchem-47 178 90 ; ; PUNCT eurjchem-47 178 91     SPACE eurjchem-47 178 92 1.60‐1.67 1.60‐1.67 NOUN eurjchem-47 178 93     SPACE eurjchem-47 178 94 ( ( PUNCT eurjchem-47 178 95 m m PROPN eurjchem-47 178 96 , , PUNCT eurjchem-47 178 97     SPACE eurjchem-47 178 98 2h 2h NUM eurjchem-47 178 99 , , PUNCT eurjchem-47 178 100     SPACE eurjchem-47 178 101 ch3‐ ch3‐ NOUN eurjchem-47 178 102 ch2‐ch2‐ch2‐o ch2‐ch2‐ch2‐o NOUN eurjchem-47 178 103 ) ) PUNCT eurjchem-47 178 104 ; ; PUNCT eurjchem-47 178 105     SPACE eurjchem-47 178 106 1.90‐2.38 1.90‐2.38 NUM eurjchem-47 178 107     SPACE eurjchem-47 178 108 ( ( PUNCT eurjchem-47 178 109 m m PROPN eurjchem-47 178 110 , , PUNCT eurjchem-47 178 111     SPACE eurjchem-47 178 112 5h 5h NUM eurjchem-47 178 113 , , PUNCT eurjchem-47 178 114     SPACE eurjchem-47 178 115 ch3‐co‐n ch3‐co‐n NOUN eurjchem-47 178 116 , , PUNCT eurjchem-47 178 117     SPACE eurjchem-47 178 118 ch2‐ ch2‐ NOUN eurjchem-47 178 119     SPACE eurjchem-47 178 120 ch‐cooh ch‐cooh NOUN eurjchem-47 178 121 ) ) PUNCT eurjchem-47 178 122 ; ; PUNCT eurjchem-47 178 123     SPACE eurjchem-47 178 124 2.72‐3.06 2.72‐3.06 NUM eurjchem-47 178 125     SPACE eurjchem-47 178 126 ( ( PUNCT eurjchem-47 178 127 m m PROPN eurjchem-47 178 128 , , PUNCT eurjchem-47 178 129     SPACE eurjchem-47 178 130 3h 3h NUM eurjchem-47 178 131 , , PUNCT eurjchem-47 178 132     SPACE eurjchem-47 178 133 ph‐ch2 ph‐ch2 VERB eurjchem-47 178 134 , , PUNCT eurjchem-47 178 135     SPACE eurjchem-47 178 136 ch‐cooh ch‐cooh NOUN eurjchem-47 178 137 ) ) PUNCT eurjchem-47 178 138 ; ; PUNCT eurjchem-47 178 139     SPACE eurjchem-47 178 140 3.65‐3.90 3.65‐3.90 NUM eurjchem-47 178 141     SPACE eurjchem-47 178 142 ( ( PUNCT eurjchem-47 178 143 m m PROPN eurjchem-47 178 144 , , PUNCT eurjchem-47 178 145     SPACE eurjchem-47 178 146 5h 5h NUM eurjchem-47 178 147 , , PUNCT eurjchem-47 178 148     SPACE eurjchem-47 178 149 ch2‐n ch2‐n ADJ eurjchem-47 178 150 , , PUNCT eurjchem-47 178 151     SPACE eurjchem-47 178 152 n‐ch n‐ch PROPN eurjchem-47 178 153 , , PUNCT eurjchem-47 178 154     SPACE eurjchem-47 178 155 ch3‐(ch2)2‐ ch3‐(ch2)2‐ NOUN eurjchem-47 178 156     SPACE eurjchem-47 178 157 ch2‐o ch2‐o NOUN eurjchem-47 178 158 ) ) PUNCT eurjchem-47 178 159 ; ; PUNCT eurjchem-47 178 160     SPACE eurjchem-47 178 161 6.80 6.80 NUM eurjchem-47 178 162     SPACE eurjchem-47 178 163 ( ( PUNCT eurjchem-47 178 164 d d NOUN eurjchem-47 178 165 , , PUNCT eurjchem-47 178 166     SPACE eurjchem-47 178 167 j= j= NOUN eurjchem-47 178 168     SPACE eurjchem-47 178 169 8.3 8.3 NUM eurjchem-47 178 170     SPACE eurjchem-47 178 171 hz hz VERB eurjchem-47 178 172 , , PUNCT eurjchem-47 178 173     SPACE eurjchem-47 178 174 2h 2h NUM eurjchem-47 178 175 , , PUNCT eurjchem-47 178 176     SPACE eurjchem-47 178 177 ar‐h ar‐h NOUN eurjchem-47 178 178     SPACE eurjchem-47 178 179 ) ) PUNCT eurjchem-47 178 180 ; ; PUNCT eurjchem-47 178 181     SPACE eurjchem-47 178 182 7.01 7.01 NUM eurjchem-47 178 183     SPACE eurjchem-47 178 184 ( ( PUNCT eurjchem-47 178 185 d d NOUN eurjchem-47 178 186 , , PUNCT eurjchem-47 178 187     SPACE eurjchem-47 178 188 j= j= NOUN eurjchem-47 178 189     SPACE eurjchem-47 178 190 8.3 8.3 NUM eurjchem-47 178 191     SPACE eurjchem-47 178 192 hz hz VERB eurjchem-47 178 193 , , PUNCT eurjchem-47 178 194     SPACE eurjchem-47 178 195 2h 2h NUM eurjchem-47 178 196 , , PUNCT eurjchem-47 178 197     SPACE eurjchem-47 178 198 ar‐h ar‐h NOUN eurjchem-47 178 199     SPACE eurjchem-47 178 200 ) ) PUNCT eurjchem-47 178 201 . . PUNCT eurjchem-47 178 202     SPACE eurjchem-47 179 1 13c 13c NOUN eurjchem-47 179 2     SPACE eurjchem-47 179 3 nmr nmr NOUN eurjchem-47 179 4     SPACE eurjchem-47 179 5 data datum NOUN eurjchem-47 179 6     SPACE eurjchem-47 179 7 ( ( PUNCT eurjchem-47 179 8 dmso‐d6 dmso‐d6 NOUN eurjchem-47 179 9 ) ) PUNCT eurjchem-47 179 10     SPACE eurjchem-47 179 11   VERB eurjchem-47 179 12     SPACE eurjchem-47 179 13 ppm ppm NOUN eurjchem-47 179 14 : : PUNCT eurjchem-47 179 15     SPACE eurjchem-47 179 16 175.8 175.8 NUM eurjchem-47 179 17     SPACE eurjchem-47 179 18 ( ( PUNCT eurjchem-47 179 19 1c 1c X eurjchem-47 179 20 , , PUNCT eurjchem-47 179 21     SPACE eurjchem-47 179 22 cooh cooh NOUN eurjchem-47 179 23 ) ) PUNCT eurjchem-47 179 24 ; ; PUNCT eurjchem-47 179 25     SPACE eurjchem-47 179 26 175.0 175.0 NUM eurjchem-47 179 27     SPACE eurjchem-47 179 28 ( ( PUNCT eurjchem-47 179 29 1c 1c X eurjchem-47 179 30 , , PUNCT eurjchem-47 179 31     SPACE eurjchem-47 179 32 ch3‐co‐n ch3‐co‐n NOUN eurjchem-47 179 33 ) ) PUNCT eurjchem-47 179 34 ; ; PUNCT eurjchem-47 179 35     SPACE eurjchem-47 179 36 158.1 158.1 NUM eurjchem-47 179 37     SPACE eurjchem-47 179 38 ( ( PUNCT eurjchem-47 179 39 1c 1c NOUN eurjchem-47 179 40 , , PUNCT eurjchem-47 179 41     SPACE eurjchem-47 179 42 ar‐c ar‐c PROPN eurjchem-47 179 43 ) ) PUNCT eurjchem-47 179 44 ; ; PUNCT eurjchem-47 179 45     SPACE eurjchem-47 179 46 130.8 130.8 NUM eurjchem-47 179 47     SPACE eurjchem-47 179 48 ( ( PUNCT eurjchem-47 179 49 1c 1c NOUN eurjchem-47 179 50 , , PUNCT eurjchem-47 179 51     SPACE eurjchem-47 179 52 ar‐ ar‐ NOUN eurjchem-47 179 53 c c NOUN eurjchem-47 179 54 ) ) PUNCT eurjchem-47 179 55 ; ; PUNCT eurjchem-47 179 56     SPACE eurjchem-47 179 57 130.6 130.6 NUM eurjchem-47 179 58     SPACE eurjchem-47 179 59 ( ( PUNCT eurjchem-47 179 60 2c 2c NOUN eurjchem-47 179 61 , , PUNCT eurjchem-47 179 62     SPACE eurjchem-47 179 63 ar‐c ar‐c PROPN eurjchem-47 179 64 ) ) PUNCT eurjchem-47 179 65 ; ; PUNCT eurjchem-47 179 66     SPACE eurjchem-47 179 67 114.5 114.5 NUM eurjchem-47 179 68     SPACE eurjchem-47 179 69 ( ( PUNCT eurjchem-47 179 70 2c 2c NOUN eurjchem-47 179 71 , , PUNCT eurjchem-47 179 72     SPACE eurjchem-47 179 73 ar‐c ar‐c PROPN eurjchem-47 179 74 ) ) PUNCT eurjchem-47 179 75 ; ; PUNCT eurjchem-47 179 76     SPACE eurjchem-47 179 77 67.5 67.5 NUM eurjchem-47 179 78     SPACE eurjchem-47 179 79 ( ( PUNCT eurjchem-47 179 80 1c 1c NOUN eurjchem-47 179 81 , , PUNCT eurjchem-47 179 82     SPACE eurjchem-47 179 83 ch3‐ch2‐ch2‐ ch3‐ch2‐ch2‐ NUM eurjchem-47 179 84 ch2‐o ch2‐o NOUN eurjchem-47 179 85 ) ) PUNCT eurjchem-47 179 86 ; ; PUNCT eurjchem-47 179 87     SPACE eurjchem-47 179 88 58.5 58.5 NUM eurjchem-47 179 89     SPACE eurjchem-47 179 90 ( ( PUNCT eurjchem-47 179 91 1c 1c X eurjchem-47 179 92 , , PUNCT eurjchem-47 179 93     SPACE eurjchem-47 179 94 n‐ch n‐ch NOUN eurjchem-47 179 95 ) ) PUNCT eurjchem-47 179 96 ; ; PUNCT eurjchem-47 179 97     SPACE eurjchem-47 179 98 49.6 49.6 NUM eurjchem-47 179 99     SPACE eurjchem-47 179 100 ( ( PUNCT eurjchem-47 179 101 1c 1c X eurjchem-47 179 102 , , PUNCT eurjchem-47 179 103     SPACE eurjchem-47 179 104 ch2‐n ch2‐n ADJ eurjchem-47 179 105 ) ) PUNCT eurjchem-47 179 106 ; ; PUNCT eurjchem-47 179 107     SPACE eurjchem-47 179 108 42.1(1c 42.1(1c NUM eurjchem-47 179 109 , , PUNCT eurjchem-47 179 110     SPACE eurjchem-47 179 111 ph‐ch2 ph‐ch2 ADJ eurjchem-47 179 112 ) ) PUNCT eurjchem-47 179 113 ; ; PUNCT eurjchem-47 179 114     SPACE eurjchem-47 179 115 37.7 37.7 NUM eurjchem-47 179 116     SPACE eurjchem-47 179 117 ( ( PUNCT eurjchem-47 179 118 1c 1c NOUN eurjchem-47 179 119 , , PUNCT eurjchem-47 179 120     SPACE eurjchem-47 179 121 ch‐cooh);33.1 ch‐cooh);33.1 PROPN eurjchem-47 179 122     SPACE eurjchem-47 179 123 ( ( PUNCT eurjchem-47 179 124 1c 1c X eurjchem-47 179 125 , , PUNCT eurjchem-47 179 126     SPACE eurjchem-47 179 127 n‐ch‐ch2 n‐ch‐ch2 NOUN eurjchem-47 179 128 ) ) PUNCT eurjchem-47 179 129 ; ; PUNCT eurjchem-47 179 130     SPACE eurjchem-47 179 131 31.3 31.3 NUM eurjchem-47 179 132     SPACE eurjchem-47 179 133 ( ( PUNCT eurjchem-47 179 134 1c 1c NOUN eurjchem-47 179 135 , , PUNCT eurjchem-47 179 136     SPACE eurjchem-47 179 137 ch3‐ch2‐ ch3‐ch2‐ NUM eurjchem-47 179 138 ch2‐ch2‐o ch2‐ch2‐o NOUN eurjchem-47 179 139 ) ) PUNCT eurjchem-47 179 140 ; ; PUNCT eurjchem-47 179 141     SPACE eurjchem-47 179 142 23.4(1c 23.4(1c NOUN eurjchem-47 179 143 , , PUNCT eurjchem-47 179 144     SPACE eurjchem-47 179 145 ch3‐co‐n ch3‐co‐n NOUN eurjchem-47 179 146 ) ) PUNCT eurjchem-47 179 147 ; ; PUNCT eurjchem-47 179 148     SPACE eurjchem-47 179 149 19.3 19.3 NUM eurjchem-47 179 150     SPACE eurjchem-47 179 151 ( ( PUNCT eurjchem-47 179 152 1c 1c NOUN eurjchem-47 179 153 , , PUNCT eurjchem-47 179 154     SPACE eurjchem-47 179 155 ch3‐ch2‐ch2‐ch2‐ ch3‐ch2‐ch2‐ch2‐ VERB eurjchem-47 179 156 o);14.2 o);14.2 NUM eurjchem-47 179 157     SPACE eurjchem-47 179 158 ( ( PUNCT eurjchem-47 179 159 1c 1c NOUN eurjchem-47 179 160 , , PUNCT eurjchem-47 179 161     SPACE eurjchem-47 179 162 ch3‐ch2‐ch2‐ch2‐o ch3‐ch2‐ch2‐ch2‐o NOUN eurjchem-47 179 163 ) ) PUNCT eurjchem-47 179 164 . . PUNCT eurjchem-47 179 165     SPACE eurjchem-47 180 1 ei ei PROPN eurjchem-47 180 2 / / SYM eurjchem-47 180 3 ms ms PROPN eurjchem-47 180 4 , , PUNCT eurjchem-47 180 5     SPACE eurjchem-47 180 6 m m PROPN eurjchem-47 180 7 / / PROPN eurjchem-47 181 1 z z NOUN eurjchem-47 181 2     SPACE eurjchem-47 181 3 ( ( PUNCT eurjchem-47 181 4 % % INTJ eurjchem-47 181 5 ): ): PUNCT eurjchem-47 181 6 320 320 NUM eurjchem-47 181 7 , , PUNCT eurjchem-47 181 8     SPACE eurjchem-47 181 9 m++1 m++1 PROPN eurjchem-47 181 10 . . PUNCT eurjchem-47 181 11     SPACE eurjchem-47 181 12 microanalysis microanalysis ADJ eurjchem-47 181 13     SPACE eurjchem-47 181 14 calcd calcd NOUN eurjchem-47 181 15 . . PUNCT eurjchem-47 181 16     SPACE eurjchem-47 182 1 c c X eurjchem-47 182 2 , , PUNCT eurjchem-47 182 3     SPACE eurjchem-47 182 4 h h NOUN eurjchem-47 182 5 , , PUNCT eurjchem-47 182 6     SPACE eurjchem-47 182 7 n n CCONJ eurjchem-47 182 8     SPACE eurjchem-47 182 9 for for ADP eurjchem-47 182 10 , , PUNCT eurjchem-47 182 11     SPACE eurjchem-47 182 12 c18h25no4 c18h25no4 ADJ eurjchem-47 182 13 : : PUNCT eurjchem-47 182 14     SPACE eurjchem-47 182 15 67.69 67.69 NUM eurjchem-47 182 16 , , PUNCT eurjchem-47 182 17     SPACE eurjchem-47 182 18 7.89 7.89 NUM eurjchem-47 182 19 , , PUNCT eurjchem-47 182 20     SPACE eurjchem-47 182 21 4.39 4.39 NUM eurjchem-47 182 22 ; ; PUNCT eurjchem-47 182 23     SPACE eurjchem-47 182 24 found find VERB eurjchem-47 182 25 , , PUNCT eurjchem-47 182 26     SPACE eurjchem-47 182 27 67.22 67.22 NUM eurjchem-47 182 28 , , PUNCT eurjchem-47 182 29     SPACE eurjchem-47 182 30 8.04 8.04 NUM eurjchem-47 182 31 , , PUNCT eurjchem-47 182 32     SPACE eurjchem-47 182 33 4.34 4.34 NUM eurjchem-47 182 34 . . PUNCT eurjchem-47 182 35     SPACE eurjchem-47 183 1 2.1.5 2.1.5 NUM eurjchem-47 183 2 . . PUNCT eurjchem-47 183 3     SPACE eurjchem-47 183 4 general general ADJ eurjchem-47 183 5     SPACE eurjchem-47 183 6 procedure procedure NOUN eurjchem-47 183 7     SPACE eurjchem-47 183 8 for for ADP eurjchem-47 183 9     SPACE eurjchem-47 183 10 preparation preparation NOUN eurjchem-47 183 11     SPACE eurjchem-47 183 12 of of ADP eurjchem-47 183 13     SPACE eurjchem-47 183 14 1­h­5­benzyl 1­h­5­benzyl NUM eurjchem-47 183 15     SPACE eurjchem-47 183 16 or or CCONJ eurjchem-47 183 17     SPACE eurjchem-47 183 18 5­(4­alkoxy­benzyl)­pyrrolidine­3­carboxylic 5­(4­alkoxy­benzyl)­pyrrolidine­3­carboxylic PROPN eurjchem-47 183 19     SPACE eurjchem-47 183 20 acid acid NOUN eurjchem-47 183 21     SPACE eurjchem-47 183 22 hydrochlorides hydrochloride NOUN eurjchem-47 183 23     SPACE eurjchem-47 183 24 ( ( PUNCT eurjchem-47 183 25 9a­e 9a­e NUM eurjchem-47 183 26 ) ) PUNCT eurjchem-47 183 27         SPACE eurjchem-47 183 28 to to ADP eurjchem-47 183 29     SPACE eurjchem-47 183 30 0.0034 0.0034 NUM eurjchem-47 183 31     SPACE eurjchem-47 183 32 mol mol NOUN eurjchem-47 183 33     SPACE eurjchem-47 183 34 of of ADP eurjchem-47 183 35     SPACE eurjchem-47 183 36 n‐acetylated‐4‐hydroxy‐5‐benzyl n‐acetylated‐4‐hydroxy‐5‐benzyl NOUN eurjchem-47 183 37     SPACE eurjchem-47 183 38 or or CCONJ eurjchem-47 183 39     SPACE eurjchem-47 183 40 5‐(4‐ 5‐(4‐ PROPN eurjchem-47 183 41 alkoxy‐ alkoxy‐ NOUN eurjchem-47 183 42     SPACE eurjchem-47 183 43 benzyl)‐pyrrolidine‐3‐carboxylic benzyl)‐pyrrolidine‐3‐carboxylic ADJ eurjchem-47 183 44     SPACE eurjchem-47 183 45 acid acid NOUN eurjchem-47 183 46     SPACE eurjchem-47 183 47 ( ( PUNCT eurjchem-47 183 48 8a­e 8a­e NUM eurjchem-47 183 49 ) ) PUNCT eurjchem-47 183 50     SPACE eurjchem-47 183 51 was be AUX eurjchem-47 183 52     SPACE eurjchem-47 183 53 added add VERB eurjchem-47 183 54     SPACE eurjchem-47 183 55 7 7 NUM eurjchem-47 183 56     SPACE eurjchem-47 183 57 ml ml NOUN eurjchem-47 183 58     SPACE eurjchem-47 183 59 solution solution NOUN eurjchem-47 183 60     SPACE eurjchem-47 183 61 of of ADP eurjchem-47 183 62     SPACE eurjchem-47 183 63 hydrochloric hydrochloric ADJ eurjchem-47 183 64     SPACE eurjchem-47 183 65 acid acid NOUN eurjchem-47 183 66     SPACE eurjchem-47 183 67 ( ( PUNCT eurjchem-47 183 68 5 5 NUM eurjchem-47 183 69     SPACE eurjchem-47 183 70 n n CCONJ eurjchem-47 183 71 ) ) PUNCT eurjchem-47 183 72 . . PUNCT eurjchem-47 183 73     SPACE eurjchem-47 184 1 the the DET eurjchem-47 184 2     SPACE eurjchem-47 184 3 reaction reaction NOUN eurjchem-47 184 4     SPACE eurjchem-47 184 5 mixture mixture NOUN eurjchem-47 184 6     SPACE eurjchem-47 184 7 was be AUX eurjchem-47 184 8     SPACE eurjchem-47 184 9 refluxed refluxe VERB eurjchem-47 184 10     SPACE eurjchem-47 184 11 for for ADP eurjchem-47 184 12     SPACE eurjchem-47 184 13 5 5 NUM eurjchem-47 184 14     SPACE eurjchem-47 184 15 h h NOUN eurjchem-47 184 16 , , PUNCT eurjchem-47 184 17     SPACE eurjchem-47 184 18 evaporated evaporate VERB eurjchem-47 184 19     SPACE eurjchem-47 184 20 under under ADP eurjchem-47 184 21     SPACE eurjchem-47 184 22 reduced reduce VERB eurjchem-47 184 23     SPACE eurjchem-47 184 24 pressure pressure NOUN eurjchem-47 184 25     SPACE eurjchem-47 184 26 to to PART eurjchem-47 184 27     SPACE eurjchem-47 184 28 afford afford VERB eurjchem-47 184 29     SPACE eurjchem-47 184 30 the the DET eurjchem-47 184 31     SPACE eurjchem-47 184 32 hydrochlorides hydrochloride NOUN eurjchem-47 184 33     SPACE eurjchem-47 184 34 9a­e 9a­e NUM eurjchem-47 184 35     SPACE eurjchem-47 184 36 as as ADP eurjchem-47 184 37     SPACE eurjchem-47 184 38 solids solid NOUN eurjchem-47 184 39     SPACE eurjchem-47 184 40 which which PRON eurjchem-47 184 41     SPACE eurjchem-47 184 42 were be AUX eurjchem-47 184 43     SPACE eurjchem-47 184 44 crystallized crystallize VERB eurjchem-47 184 45     SPACE eurjchem-47 184 46 from from ADP eurjchem-47 184 47     SPACE eurjchem-47 184 48 ethyl ethyl PROPN eurjchem-47 184 49     SPACE eurjchem-47 184 50 acetate/ acetate/ SYM eurjchem-47 184 51     SPACE eurjchem-47 184 52 alcohol alcohol NOUN eurjchem-47 184 53     SPACE eurjchem-47 184 54 ( ( PUNCT eurjchem-47 184 55 9:1 9:1 NUM eurjchem-47 184 56 ) ) PUNCT eurjchem-47 184 57 . . PUNCT eurjchem-47 184 58         SPACE eurjchem-47 185 1 2.1.5.1 2.1.5.1 NUM eurjchem-47 185 2 . . PUNCT eurjchem-47 185 3     SPACE eurjchem-47 185 4 1­h­5­benzyl­pyrrolidine­3­carboxylic 1­h­5­benzyl­pyrrolidine­3­carboxylic NUM eurjchem-47 185 5     SPACE eurjchem-47 185 6 acid acid NOUN eurjchem-47 185 7     SPACE eurjchem-47 185 8 hydrochloride hydrochloride NOUN eurjchem-47 185 9     SPACE eurjchem-47 185 10 ( ( PUNCT eurjchem-47 185 11 9a 9a NOUN eurjchem-47 185 12 ) ) PUNCT eurjchem-47 185 13         SPACE eurjchem-47 185 14 yield yield NOUN eurjchem-47 185 15     SPACE eurjchem-47 185 16 70 70 NUM eurjchem-47 185 17     SPACE eurjchem-47 185 18 % % NOUN eurjchem-47 185 19 , , PUNCT eurjchem-47 185 20     SPACE eurjchem-47 185 21 decomposition decomposition NOUN eurjchem-47 185 22     SPACE eurjchem-47 185 23 at at ADP eurjchem-47 185 24     SPACE eurjchem-47 185 25 270oc 270oc PROPN eurjchem-47 185 26 . . PUNCT eurjchem-47 185 27     SPACE eurjchem-47 186 1 ir ir PROPN eurjchem-47 186 2     SPACE eurjchem-47 186 3 ( ( PUNCT eurjchem-47 186 4 kbr kbr PROPN eurjchem-47 186 5 , , PUNCT eurjchem-47 186 6     SPACE eurjchem-47 186 7 cm‐1 cm‐1 NOUN eurjchem-47 186 8 ): ): PUNCT eurjchem-47 186 9     SPACE eurjchem-47 186 10 3410 3410 NUM eurjchem-47 186 11     SPACE eurjchem-47 186 12 ( ( PUNCT eurjchem-47 186 13 br br PROPN eurjchem-47 186 14 , , PUNCT eurjchem-47 186 15     SPACE eurjchem-47 186 16 oh oh NOUN eurjchem-47 186 17     SPACE eurjchem-47 186 18 acid acid NOUN eurjchem-47 186 19 ) ) PUNCT eurjchem-47 186 20 , , PUNCT eurjchem-47 186 21     SPACE eurjchem-47 186 22 1727 1727 NUM eurjchem-47 186 23     SPACE eurjchem-47 186 24 ( ( PUNCT eurjchem-47 186 25 c c NOUN eurjchem-47 186 26 = = SYM eurjchem-47 186 27 o o NOUN eurjchem-47 186 28 , , PUNCT eurjchem-47 186 29     SPACE eurjchem-47 186 30 acid acid NOUN eurjchem-47 186 31 ) ) PUNCT eurjchem-47 186 32 . . PUNCT eurjchem-47 186 33     SPACE eurjchem-47 186 34 1h 1h NUM eurjchem-47 186 35     SPACE eurjchem-47 186 36 nmr nmr NOUN eurjchem-47 186 37     SPACE eurjchem-47 186 38 ( ( PUNCT eurjchem-47 186 39 dmso‐d6 dmso‐d6 NOUN eurjchem-47 186 40 ) ) PUNCT eurjchem-47 186 41     SPACE eurjchem-47 186 42   NUM eurjchem-47 186 43     SPACE eurjchem-47 186 44 ppm ppm NOUN eurjchem-47 186 45 : : PUNCT eurjchem-47 186 46     SPACE eurjchem-47 186 47 1.71‐2.10 1.71‐2.10 NUM eurjchem-47 186 48     SPACE eurjchem-47 186 49 ( ( PUNCT eurjchem-47 186 50 m m PROPN eurjchem-47 186 51 , , PUNCT eurjchem-47 186 52     SPACE eurjchem-47 186 53 2h 2h NUM eurjchem-47 186 54 , , PUNCT eurjchem-47 186 55     SPACE eurjchem-47 186 56 ch2‐chcooh ch2‐chcooh NOUN eurjchem-47 186 57 ) ) PUNCT eurjchem-47 186 58 ; ; PUNCT eurjchem-47 186 59     SPACE eurjchem-47 186 60 2.60‐3.42 2.60‐3.42 NUM eurjchem-47 186 61     SPACE eurjchem-47 186 62 ( ( PUNCT eurjchem-47 186 63 m m PROPN eurjchem-47 186 64 , , PUNCT eurjchem-47 186 65     SPACE eurjchem-47 186 66 6h 6h NOUN eurjchem-47 186 67 , , PUNCT eurjchem-47 186 68     SPACE eurjchem-47 186 69 ph‐ch2 ph‐ch2 VERB eurjchem-47 186 70 , , PUNCT eurjchem-47 186 71     SPACE eurjchem-47 186 72 ch‐ ch‐ PROPN eurjchem-47 186 73 cooh cooh NOUN eurjchem-47 186 74     SPACE eurjchem-47 186 75 , , PUNCT eurjchem-47 186 76 ch2‐n ch2‐n ADJ eurjchem-47 186 77 , , PUNCT eurjchem-47 186 78 n‐ch n‐ch NOUN eurjchem-47 186 79 ) ) PUNCT eurjchem-47 186 80 ; ; PUNCT eurjchem-47 186 81     SPACE eurjchem-47 186 82 6.84‐7.15(m 6.84‐7.15(m NUM eurjchem-47 186 83 , , PUNCT eurjchem-47 186 84     SPACE eurjchem-47 186 85 5h 5h NUM eurjchem-47 186 86 , , PUNCT eurjchem-47 186 87     SPACE eurjchem-47 186 88 ar‐h ar‐h NOUN eurjchem-47 186 89     SPACE eurjchem-47 186 90 ) ) PUNCT eurjchem-47 186 91 ; ; PUNCT eurjchem-47 186 92     SPACE eurjchem-47 186 93 9.55 9.55 NUM eurjchem-47 186 94     SPACE eurjchem-47 186 95 ( ( PUNCT eurjchem-47 186 96 s s PROPN eurjchem-47 186 97 , , PUNCT eurjchem-47 186 98     SPACE eurjchem-47 186 99 1h 1h NUM eurjchem-47 186 100 , , PUNCT eurjchem-47 186 101     SPACE eurjchem-47 186 102 cooh cooh NOUN eurjchem-47 186 103 ) ) PUNCT eurjchem-47 186 104 . . PUNCT eurjchem-47 186 105     SPACE eurjchem-47 187 1 fab fab PROPN eurjchem-47 187 2 / / SYM eurjchem-47 187 3 ms ms PROPN eurjchem-47 187 4 , , PUNCT eurjchem-47 187 5     SPACE eurjchem-47 187 6 m m PROPN eurjchem-47 187 7 / / PROPN eurjchem-47 188 1 z z NOUN eurjchem-47 188 2     SPACE eurjchem-47 188 3 ( ( PUNCT eurjchem-47 188 4 % % INTJ eurjchem-47 188 5 ): ): PUNCT eurjchem-47 188 6     SPACE eurjchem-47 188 7 242 242 NUM eurjchem-47 188 8 , , PUNCT eurjchem-47 188 9     SPACE eurjchem-47 188 10 m++0.5 m++0.5 NOUN eurjchem-47 188 11 . . PUNCT eurjchem-47 188 12     SPACE eurjchem-47 188 13 microanalysis microanalysis ADJ eurjchem-47 188 14     SPACE eurjchem-47 188 15 calcd calcd NOUN eurjchem-47 188 16 . . PUNCT eurjchem-47 188 17     SPACE eurjchem-47 189 1 c c X eurjchem-47 189 2 , , PUNCT eurjchem-47 189 3     SPACE eurjchem-47 189 4 h h NOUN eurjchem-47 189 5 , , PUNCT eurjchem-47 189 6     SPACE eurjchem-47 189 7 n n CCONJ eurjchem-47 189 8     SPACE eurjchem-47 189 9 for for ADP eurjchem-47 189 10 , , PUNCT eurjchem-47 189 11     SPACE eurjchem-47 189 12 c12h16clno2 c12h16clno2 NOUN eurjchem-47 189 13 : : PUNCT eurjchem-47 189 14     SPACE eurjchem-47 189 15 59.63 59.63 NUM eurjchem-47 189 16 , , PUNCT eurjchem-47 189 17     SPACE eurjchem-47 189 18 6.67 6.67 NUM eurjchem-47 189 19 , , PUNCT eurjchem-47 189 20     SPACE eurjchem-47 189 21 5.79 5.79 NUM eurjchem-47 189 22 ; ; PUNCT eurjchem-47 189 23     SPACE eurjchem-47 189 24 found find VERB eurjchem-47 189 25 , , PUNCT eurjchem-47 189 26     SPACE eurjchem-47 189 27 59.68 59.68 NUM eurjchem-47 189 28 , , PUNCT eurjchem-47 189 29     SPACE eurjchem-47 189 30 6.72 6.72 NUM eurjchem-47 189 31 , , PUNCT eurjchem-47 189 32     SPACE eurjchem-47 189 33 5.81 5.81 NUM eurjchem-47 189 34 . . PUNCT eurjchem-47 189 35         SPACE eurjchem-47 190 1 2.1.5.2 2.1.5.2 NUM eurjchem-47 190 2 . . PUNCT eurjchem-47 190 3     SPACE eurjchem-47 190 4 1­h­5­(4­methoxy­benzyl)­pyrrolidine­3­carboxylic 1­h­5­(4­methoxy­benzyl)­pyrrolidine­3­carboxylic NUM eurjchem-47 190 5     SPACE eurjchem-47 190 6 acid acid NOUN eurjchem-47 190 7     SPACE eurjchem-47 190 8 hydrochloride hydrochloride NOUN eurjchem-47 190 9     SPACE eurjchem-47 190 10 ( ( PUNCT eurjchem-47 190 11 9b 9b NUM eurjchem-47 190 12 ) ) PUNCT eurjchem-47 190 13         SPACE eurjchem-47 190 14 yield yield NOUN eurjchem-47 190 15     SPACE eurjchem-47 190 16 67 67 NUM eurjchem-47 190 17     SPACE eurjchem-47 190 18 % % NOUN eurjchem-47 190 19 . . PUNCT eurjchem-47 190 20     SPACE eurjchem-47 191 1 m.p m.p PROPN eurjchem-47 191 2 . . PROPN eurjchem-47 191 3 : : PUNCT eurjchem-47 191 4     SPACE eurjchem-47 191 5 178‐180oc 178‐180oc PROPN eurjchem-47 191 6 . . PUNCT eurjchem-47 191 7     SPACE eurjchem-47 192 1 ir ir PROPN eurjchem-47 192 2     SPACE eurjchem-47 192 3 ( ( PUNCT eurjchem-47 192 4 kbr kbr PROPN eurjchem-47 192 5 , , PUNCT eurjchem-47 192 6     SPACE eurjchem-47 192 7 cm‐1 cm‐1 NOUN eurjchem-47 192 8 ): ): PUNCT eurjchem-47 192 9     SPACE eurjchem-47 192 10 3432 3432 NUM eurjchem-47 192 11     SPACE eurjchem-47 192 12 ( ( PUNCT eurjchem-47 192 13 br br PROPN eurjchem-47 192 14 , , PUNCT eurjchem-47 192 15     SPACE eurjchem-47 192 16 oh oh NOUN eurjchem-47 192 17     SPACE eurjchem-47 192 18 acid acid NOUN eurjchem-47 192 19 ) ) PUNCT eurjchem-47 192 20 , , PUNCT eurjchem-47 192 21     SPACE eurjchem-47 192 22 1727 1727 NUM eurjchem-47 192 23     SPACE eurjchem-47 192 24 ( ( PUNCT eurjchem-47 192 25 c c NOUN eurjchem-47 192 26 = = SYM eurjchem-47 192 27 o o NOUN eurjchem-47 192 28 , , PUNCT eurjchem-47 192 29     SPACE eurjchem-47 192 30 acid acid NOUN eurjchem-47 192 31 ) ) PUNCT eurjchem-47 192 32 . . PUNCT eurjchem-47 192 33     SPACE eurjchem-47 192 34 1h 1h NUM eurjchem-47 192 35     SPACE eurjchem-47 192 36 nmr nmr NOUN eurjchem-47 192 37     SPACE eurjchem-47 192 38 ( ( PUNCT eurjchem-47 192 39 dmso‐d6 dmso‐d6 NOUN eurjchem-47 192 40 ) ) PUNCT eurjchem-47 192 41     SPACE eurjchem-47 192 42   NUM eurjchem-47 192 43     SPACE eurjchem-47 192 44 ppm ppm NOUN eurjchem-47 192 45 : : PUNCT eurjchem-47 192 46     SPACE eurjchem-47 192 47 1.72‐2.20 1.72‐2.20 NUM eurjchem-47 192 48     SPACE eurjchem-47 192 49 ( ( PUNCT eurjchem-47 192 50 m m PROPN eurjchem-47 192 51 , , PUNCT eurjchem-47 192 52     SPACE eurjchem-47 192 53 2h 2h NUM eurjchem-47 192 54 , , PUNCT eurjchem-47 192 55     SPACE eurjchem-47 192 56 ch2‐chcooh ch2‐chcooh NUM eurjchem-47 192 57 ) ) PUNCT eurjchem-47 192 58 ; ; PUNCT eurjchem-47 192 59     SPACE eurjchem-47 192 60 2.62‐3.41 2.62‐3.41 NUM eurjchem-47 192 61     SPACE eurjchem-47 192 62 ( ( PUNCT eurjchem-47 192 63 m m PROPN eurjchem-47 192 64 , , PUNCT eurjchem-47 192 65     SPACE eurjchem-47 192 66 6h 6h NOUN eurjchem-47 192 67 , , PUNCT eurjchem-47 192 68     SPACE eurjchem-47 192 69 ph‐ch2 ph‐ch2 VERB eurjchem-47 192 70 , , PUNCT eurjchem-47 192 71     SPACE eurjchem-47 192 72 ch‐cooh ch‐cooh NOUN eurjchem-47 192 73     SPACE eurjchem-47 192 74 , , PUNCT eurjchem-47 192 75 ch2‐n ch2‐n ADJ eurjchem-47 192 76 , , PUNCT eurjchem-47 192 77     SPACE eurjchem-47 192 78 n‐ch n‐ch NOUN eurjchem-47 192 79 ) ) PUNCT eurjchem-47 192 80 ; ; PUNCT eurjchem-47 192 81     SPACE eurjchem-47 192 82 3.70 3.70 NUM eurjchem-47 192 83     SPACE eurjchem-47 192 84 ( ( PUNCT eurjchem-47 192 85 s s PROPN eurjchem-47 192 86 , , PUNCT eurjchem-47 192 87     SPACE eurjchem-47 192 88 3h 3h NUM eurjchem-47 192 89 , , PUNCT eurjchem-47 192 90     SPACE eurjchem-47 192 91 ch3‐o ch3‐o VERB eurjchem-47 192 92 ) ) PUNCT eurjchem-47 192 93 ; ; PUNCT eurjchem-47 192 94     SPACE eurjchem-47 192 95 6.84 6.84 NUM eurjchem-47 192 96     SPACE eurjchem-47 192 97 ( ( PUNCT eurjchem-47 192 98 d d NOUN eurjchem-47 192 99 , , PUNCT eurjchem-47 192 100     SPACE eurjchem-47 192 101 j= j= NOUN eurjchem-47 192 102     SPACE eurjchem-47 192 103 8.4hz 8.4hz NUM eurjchem-47 192 104 , , PUNCT eurjchem-47 192 105     SPACE eurjchem-47 192 106 2h 2h NUM eurjchem-47 192 107 , , PUNCT eurjchem-47 192 108     SPACE eurjchem-47 192 109 ar ar NOUN eurjchem-47 192 110     SPACE eurjchem-47 192 111 h h NOUN eurjchem-47 192 112 ) ) PUNCT eurjchem-47 192 113 ; ; PUNCT eurjchem-47 192 114     SPACE eurjchem-47 192 115 7.12 7.12 NUM eurjchem-47 192 116     SPACE eurjchem-47 192 117 ( ( PUNCT eurjchem-47 192 118 d d NOUN eurjchem-47 192 119 , , PUNCT eurjchem-47 192 120     SPACE eurjchem-47 192 121 j= j= NOUN eurjchem-47 192 122     SPACE eurjchem-47 192 123 8.4hz 8.4hz NUM eurjchem-47 192 124 , , PUNCT eurjchem-47 192 125     SPACE eurjchem-47 192 126 2h 2h NUM eurjchem-47 192 127 , , PUNCT eurjchem-47 192 128     SPACE eurjchem-47 192 129 ar‐h ar‐h NOUN eurjchem-47 192 130     SPACE eurjchem-47 192 131 ) ) PUNCT eurjchem-47 192 132 ; ; PUNCT eurjchem-47 192 133     SPACE eurjchem-47 192 134 9.52 9.52 NUM eurjchem-47 192 135     SPACE eurjchem-47 192 136 ( ( PUNCT eurjchem-47 192 137 s s PROPN eurjchem-47 192 138 , , PUNCT eurjchem-47 192 139     SPACE eurjchem-47 192 140 1h 1h NUM eurjchem-47 192 141 , , PUNCT eurjchem-47 192 142     SPACE eurjchem-47 192 143 cooh cooh NOUN eurjchem-47 192 144 ) ) PUNCT eurjchem-47 192 145 . . PUNCT eurjchem-47 192 146     SPACE eurjchem-47 193 1 ei ei PROPN eurjchem-47 193 2 / / SYM eurjchem-47 193 3 ms ms PROPN eurjchem-47 193 4 , , PUNCT eurjchem-47 193 5     SPACE eurjchem-47 193 6 m m PROPN eurjchem-47 193 7 / / PROPN eurjchem-47 194 1 z z NOUN eurjchem-47 194 2     SPACE eurjchem-47 194 3 ( ( PUNCT eurjchem-47 194 4 % % INTJ eurjchem-47 194 5 ): ): PUNCT eurjchem-47 194 6     SPACE eurjchem-47 194 7 235 235 NUM eurjchem-47 194 8 , , PUNCT eurjchem-47 194 9     SPACE eurjchem-47 194 10 m+‐hcl m+‐hcl X eurjchem-47 194 11 . . PUNCT eurjchem-47 194 12     SPACE eurjchem-47 194 13 microanalysis microanalysis ADJ eurjchem-47 194 14     SPACE eurjchem-47 194 15 calcd calcd NOUN eurjchem-47 194 16 . . PUNCT eurjchem-47 194 17     SPACE eurjchem-47 195 1 c c X eurjchem-47 195 2 , , PUNCT eurjchem-47 195 3     SPACE eurjchem-47 195 4 h h NOUN eurjchem-47 195 5 , , PUNCT eurjchem-47 195 6     SPACE eurjchem-47 195 7 n n CCONJ eurjchem-47 195 8     SPACE eurjchem-47 195 9 for for ADP eurjchem-47 195 10 , , PUNCT eurjchem-47 195 11     SPACE eurjchem-47 195 12 c13h18clno3 c13h18clno3 NOUN eurjchem-47 195 13 : : PUNCT eurjchem-47 195 14     SPACE eurjchem-47 195 15 57.46 57.46 NUM eurjchem-47 195 16 , , PUNCT eurjchem-47 195 17     SPACE eurjchem-47 195 18 6.68 6.68 NUM eurjchem-47 195 19 , , PUNCT eurjchem-47 195 20     SPACE eurjchem-47 195 21 5.15 5.15 NUM eurjchem-47 195 22 ; ; PUNCT eurjchem-47 195 23     SPACE eurjchem-47 195 24 found find VERB eurjchem-47 195 25 , , PUNCT eurjchem-47 195 26     SPACE eurjchem-47 195 27 57.50 57.50 NUM eurjchem-47 195 28 , , PUNCT eurjchem-47 195 29     SPACE eurjchem-47 195 30 6.70 6.70 NUM eurjchem-47 195 31 , , PUNCT eurjchem-47 195 32     SPACE eurjchem-47 195 33 5.11 5.11 NUM eurjchem-47 195 34 . . PUNCT eurjchem-47 195 35         SPACE eurjchem-47 196 1 2.1.5.3 2.1.5.3 NUM eurjchem-47 196 2 . . PUNCT eurjchem-47 196 3     SPACE eurjchem-47 196 4 1­h­5­(4­ethoxy­benzyl)­pyrrolidine­3­carboxylic 1­h­5­(4­ethoxy­benzyl)­pyrrolidine­3­carboxylic NUM eurjchem-47 196 5     SPACE eurjchem-47 196 6 acid acid NOUN eurjchem-47 196 7     SPACE eurjchem-47 196 8 hydrochloride hydrochloride NOUN eurjchem-47 196 9     SPACE eurjchem-47 196 10 ( ( PUNCT eurjchem-47 196 11 9c 9c NUM eurjchem-47 196 12 ) ) PUNCT eurjchem-47 196 13         SPACE eurjchem-47 196 14 yield yield NOUN eurjchem-47 196 15     SPACE eurjchem-47 196 16 75 75 NUM eurjchem-47 196 17     SPACE eurjchem-47 196 18 % % NOUN eurjchem-47 196 19 . . PUNCT eurjchem-47 196 20     SPACE eurjchem-47 196 21 m.p.:146‐149oc m.p.:146‐149oc PROPN eurjchem-47 196 22 . . PUNCT eurjchem-47 196 23     SPACE eurjchem-47 197 1 ir ir PROPN eurjchem-47 197 2     SPACE eurjchem-47 197 3 ( ( PUNCT eurjchem-47 197 4 kbr kbr PROPN eurjchem-47 197 5 , , PUNCT eurjchem-47 197 6     SPACE eurjchem-47 197 7 cm‐1 cm‐1 NOUN eurjchem-47 197 8 ): ): PUNCT eurjchem-47 197 9     SPACE eurjchem-47 197 10 3400 3400 NUM eurjchem-47 197 11     SPACE eurjchem-47 197 12 ( ( PUNCT eurjchem-47 197 13 br br PROPN eurjchem-47 197 14 , , PUNCT eurjchem-47 197 15     SPACE eurjchem-47 197 16 oh oh NOUN eurjchem-47 197 17     SPACE eurjchem-47 197 18 acid acid NOUN eurjchem-47 197 19 ) ) PUNCT eurjchem-47 197 20 , , PUNCT eurjchem-47 197 21     SPACE eurjchem-47 197 22 1733 1733 NUM eurjchem-47 197 23     SPACE eurjchem-47 197 24 ( ( PUNCT eurjchem-47 197 25 c c NOUN eurjchem-47 197 26 = = SYM eurjchem-47 197 27 o o NOUN eurjchem-47 197 28 , , PUNCT eurjchem-47 197 29     SPACE eurjchem-47 197 30 acid acid NOUN eurjchem-47 197 31 ) ) PUNCT eurjchem-47 197 32 . . PUNCT eurjchem-47 197 33     SPACE eurjchem-47 198 1 1h 1h NUM eurjchem-47 198 2     SPACE eurjchem-47 198 3 nmr nmr NOUN eurjchem-47 198 4     SPACE eurjchem-47 198 5 ( ( PUNCT eurjchem-47 198 6 dmso‐d6 dmso‐d6 NOUN eurjchem-47 198 7 ) ) PUNCT eurjchem-47 198 8     SPACE eurjchem-47 198 9   VERB eurjchem-47 198 10     SPACE eurjchem-47 198 11 ppm ppm NOUN eurjchem-47 198 12 : : PUNCT eurjchem-47 198 13     SPACE eurjchem-47 198 14 1.29 1.29 NUM eurjchem-47 198 15     SPACE eurjchem-47 198 16 ( ( PUNCT eurjchem-47 198 17 t t PROPN eurjchem-47 198 18 , , PUNCT eurjchem-47 198 19     SPACE eurjchem-47 198 20 j=7.3 j=7.3 PROPN eurjchem-47 198 21     SPACE eurjchem-47 198 22 hz hz VERB eurjchem-47 198 23 , , PUNCT eurjchem-47 198 24     SPACE eurjchem-47 198 25 3h 3h NUM eurjchem-47 198 26 , , PUNCT eurjchem-47 198 27     SPACE eurjchem-47 198 28 ch3‐ch2‐o ch3‐ch2‐o NOUN eurjchem-47 198 29 ) ) PUNCT eurjchem-47 198 30 ; ; PUNCT eurjchem-47 198 31     SPACE eurjchem-47 198 32 1.73‐2.25 1.73‐2.25 NUM eurjchem-47 198 33     SPACE eurjchem-47 198 34 ( ( PUNCT eurjchem-47 198 35 m m PROPN eurjchem-47 198 36 , , PUNCT eurjchem-47 198 37     SPACE eurjchem-47 198 38 2h 2h NUM eurjchem-47 198 39 , , PUNCT eurjchem-47 198 40     SPACE eurjchem-47 198 41 ch2‐chcooh ch2‐chcooh NOUN eurjchem-47 198 42 ) ) PUNCT eurjchem-47 198 43 ; ; PUNCT eurjchem-47 198 44     SPACE eurjchem-47 198 45 2.81‐3.60 2.81‐3.60 NUM eurjchem-47 198 46     SPACE eurjchem-47 198 47 ( ( PUNCT eurjchem-47 198 48 m m PROPN eurjchem-47 198 49 , , PUNCT eurjchem-47 198 50     SPACE eurjchem-47 198 51 6h 6h NOUN eurjchem-47 198 52 , , PUNCT eurjchem-47 198 53     SPACE eurjchem-47 198 54 ph‐ch2 ph‐ch2 VERB eurjchem-47 198 55 , , PUNCT eurjchem-47 198 56     SPACE eurjchem-47 198 57 ch‐cooh ch‐cooh NOUN eurjchem-47 198 58     SPACE eurjchem-47 198 59 , , PUNCT eurjchem-47 198 60     SPACE eurjchem-47 198 61 ch2‐n ch2‐n ADJ eurjchem-47 198 62 , , PUNCT eurjchem-47 198 63     SPACE eurjchem-47 198 64 n‐ch n‐ch NOUN eurjchem-47 198 65 ) ) PUNCT eurjchem-47 198 66 ; ; PUNCT eurjchem-47 198 67     SPACE eurjchem-47 198 68 3.97 3.97 NUM eurjchem-47 198 69     SPACE eurjchem-47 198 70 ( ( PUNCT eurjchem-47 198 71 q q NOUN eurjchem-47 198 72 , , PUNCT eurjchem-47 198 73     SPACE eurjchem-47 198 74 j=7.1hz j=7.1hz PROPN eurjchem-47 198 75 , , PUNCT eurjchem-47 198 76     SPACE eurjchem-47 198 77 2h 2h NUM eurjchem-47 198 78 , , PUNCT eurjchem-47 198 79     SPACE eurjchem-47 198 80 ch3‐ch2‐o ch3‐ch2‐o NOUN eurjchem-47 198 81 ) ) PUNCT eurjchem-47 198 82 ; ; PUNCT eurjchem-47 198 83     SPACE eurjchem-47 198 84 6.87 6.87 NUM eurjchem-47 198 85     SPACE eurjchem-47 198 86 ( ( PUNCT eurjchem-47 198 87 d d NOUN eurjchem-47 198 88 , , PUNCT eurjchem-47 198 89     SPACE eurjchem-47 198 90 j= j= NOUN eurjchem-47 198 91     SPACE eurjchem-47 198 92 8.4 8.4 NUM eurjchem-47 198 93     SPACE eurjchem-47 198 94 hz hz VERB eurjchem-47 198 95 , , PUNCT eurjchem-47 198 96     SPACE eurjchem-47 198 97 2h 2h NUM eurjchem-47 198 98 , , PUNCT eurjchem-47 198 99     SPACE eurjchem-47 198 100 ar‐h ar‐h NOUN eurjchem-47 198 101     SPACE eurjchem-47 198 102 ) ) PUNCT eurjchem-47 198 103 ; ; PUNCT eurjchem-47 198 104     SPACE eurjchem-47 198 105 7.18 7.18 NUM eurjchem-47 198 106     SPACE eurjchem-47 198 107 ( ( PUNCT eurjchem-47 198 108 d d PROPN eurjchem-47 198 109 , , PUNCT eurjchem-47 198 110       SPACE eurjchem-47 198 111 j= j= NOUN eurjchem-47 198 112     SPACE eurjchem-47 198 113 8.4 8.4 NUM eurjchem-47 198 114     SPACE eurjchem-47 198 115 hz hz VERB eurjchem-47 198 116 , , PUNCT eurjchem-47 198 117     SPACE eurjchem-47 198 118 2h 2h NUM eurjchem-47 198 119 , , PUNCT eurjchem-47 198 120     SPACE eurjchem-47 198 121 ar‐h ar‐h NOUN eurjchem-47 198 122     SPACE eurjchem-47 198 123 ) ) PUNCT eurjchem-47 198 124 ; ; PUNCT eurjchem-47 198 125     SPACE eurjchem-47 198 126 9.52(s 9.52(s NOUN eurjchem-47 198 127 , , PUNCT eurjchem-47 198 128     SPACE eurjchem-47 198 129 1h 1h NUM eurjchem-47 198 130 , , PUNCT eurjchem-47 198 131     SPACE eurjchem-47 198 132 cooh cooh NOUN eurjchem-47 198 133 ) ) PUNCT eurjchem-47 198 134 . . PUNCT eurjchem-47 198 135     SPACE eurjchem-47 199 1 fab fab NOUN eurjchem-47 199 2 / / SYM eurjchem-47 199 3 ms ms PROPN eurjchem-47 199 4 , , PUNCT eurjchem-47 199 5     SPACE eurjchem-47 199 6 m m PROPN eurjchem-47 199 7 / / PROPN eurjchem-47 199 8 z z NOUN eurjchem-47 199 9     SPACE eurjchem-47 199 10 ( ( PUNCT eurjchem-47 199 11 % % INTJ eurjchem-47 199 12 ): ): PUNCT eurjchem-47 199 13 286 286 NUM eurjchem-47 199 14 , , PUNCT eurjchem-47 199 15     SPACE eurjchem-47 199 16 m++ m++ NOUN eurjchem-47 199 17     SPACE eurjchem-47 199 18 0.5 0.5 NUM eurjchem-47 199 19 . . PUNCT eurjchem-47 199 20     SPACE eurjchem-47 199 21 microanalysis microanalysis ADJ eurjchem-47 199 22     SPACE eurjchem-47 199 23 calcd calcd NOUN eurjchem-47 199 24 . . PUNCT eurjchem-47 199 25     SPACE eurjchem-47 200 1 c c X eurjchem-47 200 2 , , PUNCT eurjchem-47 200 3     SPACE eurjchem-47 200 4 h h NOUN eurjchem-47 200 5 , , PUNCT eurjchem-47 200 6     SPACE eurjchem-47 200 7 n n CCONJ eurjchem-47 200 8     SPACE eurjchem-47 200 9 for for ADP eurjchem-47 200 10 , , PUNCT eurjchem-47 200 11     SPACE eurjchem-47 200 12 c14h20clno3 c14h20clno3 NOUN eurjchem-47 200 13 : : PUNCT eurjchem-47 200 14     SPACE eurjchem-47 200 15 58.84 58.84 NUM eurjchem-47 200 16 , , PUNCT eurjchem-47 200 17     SPACE eurjchem-47 200 18 7.05 7.05 NUM eurjchem-47 200 19 , , PUNCT eurjchem-47 200 20     SPACE eurjchem-47 200 21 4.90 4.90 NUM eurjchem-47 200 22 ; ; PUNCT eurjchem-47 200 23     SPACE eurjchem-47 200 24 found find VERB eurjchem-47 200 25 , , PUNCT eurjchem-47 200 26     SPACE eurjchem-47 200 27 58.79 58.79 NUM eurjchem-47 200 28 , , PUNCT eurjchem-47 200 29     SPACE eurjchem-47 200 30 7.00 7.00 NUM eurjchem-47 200 31 , , PUNCT eurjchem-47 200 32     SPACE eurjchem-47 200 33 4.99 4.99 NUM eurjchem-47 200 34 . . PUNCT eurjchem-47 200 35         SPACE eurjchem-47 201 1 2.1.5.4 2.1.5.4 NUM eurjchem-47 201 2 . . PUNCT eurjchem-47 201 3     SPACE eurjchem-47 201 4 1­h­5­(4­n­propoxy­benzyl)­pyrrolidine­3­carboxylic 1­h­5­(4­n­propoxy­benzyl)­pyrrolidine­3­carboxylic NUM eurjchem-47 201 5     SPACE eurjchem-47 201 6 acid acid NOUN eurjchem-47 201 7     SPACE eurjchem-47 201 8 hydrochloride hydrochloride NOUN eurjchem-47 201 9     SPACE eurjchem-47 201 10 ( ( PUNCT eurjchem-47 201 11 9d 9d NUM eurjchem-47 201 12 ) ) PUNCT eurjchem-47 201 13         SPACE eurjchem-47 201 14 yield yield NOUN eurjchem-47 201 15     SPACE eurjchem-47 201 16 80 80 NUM eurjchem-47 201 17     SPACE eurjchem-47 201 18 % % NOUN eurjchem-47 201 19 . . PUNCT eurjchem-47 201 20     SPACE eurjchem-47 202 1 m.p.:131‐134oc m.p.:131‐134oc PROPN eurjchem-47 202 2 . . PUNCT eurjchem-47 202 3     SPACE eurjchem-47 202 4 ir ir PROPN eurjchem-47 202 5     SPACE eurjchem-47 202 6 ( ( PUNCT eurjchem-47 202 7 kbr kbr PROPN eurjchem-47 202 8 , , PUNCT eurjchem-47 202 9     SPACE eurjchem-47 202 10 cm‐1 cm‐1 NOUN eurjchem-47 202 11 ): ): PUNCT eurjchem-47 202 12     SPACE eurjchem-47 202 13 3449 3449 NUM eurjchem-47 202 14     SPACE eurjchem-47 202 15 ( ( PUNCT eurjchem-47 202 16 br br PROPN eurjchem-47 202 17 , , PUNCT eurjchem-47 202 18     SPACE eurjchem-47 202 19 oh oh NOUN eurjchem-47 202 20     SPACE eurjchem-47 202 21 acid acid NOUN eurjchem-47 202 22 ) ) PUNCT eurjchem-47 202 23 , , PUNCT eurjchem-47 202 24     SPACE eurjchem-47 202 25 1733 1733 NUM eurjchem-47 202 26     SPACE eurjchem-47 202 27 ( ( PUNCT eurjchem-47 202 28 c c NOUN eurjchem-47 202 29 = = SYM eurjchem-47 202 30 o o NOUN eurjchem-47 202 31 , , PUNCT eurjchem-47 202 32     SPACE eurjchem-47 202 33 acid acid NOUN eurjchem-47 202 34 ) ) PUNCT eurjchem-47 202 35 ; ; PUNCT eurjchem-47 202 36     SPACE eurjchem-47 202 37 1h 1h NUM eurjchem-47 202 38     SPACE eurjchem-47 202 39 nmr nmr NOUN eurjchem-47 202 40     SPACE eurjchem-47 202 41 ( ( PUNCT eurjchem-47 202 42 dmso‐d6 dmso‐d6 NOUN eurjchem-47 202 43 ) ) PUNCT eurjchem-47 202 44     SPACE eurjchem-47 202 45   VERB eurjchem-47 202 46     SPACE eurjchem-47 202 47 ppm ppm NOUN eurjchem-47 202 48 : : PUNCT eurjchem-47 202 49     SPACE eurjchem-47 202 50 0.99 0.99 NUM eurjchem-47 202 51     SPACE eurjchem-47 202 52 ( ( PUNCT eurjchem-47 202 53 t t PROPN eurjchem-47 202 54 , , PUNCT eurjchem-47 202 55     SPACE eurjchem-47 202 56 j=7.3 j=7.3 PROPN eurjchem-47 202 57     SPACE eurjchem-47 202 58 hz hz VERB eurjchem-47 202 59 , , PUNCT eurjchem-47 202 60     SPACE eurjchem-47 202 61 3h 3h NUM eurjchem-47 202 62 , , PUNCT eurjchem-47 202 63     SPACE eurjchem-47 202 64 ch3‐(ch2)2‐o ch3‐(ch2)2‐o NOUN eurjchem-47 202 65 ) ) PUNCT eurjchem-47 202 66 ; ; PUNCT eurjchem-47 202 67     SPACE eurjchem-47 202 68 1.80‐2.10(m 1.80‐2.10(m NUM eurjchem-47 202 69 , , PUNCT eurjchem-47 202 70     SPACE eurjchem-47 202 71 4h 4h NOUN eurjchem-47 202 72 , , PUNCT eurjchem-47 202 73     SPACE eurjchem-47 202 74 ch3‐ch2‐o ch3‐ch2‐o NOUN eurjchem-47 202 75 , , PUNCT eurjchem-47 202 76     SPACE eurjchem-47 202 77 ch2‐ch‐ ch2‐ch‐ NOUN eurjchem-47 202 78 cooh cooh NOUN eurjchem-47 202 79 ) ) PUNCT eurjchem-47 202 80 ; ; PUNCT eurjchem-47 202 81     SPACE eurjchem-47 203 1 2.50‐3.70 2.50‐3.70 NUM eurjchem-47 203 2     SPACE eurjchem-47 203 3 ( ( PUNCT eurjchem-47 203 4 m m PROPN eurjchem-47 203 5 , , PUNCT eurjchem-47 203 6     SPACE eurjchem-47 203 7 6h 6h NOUN eurjchem-47 203 8 , , PUNCT eurjchem-47 203 9     SPACE eurjchem-47 203 10 ph‐ch2 ph‐ch2 VERB eurjchem-47 203 11 , , PUNCT eurjchem-47 203 12     SPACE eurjchem-47 203 13 ch2‐n ch2‐n ADJ eurjchem-47 203 14 , , PUNCT eurjchem-47 203 15     SPACE eurjchem-47 203 16 n‐ch n‐ch NOUN eurjchem-47 203 17 , , PUNCT eurjchem-47 203 18     SPACE eurjchem-47 203 19 ch‐cooh ch‐cooh NOUN eurjchem-47 203 20 ) ) PUNCT eurjchem-47 203 21 ; ; PUNCT eurjchem-47 203 22     SPACE eurjchem-47 203 23 3.93 3.93 NUM eurjchem-47 203 24     SPACE eurjchem-47 203 25 ( ( PUNCT eurjchem-47 203 26 t t PROPN eurjchem-47 203 27 , , PUNCT eurjchem-47 203 28     SPACE eurjchem-47 203 29 j=6.6 j=6.6 PROPN eurjchem-47 203 30     SPACE eurjchem-47 203 31 hz hz VERB eurjchem-47 203 32 , , PUNCT eurjchem-47 203 33     SPACE eurjchem-47 203 34 2h 2h NUM eurjchem-47 203 35 , , PUNCT eurjchem-47 203 36     SPACE eurjchem-47 203 37 ch3‐ch2‐ch2‐o ch3‐ch2‐ch2‐o NOUN eurjchem-47 203 38 ) ) PUNCT eurjchem-47 203 39 ; ; PUNCT eurjchem-47 203 40     SPACE eurjchem-47 203 41 6.87 6.87 NUM eurjchem-47 203 42     SPACE eurjchem-47 203 43 ( ( PUNCT eurjchem-47 203 44 d d NOUN eurjchem-47 203 45 , , PUNCT eurjchem-47 203 46     SPACE eurjchem-47 203 47 j= j= NOUN eurjchem-47 203 48     SPACE eurjchem-47 203 49 8.4 8.4 NUM eurjchem-47 203 50     SPACE eurjchem-47 203 51 hz hz VERB eurjchem-47 203 52 , , PUNCT eurjchem-47 203 53     SPACE eurjchem-47 203 54 2h 2h NUM eurjchem-47 203 55 , , PUNCT eurjchem-47 203 56     SPACE eurjchem-47 203 57 ar‐h ar‐h NOUN eurjchem-47 203 58 ) ) PUNCT eurjchem-47 203 59 ; ; PUNCT eurjchem-47 203 60     SPACE eurjchem-47 203 61 7.18 7.18 NUM eurjchem-47 203 62     SPACE eurjchem-47 203 63 ( ( PUNCT eurjchem-47 203 64 d d NOUN eurjchem-47 203 65 , , PUNCT eurjchem-47 203 66     SPACE eurjchem-47 203 67 j= j= NOUN eurjchem-47 203 68     SPACE eurjchem-47 203 69 8.4 8.4 NUM eurjchem-47 203 70     SPACE eurjchem-47 203 71 hz hz VERB eurjchem-47 203 72 , , PUNCT eurjchem-47 203 73     SPACE eurjchem-47 203 74 2h 2h NUM eurjchem-47 203 75 , , PUNCT eurjchem-47 203 76     SPACE eurjchem-47 203 77 ar‐h) ar‐h) NOUN eurjchem-47 203 78     SPACE eurjchem-47 203 79 13c 13c NOUN eurjchem-47 203 80     SPACE eurjchem-47 203 81 nmr nmr NOUN eurjchem-47 203 82     SPACE eurjchem-47 203 83 data data PROPN eurjchem-47 203 84     SPACE eurjchem-47 203 85 ( ( PUNCT eurjchem-47 203 86 dmso‐d6 dmso‐d6 NOUN eurjchem-47 203 87 ) ) PUNCT eurjchem-47 203 88     SPACE eurjchem-47 204 1   VERB eurjchem-47 204 2     SPACE eurjchem-47 204 3 ppm ppm NOUN eurjchem-47 204 4 : : PUNCT eurjchem-47 204 5     SPACE eurjchem-47 204 6 170.7(1c 170.7(1c NUM eurjchem-47 204 7 , , PUNCT eurjchem-47 204 8     SPACE eurjchem-47 204 9 cooh cooh NOUN eurjchem-47 204 10 ) ) PUNCT eurjchem-47 204 11 ; ; PUNCT eurjchem-47 204 12     SPACE eurjchem-47 204 13 158.1 158.1 NUM eurjchem-47 204 14     SPACE eurjchem-47 204 15 ( ( PUNCT eurjchem-47 204 16 1c 1c NOUN eurjchem-47 204 17 , , PUNCT eurjchem-47 204 18     SPACE eurjchem-47 204 19 ar‐c ar‐c PROPN eurjchem-47 204 20 ) ) PUNCT eurjchem-47 204 21 ; ; PUNCT eurjchem-47 204 22     SPACE eurjchem-47 204 23 130.6 130.6 NUM eurjchem-47 204 24     SPACE eurjchem-47 204 25 ( ( PUNCT eurjchem-47 204 26 1c 1c NOUN eurjchem-47 204 27 , , PUNCT eurjchem-47 204 28     SPACE eurjchem-47 204 29 ar‐c ar‐c PROPN eurjchem-47 204 30 ) ) PUNCT eurjchem-47 204 31 ; ; PUNCT eurjchem-47 204 32     SPACE eurjchem-47 204 33 128.0 128.0 NUM eurjchem-47 204 34     SPACE eurjchem-47 204 35 ( ( PUNCT eurjchem-47 204 36 2c 2c NOUN eurjchem-47 204 37 , , PUNCT eurjchem-47 204 38     SPACE eurjchem-47 204 39 ar‐c ar‐c PROPN eurjchem-47 204 40 ) ) PUNCT eurjchem-47 204 41 ; ; PUNCT eurjchem-47 204 42     SPACE eurjchem-47 204 43 115.0 115.0 NUM eurjchem-47 204 44     SPACE eurjchem-47 204 45 ( ( PUNCT eurjchem-47 204 46 2c 2c NOUN eurjchem-47 204 47 , , PUNCT eurjchem-47 204 48     SPACE eurjchem-47 204 49 ar‐c ar‐c PROPN eurjchem-47 204 50 ) ) PUNCT eurjchem-47 204 51 ; ; PUNCT eurjchem-47 204 52     SPACE eurjchem-47 204 53 68.1 68.1 NUM eurjchem-47 204 54     SPACE eurjchem-47 204 55 ( ( PUNCT eurjchem-47 204 56 1c 1c NOUN eurjchem-47 204 57 , , PUNCT eurjchem-47 204 58     SPACE eurjchem-47 204 59 ch3‐ch2‐ch2‐o ch3‐ch2‐ch2‐o NOUN eurjchem-47 204 60 ) ) PUNCT eurjchem-47 204 61 ; ; PUNCT eurjchem-47 204 62     SPACE eurjchem-47 204 63 62.2 62.2 NUM eurjchem-47 204 64     SPACE eurjchem-47 204 65 ( ( PUNCT eurjchem-47 204 66 1c 1c NOUN eurjchem-47 204 67 , , PUNCT eurjchem-47 204 68     SPACE eurjchem-47 204 69 n‐ n‐ NOUN eurjchem-47 204 70 ch ch PROPN eurjchem-47 204 71 ) ) PUNCT eurjchem-47 204 72 ; ; PUNCT eurjchem-47 204 73     SPACE eurjchem-47 204 74 47.0 47.0 NUM eurjchem-47 204 75     SPACE eurjchem-47 204 76 ( ( PUNCT eurjchem-47 204 77 1c 1c X eurjchem-47 204 78 , , PUNCT eurjchem-47 204 79     SPACE eurjchem-47 204 80 ch2‐n ch2‐n ADJ eurjchem-47 204 81 ) ) PUNCT eurjchem-47 204 82 ; ; PUNCT eurjchem-47 204 83     SPACE eurjchem-47 204 84 37.0(1c 37.0(1c NUM eurjchem-47 204 85 , , PUNCT eurjchem-47 204 86     SPACE eurjchem-47 204 87 ph‐ch2 ph‐ch2 ADJ eurjchem-47 204 88 ) ) PUNCT eurjchem-47 204 89 ; ; PUNCT eurjchem-47 204 90     SPACE eurjchem-47 204 91 35.7 35.7 NUM eurjchem-47 204 92     SPACE eurjchem-47 204 93 ( ( PUNCT eurjchem-47 204 94 1c 1c NOUN eurjchem-47 204 95 , , PUNCT eurjchem-47 204 96     SPACE eurjchem-47 204 97 ch‐ ch‐ PROPN eurjchem-47 204 98 cooh);35.1 cooh);35.1 PROPN eurjchem-47 204 99     SPACE eurjchem-47 204 100 ( ( PUNCT eurjchem-47 204 101 1c 1c X eurjchem-47 204 102 , , PUNCT eurjchem-47 204 103     SPACE eurjchem-47 204 104 n‐ch‐ch2 n‐ch‐ch2 NOUN eurjchem-47 204 105 ) ) PUNCT eurjchem-47 204 106 ; ; PUNCT eurjchem-47 204 107     SPACE eurjchem-47 204 108 32.1 32.1 NUM eurjchem-47 204 109     SPACE eurjchem-47 204 110 ( ( PUNCT eurjchem-47 204 111 1c 1c NOUN eurjchem-47 204 112 , , PUNCT eurjchem-47 204 113     SPACE eurjchem-47 204 114 ch3 ch3 PROPN eurjchem-47 204 115     SPACE eurjchem-47 204 116 ‐ch2‐ch2‐o ‐ch2‐ch2‐o NOUN eurjchem-47 204 117 ) ) PUNCT eurjchem-47 204 118 ; ; PUNCT eurjchem-47 204 119     SPACE eurjchem-47 204 120 19.3 19.3 NUM eurjchem-47 204 121     SPACE eurjchem-47 204 122 ( ( PUNCT eurjchem-47 204 123 1c 1c NOUN eurjchem-47 204 124 , , PUNCT eurjchem-47 204 125     SPACE eurjchem-47 204 126 ch3‐ ch3‐ VERB eurjchem-47 204 127     SPACE eurjchem-47 204 128 ch2‐ch2‐o ch2‐ch2‐o NOUN eurjchem-47 204 129 ) ) PUNCT eurjchem-47 204 130 . . PUNCT eurjchem-47 204 131     SPACE eurjchem-47 205 1 fab fab NOUN eurjchem-47 205 2 / / SYM eurjchem-47 205 3 ms ms PROPN eurjchem-47 205 4 , , PUNCT eurjchem-47 205 5     SPACE eurjchem-47 205 6 m m PROPN eurjchem-47 205 7 / / PROPN eurjchem-47 205 8 z z NOUN eurjchem-47 205 9     SPACE eurjchem-47 205 10 ( ( PUNCT eurjchem-47 205 11 % % INTJ eurjchem-47 205 12 ): ): PUNCT eurjchem-47 205 13 299 299 NUM eurjchem-47 205 14 , , PUNCT eurjchem-47 205 15     SPACE eurjchem-47 205 16 m+‐0.5 m+‐0.5 NOUN eurjchem-47 205 17 . . PUNCT eurjchem-47 205 18     SPACE eurjchem-47 205 19 microanalysis microanalysis ADJ eurjchem-47 205 20     SPACE eurjchem-47 205 21 calcd calcd NOUN eurjchem-47 205 22 . . PUNCT eurjchem-47 205 23     SPACE eurjchem-47 206 1 c c X eurjchem-47 206 2 , , PUNCT eurjchem-47 206 3     SPACE eurjchem-47 206 4 h h NOUN eurjchem-47 206 5 , , PUNCT eurjchem-47 206 6     SPACE eurjchem-47 206 7 n n CCONJ eurjchem-47 206 8     SPACE eurjchem-47 206 9 for for ADP eurjchem-47 206 10 , , PUNCT eurjchem-47 206 11     SPACE eurjchem-47 206 12 c15h22clno3 c15h22clno3 NOUN eurjchem-47 206 13 : : PUNCT eurjchem-47 206 14     SPACE eurjchem-47 206 15 60.09 60.09 NUM eurjchem-47 206 16 , , PUNCT eurjchem-47 206 17     SPACE eurjchem-47 206 18 7.40 7.40 NUM eurjchem-47 206 19 , , PUNCT eurjchem-47 206 20     SPACE eurjchem-47 206 21 4.67 4.67 NUM eurjchem-47 206 22 ; ; PUNCT eurjchem-47 206 23     SPACE eurjchem-47 206 24 found find VERB eurjchem-47 206 25 , , PUNCT eurjchem-47 206 26     SPACE eurjchem-47 206 27 60.12 60.12 NUM eurjchem-47 206 28 , , PUNCT eurjchem-47 206 29     SPACE eurjchem-47 206 30 7.38 7.38 NUM eurjchem-47 206 31 , , PUNCT eurjchem-47 206 32     SPACE eurjchem-47 206 33 4.70 4.70 NUM eurjchem-47 206 34 . . PUNCT eurjchem-47 206 35           SPACE eurjchem-47 207 1 2.1.5.5 2.1.5.5 NUM eurjchem-47 207 2 . . PUNCT eurjchem-47 207 3     SPACE eurjchem-47 207 4 1­h­5­(4­n­butoxy­benzyl)­pyrrolidine­3­carboxylic 1­h­5­(4­n­butoxy­benzyl)­pyrrolidine­3­carboxylic ADJ eurjchem-47 207 5     SPACE eurjchem-47 207 6 acid acid NOUN eurjchem-47 207 7     SPACE eurjchem-47 207 8 hydrochloride hydrochloride NOUN eurjchem-47 207 9     SPACE eurjchem-47 207 10 ( ( PUNCT eurjchem-47 207 11 9e 9e NOUN eurjchem-47 207 12 ) ) PUNCT eurjchem-47 207 13         SPACE eurjchem-47 207 14 yield yield NOUN eurjchem-47 207 15     SPACE eurjchem-47 207 16 65 65 NUM eurjchem-47 207 17     SPACE eurjchem-47 207 18 % % NOUN eurjchem-47 207 19 . . PUNCT eurjchem-47 207 20     SPACE eurjchem-47 208 1 m.p.:140‐142oc m.p.:140‐142oc PROPN eurjchem-47 208 2 . . PUNCT eurjchem-47 208 3     SPACE eurjchem-47 209 1 ir ir PROPN eurjchem-47 209 2     SPACE eurjchem-47 209 3 ( ( PUNCT eurjchem-47 209 4 kbr kbr PROPN eurjchem-47 209 5 , , PUNCT eurjchem-47 209 6     SPACE eurjchem-47 209 7 cm‐1 cm‐1 NOUN eurjchem-47 209 8 ): ): PUNCT eurjchem-47 209 9     SPACE eurjchem-47 209 10 3405 3405 NUM eurjchem-47 209 11     SPACE eurjchem-47 209 12 ( ( PUNCT eurjchem-47 209 13 br br PROPN eurjchem-47 209 14 , , PUNCT eurjchem-47 209 15     SPACE eurjchem-47 209 16 oh oh NOUN eurjchem-47 209 17     SPACE eurjchem-47 209 18 acid acid NOUN eurjchem-47 209 19 ) ) PUNCT eurjchem-47 209 20 , , PUNCT eurjchem-47 209 21     SPACE eurjchem-47 209 22 1728 1728 NUM eurjchem-47 209 23     SPACE eurjchem-47 209 24 ( ( PUNCT eurjchem-47 209 25 c c NOUN eurjchem-47 209 26 = = SYM eurjchem-47 209 27 o o NOUN eurjchem-47 209 28 , , PUNCT eurjchem-47 209 29     SPACE eurjchem-47 209 30 acid acid NOUN eurjchem-47 209 31 ) ) PUNCT eurjchem-47 209 32 . . PUNCT eurjchem-47 209 33     SPACE eurjchem-47 210 1 1h 1h NUM eurjchem-47 210 2     SPACE eurjchem-47 210 3 nmr nmr NOUN eurjchem-47 210 4     SPACE eurjchem-47 210 5 ( ( PUNCT eurjchem-47 210 6 dmso‐d6 dmso‐d6 NOUN eurjchem-47 210 7 ) ) PUNCT eurjchem-47 210 8     SPACE eurjchem-47 210 9   VERB eurjchem-47 210 10     SPACE eurjchem-47 210 11 ppm ppm NOUN eurjchem-47 210 12 : : PUNCT eurjchem-47 210 13     SPACE eurjchem-47 210 14 0.92 0.92 NUM eurjchem-47 210 15     SPACE eurjchem-47 210 16 ( ( PUNCT eurjchem-47 210 17 t t PROPN eurjchem-47 210 18 , , PUNCT eurjchem-47 210 19     SPACE eurjchem-47 210 20 j=7.3 j=7.3 PROPN eurjchem-47 210 21     SPACE eurjchem-47 210 22 hz hz VERB eurjchem-47 210 23 , , PUNCT eurjchem-47 210 24     SPACE eurjchem-47 210 25 3h 3h NUM eurjchem-47 210 26 , , PUNCT eurjchem-47 210 27     SPACE eurjchem-47 210 28 ch3‐(ch2)3‐o ch3‐(ch2)3‐o VERB eurjchem-47 210 29 ) ) PUNCT eurjchem-47 210 30 ; ; PUNCT eurjchem-47 210 31     SPACE eurjchem-47 210 32 1.36‐2.20 1.36‐2.20 NUM eurjchem-47 210 33     SPACE eurjchem-47 210 34 ( ( PUNCT eurjchem-47 210 35 m m PROPN eurjchem-47 210 36 , , PUNCT eurjchem-47 210 37     SPACE eurjchem-47 210 38 6h 6h NOUN eurjchem-47 210 39 , , PUNCT eurjchem-47 210 40     SPACE eurjchem-47 210 41 ch3‐ch2‐(ch2)2‐o ch3‐ch2‐(ch2)2‐o NOUN eurjchem-47 210 42 , , PUNCT eurjchem-47 210 43     SPACE eurjchem-47 210 44 ch3‐ch2‐ch2‐ch2‐o ch3‐ch2‐ch2‐ch2‐o NOUN eurjchem-47 210 45 , , PUNCT eurjchem-47 210 46     SPACE eurjchem-47 210 47 ch2‐ ch2‐ NOUN eurjchem-47 210 48     SPACE eurjchem-47 210 49 ch‐cooh ch‐cooh NOUN eurjchem-47 210 50 ) ) PUNCT eurjchem-47 210 51 ; ; PUNCT eurjchem-47 210 52     SPACE eurjchem-47 210 53 2.84‐3.70 2.84‐3.70 PRON eurjchem-47 210 54     SPACE eurjchem-47 210 55 ( ( PUNCT eurjchem-47 210 56 m m PROPN eurjchem-47 210 57 , , PUNCT eurjchem-47 210 58     SPACE eurjchem-47 210 59 6h 6h NUM eurjchem-47 210 60 , , PUNCT eurjchem-47 210 61     SPACE eurjchem-47 210 62 ph‐ ph‐ NOUN eurjchem-47 210 63     SPACE eurjchem-47 210 64 ch2 ch2 PROPN eurjchem-47 210 65 , , PUNCT eurjchem-47 210 66     SPACE eurjchem-47 210 67 ch‐cooh ch‐cooh NOUN eurjchem-47 210 68 , , PUNCT eurjchem-47 210 69     SPACE eurjchem-47 210 70 ch2‐n ch2‐n ADJ eurjchem-47 210 71 , , PUNCT eurjchem-47 210 72     SPACE eurjchem-47 210 73 n‐ch n‐ch NOUN eurjchem-47 210 74 ) ) PUNCT eurjchem-47 210 75 ; ; PUNCT eurjchem-47 210 76     SPACE eurjchem-47 210 77 3.92 3.92 NUM eurjchem-47 210 78     SPACE eurjchem-47 210 79 ( ( PUNCT eurjchem-47 210 80 t t PROPN eurjchem-47 210 81 , , PUNCT eurjchem-47 210 82     SPACE eurjchem-47 210 83 j=6.5 j=6.5 NOUN eurjchem-47 210 84     SPACE eurjchem-47 210 85 hz hz VERB eurjchem-47 210 86 , , PUNCT eurjchem-47 210 87     SPACE eurjchem-47 210 88 2h 2h NUM eurjchem-47 210 89 , , PUNCT eurjchem-47 210 90     SPACE eurjchem-47 210 91 ch3‐(ch2)2‐ch2‐ ch3‐(ch2)2‐ch2‐ X eurjchem-47 210 92 o o NOUN eurjchem-47 210 93 ) ) PUNCT eurjchem-47 210 94 ; ; PUNCT eurjchem-47 210 95     SPACE eurjchem-47 210 96 6.88 6.88 NUM eurjchem-47 210 97     SPACE eurjchem-47 210 98 ( ( PUNCT eurjchem-47 210 99 d d NOUN eurjchem-47 210 100 , , PUNCT eurjchem-47 210 101     SPACE eurjchem-47 210 102 j= j= NOUN eurjchem-47 210 103     SPACE eurjchem-47 210 104 8.7 8.7 NUM eurjchem-47 210 105     SPACE eurjchem-47 210 106 hz hz VERB eurjchem-47 210 107 , , PUNCT eurjchem-47 210 108     SPACE eurjchem-47 210 109 2h 2h NUM eurjchem-47 210 110 , , PUNCT eurjchem-47 210 111     SPACE eurjchem-47 210 112 ar‐h ar‐h NOUN eurjchem-47 210 113 ) ) PUNCT eurjchem-47 210 114 ; ; PUNCT eurjchem-47 210 115     SPACE eurjchem-47 211 1 7.16 7.16 NUM eurjchem-47 211 2     SPACE eurjchem-47 211 3 ( ( PUNCT eurjchem-47 211 4 d d NOUN eurjchem-47 211 5 , , PUNCT eurjchem-47 211 6     SPACE eurjchem-47 211 7 j= j= NOUN eurjchem-47 211 8     SPACE eurjchem-47 211 9 8.7hz 8.7hz NUM eurjchem-47 211 10 , , PUNCT eurjchem-47 211 11     SPACE eurjchem-47 211 12 2h 2h NUM eurjchem-47 211 13 , , PUNCT eurjchem-47 211 14     SPACE eurjchem-47 211 15 ar‐h ar‐h NOUN eurjchem-47 211 16 ) ) PUNCT eurjchem-47 211 17 ; ; PUNCT eurjchem-47 211 18     SPACE eurjchem-47 211 19 aboul­enein aboul­enein ADJ eurjchem-47 211 20     SPACE eurjchem-47 211 21 et et NOUN eurjchem-47 211 22     SPACE eurjchem-47 211 23 al al PROPN eurjchem-47 211 24 . . PROPN eurjchem-47 211 25     SPACE eurjchem-47 211 26 / / SYM eurjchem-47 211 27     SPACE eurjchem-47 211 28 european european ADJ eurjchem-47 211 29     SPACE eurjchem-47 211 30 journal journal NOUN eurjchem-47 211 31     SPACE eurjchem-47 211 32 of of ADP eurjchem-47 211 33     SPACE eurjchem-47 211 34 chemistry chemistry NOUN eurjchem-47 211 35     SPACE eurjchem-47 211 36 1 1 NUM eurjchem-47 211 37     SPACE eurjchem-47 211 38 ( ( PUNCT eurjchem-47 211 39 2 2 NUM eurjchem-47 211 40 ) ) PUNCT eurjchem-47 211 41     SPACE eurjchem-47 211 42 ( ( PUNCT eurjchem-47 211 43 2010 2010 NUM eurjchem-47 211 44 ) ) PUNCT eurjchem-47 211 45     SPACE eurjchem-47 211 46 102­109 102­109 NUM eurjchem-47 211 47     SPACE eurjchem-47 211 48 107 107 NUM eurjchem-47 211 49     SPACE eurjchem-47 211 50 9.20 9.20 NUM eurjchem-47 211 51     SPACE eurjchem-47 211 52 ( ( PUNCT eurjchem-47 211 53 s s PROPN eurjchem-47 211 54 , , PUNCT eurjchem-47 211 55     SPACE eurjchem-47 211 56 1h 1h NUM eurjchem-47 211 57 , , PUNCT eurjchem-47 211 58     SPACE eurjchem-47 211 59 cooh cooh NOUN eurjchem-47 211 60 ) ) PUNCT eurjchem-47 211 61 . . PUNCT eurjchem-47 211 62     SPACE eurjchem-47 212 1 fab fab NOUN eurjchem-47 212 2 / / SYM eurjchem-47 212 3 ms ms PROPN eurjchem-47 212 4 , , PUNCT eurjchem-47 212 5     SPACE eurjchem-47 212 6 m m PROPN eurjchem-47 212 7 / / PROPN eurjchem-47 212 8 z z NOUN eurjchem-47 212 9     SPACE eurjchem-47 212 10 ( ( PUNCT eurjchem-47 212 11 % % INTJ eurjchem-47 212 12 ): ): PUNCT eurjchem-47 212 13 312 312 NUM eurjchem-47 212 14 , , PUNCT eurjchem-47 212 15     SPACE eurjchem-47 212 16 m+‐1.5 m+‐1.5 NOUN eurjchem-47 212 17 . . PUNCT eurjchem-47 212 18     SPACE eurjchem-47 212 19 microanalysis microanalysis ADJ eurjchem-47 212 20     SPACE eurjchem-47 212 21 calcd calcd NOUN eurjchem-47 212 22 . . PUNCT eurjchem-47 212 23     SPACE eurjchem-47 213 1 c c X eurjchem-47 213 2 , , PUNCT eurjchem-47 213 3     SPACE eurjchem-47 213 4 h h NOUN eurjchem-47 213 5 , , PUNCT eurjchem-47 213 6     SPACE eurjchem-47 213 7 n n CCONJ eurjchem-47 213 8     SPACE eurjchem-47 213 9 for for ADP eurjchem-47 213 10 , , PUNCT eurjchem-47 213 11     SPACE eurjchem-47 213 12 c16h24clno3 c16h24clno3 NOUN eurjchem-47 213 13 : : PUNCT eurjchem-47 213 14     SPACE eurjchem-47 213 15 61.24 61.24 NUM eurjchem-47 213 16 , , PUNCT eurjchem-47 213 17     SPACE eurjchem-47 213 18 7.71 7.71 NUM eurjchem-47 213 19 , , PUNCT eurjchem-47 213 20     SPACE eurjchem-47 213 21 4.46 4.46 NUM eurjchem-47 213 22 ; ; PUNCT eurjchem-47 213 23     SPACE eurjchem-47 213 24 found find VERB eurjchem-47 213 25 , , PUNCT eurjchem-47 213 26     SPACE eurjchem-47 213 27 61.19 61.19 NUM eurjchem-47 213 28 , , PUNCT eurjchem-47 213 29     SPACE eurjchem-47 213 30 7.68 7.68 NUM eurjchem-47 213 31 , , PUNCT eurjchem-47 213 32     SPACE eurjchem-47 213 33 4.51 4.51 NUM eurjchem-47 213 34 . . PUNCT eurjchem-47 213 35         SPACE eurjchem-47 214 1 2.2 2.2 NUM eurjchem-47 214 2 . . PUNCT eurjchem-47 214 3     SPACE eurjchem-47 214 4 pharmacology pharmacology NOUN eurjchem-47 214 5         SPACE eurjchem-47 214 6 2.2.1 2.2.1 NUM eurjchem-47 214 7 . . PUNCT eurjchem-47 214 8     SPACE eurjchem-47 214 9 materials material NOUN eurjchem-47 214 10         SPACE eurjchem-47 214 11 2.2.1.1 2.2.1.1 NUM eurjchem-47 214 12 . . PUNCT eurjchem-47 214 13     SPACE eurjchem-47 214 14 animals animal NOUN eurjchem-47 214 15         SPACE eurjchem-47 214 16 the the DET eurjchem-47 214 17     SPACE eurjchem-47 214 18 anticonvulsant anticonvulsant ADJ eurjchem-47 214 19     SPACE eurjchem-47 214 20 activity activity NOUN eurjchem-47 214 21     SPACE eurjchem-47 214 22 of of ADP eurjchem-47 214 23     SPACE eurjchem-47 214 24 the the DET eurjchem-47 214 25     SPACE eurjchem-47 214 26 target target NOUN eurjchem-47 214 27     SPACE eurjchem-47 214 28 compounds compound VERB eurjchem-47 214 29     SPACE eurjchem-47 214 30 3a­e 3a­e NUM eurjchem-47 214 31 , , PUNCT eurjchem-47 214 32     SPACE eurjchem-47 214 33 4a­e 4a­e NUM eurjchem-47 214 34 , , PUNCT eurjchem-47 214 35     SPACE eurjchem-47 214 36 8a­e 8a­e NUM eurjchem-47 214 37     SPACE eurjchem-47 214 38 and and CCONJ eurjchem-47 214 39     SPACE eurjchem-47 214 40 9a­e 9a­e NOUN eurjchem-47 214 41     SPACE eurjchem-47 214 42 was be AUX eurjchem-47 214 43     SPACE eurjchem-47 214 44 tested test VERB eurjchem-47 214 45     SPACE eurjchem-47 214 46 on on ADP eurjchem-47 214 47     SPACE eurjchem-47 214 48 adult adult NOUN eurjchem-47 214 49     SPACE eurjchem-47 214 50 male male NOUN eurjchem-47 214 51     SPACE eurjchem-47 214 52 swiss swiss PROPN eurjchem-47 214 53     SPACE eurjchem-47 214 54 albino albino NOUN eurjchem-47 214 55     SPACE eurjchem-47 214 56 mice mouse NOUN eurjchem-47 214 57     SPACE eurjchem-47 214 58 weighing weigh VERB eurjchem-47 214 59         SPACE eurjchem-47 214 60 18‐35 18‐35 NUM eurjchem-47 214 61     SPACE eurjchem-47 214 62 g. g. NOUN eurjchem-47 214 63     SPACE eurjchem-47 214 64 animals animal NOUN eurjchem-47 214 65     SPACE eurjchem-47 214 66 were be AUX eurjchem-47 214 67     SPACE eurjchem-47 214 68 obtained obtain VERB eurjchem-47 214 69     SPACE eurjchem-47 214 70 from from ADP eurjchem-47 214 71     SPACE eurjchem-47 214 72 animals animal NOUN eurjchem-47 214 73     SPACE eurjchem-47 214 74 house house NOUN eurjchem-47 214 75     SPACE eurjchem-47 214 76 colony colony NOUN eurjchem-47 214 77     SPACE eurjchem-47 214 78 of of ADP eurjchem-47 214 79     SPACE eurjchem-47 214 80 the the DET eurjchem-47 214 81     SPACE eurjchem-47 214 82 national national ADJ eurjchem-47 214 83     SPACE eurjchem-47 214 84 research research NOUN eurjchem-47 214 85     SPACE eurjchem-47 214 86 centre centre NOUN eurjchem-47 214 87 , , PUNCT eurjchem-47 214 88     SPACE eurjchem-47 214 89 cairo cairo PROPN eurjchem-47 214 90 , , PUNCT eurjchem-47 214 91     SPACE eurjchem-47 214 92 egypt egypt PROPN eurjchem-47 214 93 . . PUNCT eurjchem-47 214 94     SPACE eurjchem-47 215 1 all all DET eurjchem-47 215 2     SPACE eurjchem-47 215 3 animals animal NOUN eurjchem-47 215 4     SPACE eurjchem-47 215 5 were be AUX eurjchem-47 215 6     SPACE eurjchem-47 215 7 allowed allow VERB eurjchem-47 215 8     SPACE eurjchem-47 215 9 free free ADJ eurjchem-47 215 10     SPACE eurjchem-47 215 11 access access NOUN eurjchem-47 215 12     SPACE eurjchem-47 215 13 to to ADP eurjchem-47 215 14     SPACE eurjchem-47 215 15 water water NOUN eurjchem-47 215 16     SPACE eurjchem-47 215 17 and and CCONJ eurjchem-47 215 18     SPACE eurjchem-47 215 19 kept keep VERB eurjchem-47 215 20     SPACE eurjchem-47 215 21 at at ADP eurjchem-47 215 22     SPACE eurjchem-47 215 23 constant constant ADJ eurjchem-47 215 24     SPACE eurjchem-47 215 25 diet diet NOUN eurjchem-47 215 26 . . PUNCT eurjchem-47 215 27         SPACE eurjchem-47 216 1 2.2.1.2 2.2.1.2 NUM eurjchem-47 216 2 . . PUNCT eurjchem-47 216 3     SPACE eurjchem-47 216 4 chemicals chemical NOUN eurjchem-47 216 5     SPACE eurjchem-47 216 6 and and CCONJ eurjchem-47 216 7     SPACE eurjchem-47 216 8 drugs drug NOUN eurjchem-47 216 9         SPACE eurjchem-47 216 10 tween tween NOUN eurjchem-47 216 11     SPACE eurjchem-47 216 12 80 80 NUM eurjchem-47 216 13     SPACE eurjchem-47 216 14 ( ( PUNCT eurjchem-47 216 15 sigma sigma PROPN eurjchem-47 216 16 , , PUNCT eurjchem-47 216 17     SPACE eurjchem-47 216 18 usa usa PROPN eurjchem-47 216 19 ) ) PUNCT eurjchem-47 216 20 , , PUNCT eurjchem-47 216 21     SPACE eurjchem-47 216 22 pentylenetetrazole pentylenetetrazole NOUN eurjchem-47 216 23     SPACE eurjchem-47 216 24 ( ( PUNCT eurjchem-47 216 25 sigma sigma PROPN eurjchem-47 216 26 , , PUNCT eurjchem-47 216 27 usa usa PROPN eurjchem-47 216 28 ) ) PUNCT eurjchem-47 216 29     SPACE eurjchem-47 216 30 and and CCONJ eurjchem-47 216 31     SPACE eurjchem-47 216 32 gabapentin gabapentin NOUN eurjchem-47 216 33     SPACE eurjchem-47 216 34 ( ( PUNCT eurjchem-47 216 35 neurontin neurontin PROPN eurjchem-47 216 36 ® ® PROPN eurjchem-47 216 37 ; ; PUNCT eurjchem-47 216 38     SPACE eurjchem-47 216 39 parke parke PROPN eurjchem-47 216 40     SPACE eurjchem-47 216 41 davis davis PROPN eurjchem-47 216 42 , , PUNCT eurjchem-47 216 43     SPACE eurjchem-47 216 44 usa usa PROPN eurjchem-47 216 45 ) ) PUNCT eurjchem-47 216 46     SPACE eurjchem-47 216 47 were be AUX eurjchem-47 216 48       SPACE eurjchem-47 216 49 used use VERB eurjchem-47 216 50     SPACE eurjchem-47 216 51 in in ADP eurjchem-47 216 52     SPACE eurjchem-47 216 53 this this DET eurjchem-47 216 54     SPACE eurjchem-47 216 55 study study NOUN eurjchem-47 216 56 . . PUNCT eurjchem-47 216 57     SPACE eurjchem-47 217 1 all all DET eurjchem-47 217 2     SPACE eurjchem-47 217 3 the the DET eurjchem-47 217 4     SPACE eurjchem-47 217 5 tested test VERB eurjchem-47 217 6     SPACE eurjchem-47 217 7 compounds compound NOUN eurjchem-47 217 8     SPACE eurjchem-47 217 9 were be AUX eurjchem-47 217 10     SPACE eurjchem-47 217 11 dissolved dissolve VERB eurjchem-47 217 12     SPACE eurjchem-47 217 13 in in ADP eurjchem-47 217 14     SPACE eurjchem-47 217 15 7 7 NUM eurjchem-47 217 16 % % NOUN eurjchem-47 217 17     SPACE eurjchem-47 217 18 tween‐80 tween‐80 NOUN eurjchem-47 217 19     SPACE eurjchem-47 217 20 saline saline NOUN eurjchem-47 217 21     SPACE eurjchem-47 217 22 solutions solution NOUN eurjchem-47 217 23 . . PUNCT eurjchem-47 217 24         SPACE eurjchem-47 218 1 2.2.2 2.2.2 NUM eurjchem-47 218 2 . . PUNCT eurjchem-47 218 3     SPACE eurjchem-47 218 4 determination determination NOUN eurjchem-47 218 5     SPACE eurjchem-47 218 6 of of ADP eurjchem-47 218 7     SPACE eurjchem-47 218 8 the the DET eurjchem-47 218 9     SPACE eurjchem-47 218 10 anticonvulsant anticonvulsant ADJ eurjchem-47 218 11     SPACE eurjchem-47 218 12 activity activity NOUN eurjchem-47 218 13     SPACE eurjchem-47 218 14 using use VERB eurjchem-47 218 15     SPACE eurjchem-47 218 16 subcutaneous subcutaneous ADJ eurjchem-47 218 17     SPACE eurjchem-47 218 18 pentyleneteterazole pentyleneteterazole NOUN eurjchem-47 218 19     SPACE eurjchem-47 218 20 seizures seizure NOUN eurjchem-47 218 21     SPACE eurjchem-47 218 22 ( ( PUNCT eurjchem-47 218 23 scptz scptz PROPN eurjchem-47 218 24 ) ) PUNCT eurjchem-47 218 25     SPACE eurjchem-47 218 26 test test NOUN eurjchem-47 218 27         SPACE eurjchem-47 218 28 experiments experiment NOUN eurjchem-47 218 29     SPACE eurjchem-47 219 1 [ [ X eurjchem-47 219 2 25,26 25,26 NUM eurjchem-47 219 3 ] ] PUNCT eurjchem-47 219 4     SPACE eurjchem-47 219 5 were be AUX eurjchem-47 219 6     SPACE eurjchem-47 219 7 carried carry VERB eurjchem-47 219 8     SPACE eurjchem-47 219 9 out out ADP eurjchem-47 219 10     SPACE eurjchem-47 219 11 with with ADP eurjchem-47 219 12     SPACE eurjchem-47 219 13 groups group NOUN eurjchem-47 219 14     SPACE eurjchem-47 219 15 of of ADP eurjchem-47 219 16     SPACE eurjchem-47 219 17 ( ( PUNCT eurjchem-47 219 18 6‐10 6‐10 NUM eurjchem-47 219 19 ) ) PUNCT eurjchem-47 219 20     SPACE eurjchem-47 219 21 mice mouse NOUN eurjchem-47 219 22     SPACE eurjchem-47 219 23 each each PRON eurjchem-47 219 24 . . PUNCT eurjchem-47 219 25     SPACE eurjchem-47 220 1 the the DET eurjchem-47 220 2     SPACE eurjchem-47 220 3 first first ADJ eurjchem-47 220 4     SPACE eurjchem-47 220 5 group group NOUN eurjchem-47 220 6     SPACE eurjchem-47 220 7 was be AUX eurjchem-47 220 8     SPACE eurjchem-47 220 9 divided divide VERB eurjchem-47 220 10     SPACE eurjchem-47 220 11 into into ADP eurjchem-47 220 12     SPACE eurjchem-47 220 13 3 3 NUM eurjchem-47 220 14     SPACE eurjchem-47 220 15 subgroups subgroup NOUN eurjchem-47 220 16     SPACE eurjchem-47 220 17 and and CCONJ eurjchem-47 220 18     SPACE eurjchem-47 220 19 received receive VERB eurjchem-47 220 20     SPACE eurjchem-47 220 21 intraperitoneally intraperitoneally ADV eurjchem-47 220 22     SPACE eurjchem-47 220 23 ( ( PUNCT eurjchem-47 220 24 ip ip NOUN eurjchem-47 220 25 ) ) PUNCT eurjchem-47 220 26     SPACE eurjchem-47 220 27 gabapentin gabapentin NOUN eurjchem-47 220 28     SPACE eurjchem-47 220 29 ( ( PUNCT eurjchem-47 220 30 0.084 0.084 NUM eurjchem-47 220 31 , , PUNCT eurjchem-47 220 32     SPACE eurjchem-47 220 33 0.14 0.14 NUM eurjchem-47 220 34     SPACE eurjchem-47 220 35 and and CCONJ eurjchem-47 220 36     SPACE eurjchem-47 220 37 0.28 0.28 NUM eurjchem-47 220 38     SPACE eurjchem-47 220 39 mmol mmol NOUN eurjchem-47 220 40 / / SYM eurjchem-47 220 41 kg kg NOUN eurjchem-47 220 42     SPACE eurjchem-47 220 43 b.wt b.wt PROPN eurjchem-47 220 44     SPACE eurjchem-47 220 45 equivalent equivalent NOUN eurjchem-47 220 46     SPACE eurjchem-47 220 47 to to ADP eurjchem-47 220 48     SPACE eurjchem-47 220 49 15 15 NUM eurjchem-47 220 50 , , PUNCT eurjchem-47 220 51     SPACE eurjchem-47 220 52 25 25 NUM eurjchem-47 220 53 , , PUNCT eurjchem-47 220 54     SPACE eurjchem-47 220 55 50 50 NUM eurjchem-47 220 56     SPACE eurjchem-47 220 57 mg mg PROPN eurjchem-47 220 58 / / SYM eurjchem-47 220 59 kg kg NOUN eurjchem-47 220 60     SPACE eurjchem-47 220 61 b.wt b.wt PROPN eurjchem-47 220 62 . . PROPN eurjchem-47 220 63 , , PUNCT eurjchem-47 220 64     SPACE eurjchem-47 220 65 respectively respectively ADV eurjchem-47 220 66 ) ) PUNCT eurjchem-47 220 67     SPACE eurjchem-47 221 1 [ [ X eurjchem-47 221 2 27 27 NUM eurjchem-47 221 3 ] ] SYM eurjchem-47 221 4     SPACE eurjchem-47 221 5 as as ADP eurjchem-47 221 6     SPACE eurjchem-47 221 7 reference reference NOUN eurjchem-47 221 8     SPACE eurjchem-47 221 9 drug drug NOUN eurjchem-47 221 10 . . PUNCT eurjchem-47 221 11     SPACE eurjchem-47 222 1 the the DET eurjchem-47 222 2     SPACE eurjchem-47 222 3 second second ADJ eurjchem-47 222 4     SPACE eurjchem-47 222 5 group group NOUN eurjchem-47 222 6     SPACE eurjchem-47 222 7 was be AUX eurjchem-47 222 8     SPACE eurjchem-47 222 9 divided divide VERB eurjchem-47 222 10     SPACE eurjchem-47 222 11 into into ADP eurjchem-47 222 12     SPACE eurjchem-47 222 13 20 20 NUM eurjchem-47 222 14     SPACE eurjchem-47 222 15 subgroups subgroup NOUN eurjchem-47 222 16 , , PUNCT eurjchem-47 222 17     SPACE eurjchem-47 222 18 each each PRON eurjchem-47 222 19     SPACE eurjchem-47 222 20 of of ADP eurjchem-47 222 21     SPACE eurjchem-47 222 22 which which PRON eurjchem-47 222 23     SPACE eurjchem-47 222 24 received receive VERB eurjchem-47 222 25     SPACE eurjchem-47 222 26 ( ( PUNCT eurjchem-47 222 27 ip ip NOUN eurjchem-47 222 28 ) ) PUNCT eurjchem-47 222 29     SPACE eurjchem-47 222 30 one one NOUN eurjchem-47 222 31     SPACE eurjchem-47 222 32 of of ADP eurjchem-47 222 33     SPACE eurjchem-47 222 34 the the DET eurjchem-47 222 35     SPACE eurjchem-47 222 36 tested test VERB eurjchem-47 222 37     SPACE eurjchem-47 222 38 compounds compound NOUN eurjchem-47 222 39     SPACE eurjchem-47 222 40 3a‐e 3a‐e NOUN eurjchem-47 222 41 , , PUNCT eurjchem-47 222 42     SPACE eurjchem-47 222 43 4a‐e 4a‐e NOUN eurjchem-47 222 44 , , PUNCT eurjchem-47 222 45     SPACE eurjchem-47 222 46 8a‐e 8a‐e NOUN eurjchem-47 222 47     SPACE eurjchem-47 222 48 and and CCONJ eurjchem-47 222 49     SPACE eurjchem-47 222 50 9a‐e 9a‐e NOUN eurjchem-47 222 51     SPACE eurjchem-47 222 52 at at ADP eurjchem-47 222 53     SPACE eurjchem-47 222 54 dose dose NOUN eurjchem-47 222 55     SPACE eurjchem-47 222 56 levels level NOUN eurjchem-47 222 57     SPACE eurjchem-47 222 58 of of ADP eurjchem-47 222 59     SPACE eurjchem-47 222 60 0.0087 0.0087 NUM eurjchem-47 222 61 , , PUNCT eurjchem-47 222 62     SPACE eurjchem-47 222 63 0.0174 0.0174 NUM eurjchem-47 222 64 , , PUNCT eurjchem-47 222 65     SPACE eurjchem-47 222 66 0.0261 0.0261 NUM eurjchem-47 222 67 , , PUNCT eurjchem-47 222 68     SPACE eurjchem-47 222 69 0.05 0.05 NUM eurjchem-47 222 70 , , PUNCT eurjchem-47 222 71     SPACE eurjchem-47 222 72 0.059 0.059 NUM eurjchem-47 222 73     SPACE eurjchem-47 222 74 and and CCONJ eurjchem-47 222 75     SPACE eurjchem-47 222 76 0.065 0.065 NUM eurjchem-47 222 77     SPACE eurjchem-47 222 78 mmol mmol NOUN eurjchem-47 222 79     SPACE eurjchem-47 222 80 / / SYM eurjchem-47 222 81     SPACE eurjchem-47 222 82 kg kg PROPN eurjchem-47 222 83     SPACE eurjchem-47 222 84 b.wt b.wt PROPN eurjchem-47 222 85 . . PUNCT eurjchem-47 222 86     SPACE eurjchem-47 222 87 one one NUM eurjchem-47 222 88     SPACE eurjchem-47 222 89 hour hour NOUN eurjchem-47 222 90     SPACE eurjchem-47 222 91 later later ADV eurjchem-47 222 92     SPACE eurjchem-47 223 1 [ [ X eurjchem-47 223 2 26 26 NUM eurjchem-47 223 3 ] ] SYM eurjchem-47 223 4     SPACE eurjchem-47 223 5 pentylenetetrazole pentylenetetrazole NOUN eurjchem-47 223 6     SPACE eurjchem-47 223 7 ( ( PUNCT eurjchem-47 223 8 85 85 NUM eurjchem-47 223 9     SPACE eurjchem-47 223 10 mg mg PROPN eurjchem-47 223 11 / / SYM eurjchem-47 223 12 kg kg PROPN eurjchem-47 223 13 ) ) PUNCT eurjchem-47 223 14     SPACE eurjchem-47 223 15 was be AUX eurjchem-47 223 16     SPACE eurjchem-47 223 17 administered administer VERB eurjchem-47 223 18     SPACE eurjchem-47 223 19 ( ( PUNCT eurjchem-47 223 20 sc sc PROPN eurjchem-47 223 21 ) ) PUNCT eurjchem-47 223 22 . . PUNCT eurjchem-47 223 23     SPACE eurjchem-47 224 1 the the DET eurjchem-47 224 2     SPACE eurjchem-47 224 3 minimum minimum NOUN eurjchem-47 224 4     SPACE eurjchem-47 224 5 dose dose NOUN eurjchem-47 224 6     SPACE eurjchem-47 224 7 of of ADP eurjchem-47 224 8     SPACE eurjchem-47 224 9 compounds compound NOUN eurjchem-47 224 10     SPACE eurjchem-47 224 11 and and CCONJ eurjchem-47 224 12     SPACE eurjchem-47 224 13 reference reference NOUN eurjchem-47 224 14     SPACE eurjchem-47 224 15 standard standard NOUN eurjchem-47 224 16     SPACE eurjchem-47 224 17 that that PRON eurjchem-47 224 18     SPACE eurjchem-47 224 19 induced induce VERB eurjchem-47 224 20     SPACE eurjchem-47 224 21 maximum maximum ADJ eurjchem-47 224 22     SPACE eurjchem-47 224 23 % % NOUN eurjchem-47 224 24     SPACE eurjchem-47 224 25 protection protection NOUN eurjchem-47 224 26     SPACE eurjchem-47 224 27 was be AUX eurjchem-47 224 28     SPACE eurjchem-47 224 29 evaluated evaluate VERB eurjchem-47 224 30 . . PUNCT eurjchem-47 224 31     SPACE eurjchem-47 225 1 the the DET eurjchem-47 225 2     SPACE eurjchem-47 225 3 absence absence NOUN eurjchem-47 225 4     SPACE eurjchem-47 225 5 of of ADP eurjchem-47 225 6     SPACE eurjchem-47 225 7 seizures seizure NOUN eurjchem-47 225 8     SPACE eurjchem-47 225 9 was be AUX eurjchem-47 225 10     SPACE eurjchem-47 225 11 chosen choose VERB eurjchem-47 225 12     SPACE eurjchem-47 225 13 as as ADP eurjchem-47 225 14     SPACE eurjchem-47 225 15 an an DET eurjchem-47 225 16     SPACE eurjchem-47 225 17 index index NOUN eurjchem-47 225 18     SPACE eurjchem-47 225 19 for for ADP eurjchem-47 225 20     SPACE eurjchem-47 225 21 protective protective ADJ eurjchem-47 225 22     SPACE eurjchem-47 225 23 effect effect NOUN eurjchem-47 225 24     SPACE eurjchem-47 225 25 against against ADP eurjchem-47 225 26     SPACE eurjchem-47 225 27 pentylenetetrazole pentylenetetrazole NOUN eurjchem-47 225 28     SPACE eurjchem-47 225 29 induced induce VERB eurjchem-47 225 30     SPACE eurjchem-47 225 31 seizures seizure NOUN eurjchem-47 225 32     SPACE eurjchem-47 225 33 as as SCONJ eurjchem-47 225 34     SPACE eurjchem-47 225 35 shown show VERB eurjchem-47 225 36     SPACE eurjchem-47 225 37 in in ADP eurjchem-47 225 38     SPACE eurjchem-47 225 39 tables table NOUN eurjchem-47 225 40     SPACE eurjchem-47 225 41 1 1 NUM eurjchem-47 225 42 , , PUNCT eurjchem-47 225 43     SPACE eurjchem-47 225 44 2 2 NUM eurjchem-47 225 45 , , PUNCT eurjchem-47 225 46     SPACE eurjchem-47 225 47 3 3 NUM eurjchem-47 225 48     SPACE eurjchem-47 225 49 and and CCONJ eurjchem-47 225 50     SPACE eurjchem-47 225 51 4 4 NUM eurjchem-47 225 52 . . PUNCT eurjchem-47 225 53         SPACE eurjchem-47 226 1 3 3 NUM eurjchem-47 226 2 . . PUNCT eurjchem-47 226 3     SPACE eurjchem-47 226 4 results result VERB eurjchem-47 226 5     SPACE eurjchem-47 226 6 and and CCONJ eurjchem-47 226 7     SPACE eurjchem-47 226 8 discussion discussion NOUN eurjchem-47 226 9         SPACE eurjchem-47 226 10 3.1 3.1 NUM eurjchem-47 226 11 . . PUNCT eurjchem-47 226 12     SPACE eurjchem-47 227 1 chemistry chemistry NOUN eurjchem-47 227 2         SPACE eurjchem-47 227 3 the the DET eurjchem-47 227 4     SPACE eurjchem-47 227 5 starting start VERB eurjchem-47 227 6     SPACE eurjchem-47 227 7 synthon synthon ADJ eurjchem-47 227 8     SPACE eurjchem-47 227 9 for for ADP eurjchem-47 227 10     SPACE eurjchem-47 227 11 the the DET eurjchem-47 227 12     SPACE eurjchem-47 227 13 preparation preparation NOUN eurjchem-47 227 14     SPACE eurjchem-47 227 15 of of ADP eurjchem-47 227 16     SPACE eurjchem-47 227 17 1‐acetyl 1‐acetyl NUM eurjchem-47 227 18     SPACE eurjchem-47 227 19 4‐ 4‐ PROPN eurjchem-47 227 20 hydroxy‐5‐benzyl hydroxy‐5‐benzyl NOUN eurjchem-47 227 21     SPACE eurjchem-47 227 22 or or CCONJ eurjchem-47 227 23     SPACE eurjchem-47 227 24 5‐(4‐alkoxy‐benzyl)‐pyrrolidine‐3‐carbo 5‐(4‐alkoxy‐benzyl)‐pyrrolidine‐3‐carbo NUM eurjchem-47 227 25     SPACE eurjchem-47 227 26 xylic xylic PROPN eurjchem-47 227 27     SPACE eurjchem-47 227 28 acid acid NOUN eurjchem-47 227 29     SPACE eurjchem-47 227 30 ethyl ethyl NOUN eurjchem-47 227 31     SPACE eurjchem-47 227 32 esters ester NOUN eurjchem-47 227 33     SPACE eurjchem-47 227 34 ( ( PUNCT eurjchem-47 227 35 2a­e 2a­e NUM eurjchem-47 227 36 , , PUNCT eurjchem-47 227 37     SPACE eurjchem-47 227 38 scheme scheme NOUN eurjchem-47 227 39     SPACE eurjchem-47 227 40 1 1 NUM eurjchem-47 227 41 ) ) PUNCT eurjchem-47 227 42     SPACE eurjchem-47 227 43 is be AUX eurjchem-47 227 44     SPACE eurjchem-47 227 45 the the DET eurjchem-47 227 46     SPACE eurjchem-47 227 47 ‐ketoesters ‐ketoester NOUN eurjchem-47 227 48     SPACE eurjchem-47 227 49 1‐ 1‐ NUM eurjchem-47 227 50 acetyl‐4‐ethoxycarbonyl‐2‐benzyl acetyl‐4‐ethoxycarbonyl‐2‐benzyl PROPN eurjchem-47 227 51     SPACE eurjchem-47 227 52 or‐2‐(4‐alkoxy‐benzyl or‐2‐(4‐alkoxy‐benzyl NOUN eurjchem-47 227 53 ) ) PUNCT eurjchem-47 227 54     SPACE eurjchem-47 227 55 pyrro pyrro PROPN eurjchem-47 227 56     SPACE eurjchem-47 227 57 lidin‐3‐ones lidin‐3‐one NOUN eurjchem-47 227 58     SPACE eurjchem-47 227 59 ( ( PUNCT eurjchem-47 227 60 1a­e 1a­e NUM eurjchem-47 227 61 ) ) PUNCT eurjchem-47 227 62     SPACE eurjchem-47 228 1 [ [ X eurjchem-47 228 2 22,23 22,23 NOUN eurjchem-47 228 3 ] ] X eurjchem-47 228 4 . . PUNCT eurjchem-47 228 5     SPACE eurjchem-47 229 1 the the DET eurjchem-47 229 2     SPACE eurjchem-47 229 3 latter latter ADJ eurjchem-47 229 4     SPACE eurjchem-47 229 5 underwent underwent NOUN eurjchem-47 229 6     SPACE eurjchem-47 229 7 hydro hydro NOUN eurjchem-47 229 8     SPACE eurjchem-47 229 9 genation genation NOUN eurjchem-47 229 10     SPACE eurjchem-47 229 11 at at ADP eurjchem-47 229 12     SPACE eurjchem-47 229 13 room room NOUN eurjchem-47 229 14     SPACE eurjchem-47 229 15 temperature temperature NOUN eurjchem-47 229 16     SPACE eurjchem-47 229 17 and and CCONJ eurjchem-47 229 18     SPACE eurjchem-47 229 19 normal normal ADJ eurjchem-47 229 20     SPACE eurjchem-47 229 21 pressure pressure NOUN eurjchem-47 229 22     SPACE eurjchem-47 229 23 using use VERB eurjchem-47 229 24     SPACE eurjchem-47 229 25 platinum platinum NOUN eurjchem-47 229 26     SPACE eurjchem-47 229 27 iv iv NUM eurjchem-47 229 28     SPACE eurjchem-47 229 29 oxide oxide NOUN eurjchem-47 229 30     SPACE eurjchem-47 229 31 as as ADP eurjchem-47 229 32     SPACE eurjchem-47 229 33 a a DET eurjchem-47 229 34     SPACE eurjchem-47 229 35 catalyst catalyst NOUN eurjchem-47 229 36     SPACE eurjchem-47 229 37 in in ADP eurjchem-47 229 38     SPACE eurjchem-47 229 39 ethanol ethanol NOUN eurjchem-47 229 40     SPACE eurjchem-47 229 41 ( ( PUNCT eurjchem-47 229 42 95 95 NUM eurjchem-47 229 43 % % NOUN eurjchem-47 229 44 ) ) PUNCT eurjchem-47 229 45     SPACE eurjchem-47 229 46 to to PART eurjchem-47 229 47     SPACE eurjchem-47 229 48 afford afford VERB eurjchem-47 229 49     SPACE eurjchem-47 229 50 2a­e 2a­e NUM eurjchem-47 229 51     SPACE eurjchem-47 229 52 [ [ X eurjchem-47 229 53 24 24 NUM eurjchem-47 229 54 ] ] PUNCT eurjchem-47 229 55 . . PUNCT eurjchem-47 229 56     SPACE eurjchem-47 229 57 subsequent subsequent ADJ eurjchem-47 229 58     SPACE eurjchem-47 229 59 hydrolysis hydrolysis NOUN eurjchem-47 229 60     SPACE eurjchem-47 229 61 of of ADP eurjchem-47 229 62     SPACE eurjchem-47 229 63 pyrrolidine pyrrolidine ADJ eurjchem-47 229 64     SPACE eurjchem-47 229 65 esters ester NOUN eurjchem-47 229 66     SPACE eurjchem-47 229 67 2a­e 2a­e NUM eurjchem-47 229 68     SPACE eurjchem-47 229 69 using use VERB eurjchem-47 229 70     SPACE eurjchem-47 229 71 lithium lithium NOUN eurjchem-47 229 72     SPACE eurjchem-47 229 73 hydroxide hydroxide NOUN eurjchem-47 229 74     SPACE eurjchem-47 229 75 solution solution NOUN eurjchem-47 229 76     SPACE eurjchem-47 229 77 ( ( PUNCT eurjchem-47 229 78 1.7 1.7 NUM eurjchem-47 229 79     SPACE eurjchem-47 229 80 n n CCONJ eurjchem-47 229 81 ) ) PUNCT eurjchem-47 229 82     SPACE eurjchem-47 229 83 gave give VERB eurjchem-47 229 84     SPACE eurjchem-47 229 85 the the DET eurjchem-47 229 86     SPACE eurjchem-47 229 87 corresponding corresponding ADJ eurjchem-47 229 88     SPACE eurjchem-47 229 89 acids acid NOUN eurjchem-47 229 90     SPACE eurjchem-47 229 91 3a­e 3a­e NUM eurjchem-47 229 92     SPACE eurjchem-47 229 93 in in ADP eurjchem-47 229 94     SPACE eurjchem-47 229 95 73‐85 73‐85 NUM eurjchem-47 229 96 % % NOUN eurjchem-47 229 97     SPACE eurjchem-47 229 98 yields yield NOUN eurjchem-47 229 99     SPACE eurjchem-47 229 100 ( ( PUNCT eurjchem-47 229 101 c.f c.f PROPN eurjchem-47 229 102 . . PROPN eurjchem-47 229 103     SPACE eurjchem-47 229 104 experimental experimental NOUN eurjchem-47 229 105 ) ) PUNCT eurjchem-47 229 106 . . PUNCT eurjchem-47 229 107     SPACE eurjchem-47 230 1 their their PRON eurjchem-47 230 2     SPACE eurjchem-47 230 3 structures structure NOUN eurjchem-47 230 4     SPACE eurjchem-47 230 5 were be AUX eurjchem-47 230 6     SPACE eurjchem-47 230 7 confirmed confirm VERB eurjchem-47 230 8     SPACE eurjchem-47 230 9 through through ADP eurjchem-47 230 10     SPACE eurjchem-47 230 11 infrared infrare VERB eurjchem-47 230 12 , , PUNCT eurjchem-47 230 13     SPACE eurjchem-47 230 14 nmr nmr NOUN eurjchem-47 230 15 , , PUNCT eurjchem-47 230 16     SPACE eurjchem-47 230 17 mass mass ADJ eurjchem-47 230 18     SPACE eurjchem-47 230 19 spectroscopy spectroscopy NOUN eurjchem-47 230 20     SPACE eurjchem-47 230 21 and and CCONJ eurjchem-47 230 22     SPACE eurjchem-47 230 23 microanalytical microanalytical ADJ eurjchem-47 230 24     SPACE eurjchem-47 230 25 data datum NOUN eurjchem-47 230 26 . . PUNCT eurjchem-47 230 27     SPACE eurjchem-47 230 28 deacetylation deacetylation NOUN eurjchem-47 230 29     SPACE eurjchem-47 230 30 of of ADP eurjchem-47 230 31     SPACE eurjchem-47 230 32 3a­e 3a­e NUM eurjchem-47 230 33     SPACE eurjchem-47 230 34 was be AUX eurjchem-47 230 35     SPACE eurjchem-47 230 36 achieved achieve VERB eurjchem-47 230 37     SPACE eurjchem-47 230 38 by by ADP eurjchem-47 230 39     SPACE eurjchem-47 230 40 refluxing refluxing NOUN eurjchem-47 230 41     SPACE eurjchem-47 230 42 with with ADP eurjchem-47 230 43     SPACE eurjchem-47 230 44 hydrochloric hydrochloric ADJ eurjchem-47 230 45     SPACE eurjchem-47 230 46 acid acid NOUN eurjchem-47 230 47     SPACE eurjchem-47 230 48 ( ( PUNCT eurjchem-47 230 49 5 5 NUM eurjchem-47 230 50     SPACE eurjchem-47 230 51 n n CCONJ eurjchem-47 230 52 ) ) PUNCT eurjchem-47 230 53     SPACE eurjchem-47 230 54 for for ADP eurjchem-47 230 55     SPACE eurjchem-47 230 56 5h 5h NOUN eurjchem-47 230 57     SPACE eurjchem-47 230 58 to to PART eurjchem-47 230 59     SPACE eurjchem-47 230 60 afford afford VERB eurjchem-47 230 61     SPACE eurjchem-47 230 62 the the DET eurjchem-47 230 63     SPACE eurjchem-47 230 64 hydrochloride hydrochloride NOUN eurjchem-47 230 65     SPACE eurjchem-47 230 66 salts salt NOUN eurjchem-47 230 67     SPACE eurjchem-47 230 68 4a­e 4a­e NOUN eurjchem-47 230 69     SPACE eurjchem-47 230 70 in in ADP eurjchem-47 230 71     SPACE eurjchem-47 230 72 76‐85 76‐85 NUM eurjchem-47 230 73 % % NOUN eurjchem-47 230 74     SPACE eurjchem-47 230 75 yields yield NOUN eurjchem-47 230 76     SPACE eurjchem-47 230 77 ( ( PUNCT eurjchem-47 230 78 c.f c.f PROPN eurjchem-47 230 79 . . PROPN eurjchem-47 230 80     SPACE eurjchem-47 230 81 experimental experimental NOUN eurjchem-47 230 82 ) ) PUNCT eurjchem-47 230 83 . . PUNCT eurjchem-47 230 84     SPACE eurjchem-47 231 1 the the DET eurjchem-47 231 2     SPACE eurjchem-47 231 3 synthetic synthetic ADJ eurjchem-47 231 4     SPACE eurjchem-47 231 5 pathway pathway NOUN eurjchem-47 231 6     SPACE eurjchem-47 231 7 for for ADP eurjchem-47 231 8     SPACE eurjchem-47 231 9 preparation preparation NOUN eurjchem-47 231 10     SPACE eurjchem-47 231 11 of of ADP eurjchem-47 231 12     SPACE eurjchem-47 231 13 1‐ 1‐ NUM eurjchem-47 231 14 acetyl‐5‐benzyl acetyl‐5‐benzyl NOUN eurjchem-47 231 15     SPACE eurjchem-47 231 16 or or CCONJ eurjchem-47 231 17     SPACE eurjchem-47 231 18 5‐(4‐alkoxy‐benzyl)‐pyrrolidine‐3‐ 5‐(4‐alkoxy‐benzyl)‐pyrrolidine‐3‐ NUM eurjchem-47 231 19 carboxylic carboxylic NOUN eurjchem-47 231 20     SPACE eurjchem-47 231 21 acids acid NOUN eurjchem-47 231 22     SPACE eurjchem-47 231 23 ( ( PUNCT eurjchem-47 231 24 8a­e 8a­e NUM eurjchem-47 231 25 ) ) PUNCT eurjchem-47 231 26     SPACE eurjchem-47 231 27 was be AUX eurjchem-47 231 28     SPACE eurjchem-47 231 29 performed perform VERB eurjchem-47 231 30     SPACE eurjchem-47 231 31 according accord VERB eurjchem-47 231 32     SPACE eurjchem-47 231 33 to to ADP eurjchem-47 231 34     SPACE eurjchem-47 231 35 the the PRON eurjchem-47 231 36     SPACE eurjchem-47 231 37 previously previously ADV eurjchem-47 231 38     SPACE eurjchem-47 231 39 reported report VERB eurjchem-47 231 40     SPACE eurjchem-47 231 41 procedure procedure NOUN eurjchem-47 231 42     SPACE eurjchem-47 231 43 of of ADP eurjchem-47 231 44     SPACE eurjchem-47 231 45 aboul‐enein aboul‐enein NOUN eurjchem-47 231 46     SPACE eurjchem-47 231 47 et et NOUN eurjchem-47 231 48     SPACE eurjchem-47 231 49 al al PROPN eurjchem-47 231 50 . . PROPN eurjchem-47 231 51     SPACE eurjchem-47 232 1 [ [ X eurjchem-47 232 2 18 18 NUM eurjchem-47 232 3 ] ] SYM eurjchem-47 232 4     SPACE eurjchem-47 232 5 ( ( PUNCT eurjchem-47 232 6 scheme scheme NOUN eurjchem-47 232 7     SPACE eurjchem-47 232 8 2 2 NUM eurjchem-47 232 9 ) ) PUNCT eurjchem-47 232 10     SPACE eurjchem-47 232 11 in in ADP eurjchem-47 232 12     SPACE eurjchem-47 232 13 80‐ 80‐ NUM eurjchem-47 232 14     SPACE eurjchem-47 232 15 90 90 NUM eurjchem-47 232 16 % % NOUN eurjchem-47 232 17     SPACE eurjchem-47 232 18 yields yield NOUN eurjchem-47 232 19 . . PUNCT eurjchem-47 232 20     SPACE eurjchem-47 232 21 subsequent subsequent ADJ eurjchem-47 232 22     SPACE eurjchem-47 232 23 deacetylation deacetylation NOUN eurjchem-47 232 24     SPACE eurjchem-47 232 25 by by ADP eurjchem-47 232 26     SPACE eurjchem-47 232 27 stirring stirring NOUN eurjchem-47 232 28     SPACE eurjchem-47 232 29 solutions solution NOUN eurjchem-47 232 30     SPACE eurjchem-47 232 31 of of ADP eurjchem-47 232 32     SPACE eurjchem-47 232 33 5a­e 5a­e NUM eurjchem-47 232 34     SPACE eurjchem-47 232 35 in in ADP eurjchem-47 232 36     SPACE eurjchem-47 232 37 tetrahydrofuran tetrahydrofuran NOUN eurjchem-47 232 38     SPACE eurjchem-47 232 39 in in ADP eurjchem-47 232 40     SPACE eurjchem-47 232 41 the the DET eurjchem-47 232 42     SPACE eurjchem-47 232 43 presence presence NOUN eurjchem-47 232 44     SPACE eurjchem-47 232 45 of of ADP eurjchem-47 232 46     SPACE eurjchem-47 232 47 1 1 NUM eurjchem-47 232 48 , , PUNCT eurjchem-47 232 49     SPACE eurjchem-47 232 50 8‐diazabicyclo 8‐diazabicyclo ADJ eurjchem-47 232 51     SPACE eurjchem-47 233 1 [ [ X eurjchem-47 233 2 5.4.0 5.4.0 NUM eurjchem-47 233 3 ] ] X eurjchem-47 233 4     SPACE eurjchem-47 233 5 undec‐7‐ene undec‐7‐ene ADV eurjchem-47 233 6     SPACE eurjchem-47 233 7 ( ( PUNCT eurjchem-47 233 8 dbu dbu PROPN eurjchem-47 233 9 ) ) PUNCT eurjchem-47 233 10     SPACE eurjchem-47 233 11 resulted result VERB eurjchem-47 233 12     SPACE eurjchem-47 233 13 in in ADP eurjchem-47 233 14     SPACE eurjchem-47 233 15 the the DET eurjchem-47 233 16     SPACE eurjchem-47 233 17 double double ADJ eurjchem-47 233 18     SPACE eurjchem-47 233 19 bond bond NOUN eurjchem-47 233 20     SPACE eurjchem-47 233 21 formation formation NOUN eurjchem-47 233 22     SPACE eurjchem-47 233 23 between between ADP eurjchem-47 233 24     SPACE eurjchem-47 233 25 c‐3 c‐3 NOUN eurjchem-47 233 26     SPACE eurjchem-47 233 27 and and CCONJ eurjchem-47 233 28     SPACE eurjchem-47 233 29 c‐4 c‐4 NOUN eurjchem-47 233 30     SPACE eurjchem-47 233 31 in in ADP eurjchem-47 233 32     SPACE eurjchem-47 233 33 the the DET eurjchem-47 233 34     SPACE eurjchem-47 233 35 pyrrolidine pyrrolidine NOUN eurjchem-47 233 36     SPACE eurjchem-47 233 37 ring ring NOUN eurjchem-47 233 38     SPACE eurjchem-47 233 39 to to PART eurjchem-47 233 40     SPACE eurjchem-47 233 41 afford afford VERB eurjchem-47 233 42     SPACE eurjchem-47 233 43 6a­e 6a­e NOUN eurjchem-47 233 44     SPACE eurjchem-47 233 45 in in ADP eurjchem-47 233 46     SPACE eurjchem-47 233 47 good good ADJ eurjchem-47 233 48     SPACE eurjchem-47 233 49 yields yield NOUN eurjchem-47 233 50 . . PUNCT eurjchem-47 233 51     SPACE eurjchem-47 233 52 catalytic catalytic ADJ eurjchem-47 233 53     SPACE eurjchem-47 233 54 hydrogenation hydrogenation NOUN eurjchem-47 233 55     SPACE eurjchem-47 233 56 of of ADP eurjchem-47 233 57     SPACE eurjchem-47 233 58 the the DET eurjchem-47 233 59     SPACE eurjchem-47 233 60 pyrroline pyrroline NOUN eurjchem-47 233 61     SPACE eurjchem-47 233 62 double double ADJ eurjchem-47 233 63     SPACE eurjchem-47 233 64 bond bond NOUN eurjchem-47 233 65     SPACE eurjchem-47 233 66 of of ADP eurjchem-47 233 67     SPACE eurjchem-47 233 68 compounds compound NOUN eurjchem-47 233 69     SPACE eurjchem-47 233 70 6a­e 6a­e NOUN eurjchem-47 233 71     SPACE eurjchem-47 233 72 by by ADP eurjchem-47 233 73     SPACE eurjchem-47 233 74 platinum platinum NOUN eurjchem-47 233 75     SPACE eurjchem-47 233 76 iv iv NUM eurjchem-47 233 77     SPACE eurjchem-47 233 78 oxide oxide NOUN eurjchem-47 233 79     SPACE eurjchem-47 233 80 in in ADP eurjchem-47 233 81     SPACE eurjchem-47 233 82 ethanol ethanol NOUN eurjchem-47 233 83     SPACE eurjchem-47 233 84 ( ( PUNCT eurjchem-47 233 85 95 95 NUM eurjchem-47 233 86 % % NOUN eurjchem-47 233 87 ) ) PUNCT eurjchem-47 233 88     SPACE eurjchem-47 233 89 under under ADP eurjchem-47 233 90     SPACE eurjchem-47 233 91 room room NOUN eurjchem-47 233 92     SPACE eurjchem-47 233 93 temperature temperature NOUN eurjchem-47 233 94     SPACE eurjchem-47 233 95 and and CCONJ eurjchem-47 233 96     SPACE eurjchem-47 233 97 normal normal ADJ eurjchem-47 233 98     SPACE eurjchem-47 233 99 pressure pressure NOUN eurjchem-47 233 100     SPACE eurjchem-47 233 101 for for ADP eurjchem-47 233 102     SPACE eurjchem-47 233 103 48h 48h NOUN eurjchem-47 233 104     SPACE eurjchem-47 233 105 gave give VERB eurjchem-47 233 106     SPACE eurjchem-47 233 107 1‐acetyl‐5‐ 1‐acetyl‐5‐ NUM eurjchem-47 233 108     SPACE eurjchem-47 233 109 or or CCONJ eurjchem-47 233 110     SPACE eurjchem-47 233 111 5‐(4‐alkoxy‐benzyl)‐ 5‐(4‐alkoxy‐benzyl)‐ NUM eurjchem-47 233 112 pyrrolidine‐3‐carboxylic pyrrolidine‐3‐carboxylic NOUN eurjchem-47 233 113     SPACE eurjchem-47 233 114 acid acid NOUN eurjchem-47 233 115     SPACE eurjchem-47 233 116 ethyl ethyl PROPN eurjchem-47 233 117     SPACE eurjchem-47 233 118 esters ester NOUN eurjchem-47 233 119     SPACE eurjchem-47 233 120 ( ( PUNCT eurjchem-47 233 121 7a­e 7a­e NUM eurjchem-47 233 122 ) ) PUNCT eurjchem-47 233 123     SPACE eurjchem-47 233 124 in in ADP eurjchem-47 233 125     SPACE eurjchem-47 233 126 quantitative quantitative ADJ eurjchem-47 233 127     SPACE eurjchem-47 233 128 yields yield NOUN eurjchem-47 233 129     SPACE eurjchem-47 233 130 ( ( PUNCT eurjchem-47 233 131 c.f c.f PROPN eurjchem-47 233 132 . . PROPN eurjchem-47 233 133     SPACE eurjchem-47 233 134 experimental experimental ADJ eurjchem-47 233 135 ) ) PUNCT eurjchem-47 233 136 . . PUNCT eurjchem-47 233 137     SPACE eurjchem-47 234 1 subsequent subsequent ADJ eurjchem-47 234 2     SPACE eurjchem-47 234 3 hydrolysis hydrolysis NOUN eurjchem-47 234 4     SPACE eurjchem-47 234 5 of of ADP eurjchem-47 234 6     SPACE eurjchem-47 234 7 the the DET eurjchem-47 234 8     SPACE eurjchem-47 234 9 esters ester NOUN eurjchem-47 234 10     SPACE eurjchem-47 234 11 7a­e 7a­e NUM eurjchem-47 234 12     SPACE eurjchem-47 234 13 was be AUX eurjchem-47 234 14     SPACE eurjchem-47 234 15 performed perform VERB eurjchem-47 234 16     SPACE eurjchem-47 234 17 using use VERB eurjchem-47 234 18     SPACE eurjchem-47 234 19 lithium lithium NOUN eurjchem-47 234 20     SPACE eurjchem-47 234 21 hydroxide hydroxide NOUN eurjchem-47 234 22     SPACE eurjchem-47 234 23 solution solution NOUN eurjchem-47 234 24     SPACE eurjchem-47 234 25 ( ( PUNCT eurjchem-47 234 26 1.7 1.7 NUM eurjchem-47 234 27     SPACE eurjchem-47 234 28 n n CCONJ eurjchem-47 234 29 ) ) PUNCT eurjchem-47 234 30     SPACE eurjchem-47 234 31 to to PART eurjchem-47 234 32     SPACE eurjchem-47 234 33 give give VERB eurjchem-47 234 34     SPACE eurjchem-47 234 35 the the DET eurjchem-47 234 36     SPACE eurjchem-47 234 37 corresponding corresponding ADJ eurjchem-47 234 38     SPACE eurjchem-47 234 39 1‐acetyl‐5‐benzyl 1‐acetyl‐5‐benzyl NUM eurjchem-47 234 40     SPACE eurjchem-47 234 41 or or CCONJ eurjchem-47 234 42     SPACE eurjchem-47 234 43 5‐(4‐alkoxy‐ 5‐(4‐alkoxy‐ NUM eurjchem-47 234 44 benzyl)‐pyrrolidine‐3‐carboxylic benzyl)‐pyrrolidine‐3‐carboxylic ADJ eurjchem-47 234 45     SPACE eurjchem-47 234 46 acids acid NOUN eurjchem-47 234 47     SPACE eurjchem-47 234 48 ( ( PUNCT eurjchem-47 234 49 8a­e 8a­e NUM eurjchem-47 234 50 ) ) PUNCT eurjchem-47 234 51     SPACE eurjchem-47 234 52 as as ADP eurjchem-47 234 53     SPACE eurjchem-47 234 54 solids solid NOUN eurjchem-47 234 55     SPACE eurjchem-47 234 56 in in ADP eurjchem-47 234 57     SPACE eurjchem-47 234 58 good good ADJ eurjchem-47 234 59     SPACE eurjchem-47 234 60 yields yield NOUN eurjchem-47 234 61 . . PUNCT eurjchem-47 234 62     SPACE eurjchem-47 235 1 their their PRON eurjchem-47 235 2     SPACE eurjchem-47 235 3 structures structure NOUN eurjchem-47 235 4     SPACE eurjchem-47 235 5 were be AUX eurjchem-47 235 6     SPACE eurjchem-47 235 7 confirmed confirm VERB eurjchem-47 235 8     SPACE eurjchem-47 235 9 through through ADP eurjchem-47 235 10     SPACE eurjchem-47 235 11 infrared infrare VERB eurjchem-47 235 12 , , PUNCT eurjchem-47 235 13     SPACE eurjchem-47 235 14 nmr nmr NOUN eurjchem-47 235 15 , , PUNCT eurjchem-47 235 16     SPACE eurjchem-47 235 17 mass mass ADJ eurjchem-47 235 18     SPACE eurjchem-47 235 19 spectroscopy spectroscopy NOUN eurjchem-47 235 20     SPACE eurjchem-47 235 21 and and CCONJ eurjchem-47 235 22     SPACE eurjchem-47 235 23 microanalytical microanalytical ADJ eurjchem-47 235 24     SPACE eurjchem-47 235 25 data datum NOUN eurjchem-47 235 26     SPACE eurjchem-47 235 27 ( ( PUNCT eurjchem-47 235 28 c.f c.f PROPN eurjchem-47 235 29 . . PROPN eurjchem-47 235 30     SPACE eurjchem-47 235 31 experimental experimental ADJ eurjchem-47 235 32 ) ) PUNCT eurjchem-47 235 33 . . PUNCT eurjchem-47 235 34     SPACE eurjchem-47 236 1 the the DET eurjchem-47 236 2     SPACE eurjchem-47 236 3 target target NOUN eurjchem-47 236 4     SPACE eurjchem-47 236 5 compounds compound VERB eurjchem-47 236 6     SPACE eurjchem-47 236 7 9a­e 9a­e NUM eurjchem-47 236 8     SPACE eurjchem-47 236 9 were be AUX eurjchem-47 236 10     SPACE eurjchem-47 236 11 achieved achieve VERB eurjchem-47 236 12     SPACE eurjchem-47 236 13 through through ADP eurjchem-47 236 14     SPACE eurjchem-47 236 15 refluxing refluxing NOUN eurjchem-47 236 16     SPACE eurjchem-47 236 17 8a­e 8a­e NUM eurjchem-47 236 18     SPACE eurjchem-47 236 19 with with ADP eurjchem-47 236 20     SPACE eurjchem-47 236 21 hydrochloric hydrochloric ADJ eurjchem-47 236 22     SPACE eurjchem-47 236 23 acid acid NOUN eurjchem-47 236 24     SPACE eurjchem-47 236 25 ( ( PUNCT eurjchem-47 236 26 5n 5n NUM eurjchem-47 236 27 ) ) PUNCT eurjchem-47 236 28     SPACE eurjchem-47 236 29 to to PART eurjchem-47 236 30     SPACE eurjchem-47 236 31 afford afford VERB eurjchem-47 236 32     SPACE eurjchem-47 236 33 the the DET eurjchem-47 236 34     SPACE eurjchem-47 236 35 hydrochlorides hydrochloride NOUN eurjchem-47 236 36     SPACE eurjchem-47 236 37 9a­e 9a­e NUM eurjchem-47 236 38     SPACE eurjchem-47 236 39 as as ADP eurjchem-47 236 40     SPACE eurjchem-47 236 41 solids solid NOUN eurjchem-47 236 42     SPACE eurjchem-47 236 43 in in ADP eurjchem-47 236 44     SPACE eurjchem-47 236 45 good good ADJ eurjchem-47 236 46     SPACE eurjchem-47 236 47 yields yield NOUN eurjchem-47 236 48     SPACE eurjchem-47 236 49 ( ( PUNCT eurjchem-47 236 50 c.f c.f PROPN eurjchem-47 236 51 . . PROPN eurjchem-47 236 52     SPACE eurjchem-47 236 53 experimental experimental ADJ eurjchem-47 236 54 ) ) PUNCT eurjchem-47 236 55 . . PUNCT eurjchem-47 236 56         SPACE eurjchem-47 237 1 3.2 3.2 NUM eurjchem-47 237 2 . . PUNCT eurjchem-47 237 3     SPACE eurjchem-47 237 4 pharmacology pharmacology NOUN eurjchem-47 237 5         SPACE eurjchem-47 237 6 compounds compound VERB eurjchem-47 237 7     SPACE eurjchem-47 237 8 3a­e 3a­e NUM eurjchem-47 237 9 , , PUNCT eurjchem-47 237 10     SPACE eurjchem-47 237 11 4a­e 4a­e NUM eurjchem-47 237 12 , , PUNCT eurjchem-47 237 13     SPACE eurjchem-47 237 14 8a­e 8a­e NUM eurjchem-47 237 15     SPACE eurjchem-47 237 16 and and CCONJ eurjchem-47 237 17     SPACE eurjchem-47 237 18 9a­e 9a­e NOUN eurjchem-47 237 19     SPACE eurjchem-47 237 20 were be AUX eurjchem-47 237 21     SPACE eurjchem-47 237 22 evaluated evaluate VERB eurjchem-47 237 23     SPACE eurjchem-47 237 24 for for ADP eurjchem-47 237 25     SPACE eurjchem-47 237 26 their their PRON eurjchem-47 237 27     SPACE eurjchem-47 237 28 anticonvulsant anticonvulsant ADJ eurjchem-47 237 29     SPACE eurjchem-47 237 30 potential potential NOUN eurjchem-47 237 31     SPACE eurjchem-47 237 32 using use VERB eurjchem-47 237 33     SPACE eurjchem-47 237 34 subcutaneous subcutaneous ADJ eurjchem-47 237 35     SPACE eurjchem-47 237 36 pentylen pentylen VERB eurjchem-47 237 37     SPACE eurjchem-47 237 38 etetrazole etetrazole NOUN eurjchem-47 237 39     SPACE eurjchem-47 237 40 seizures seizure NOUN eurjchem-47 237 41     SPACE eurjchem-47 237 42 ( ( PUNCT eurjchem-47 237 43 scptz scptz PROPN eurjchem-47 237 44 ) ) PUNCT eurjchem-47 237 45     SPACE eurjchem-47 237 46 test test NOUN eurjchem-47 237 47     SPACE eurjchem-47 237 48 and and CCONJ eurjchem-47 237 49     SPACE eurjchem-47 237 50 gabapentin gabapentin NOUN eurjchem-47 237 51     SPACE eurjchem-47 237 52 as as ADP eurjchem-47 237 53     SPACE eurjchem-47 237 54 a a DET eurjchem-47 237 55     SPACE eurjchem-47 237 56 reference reference NOUN eurjchem-47 237 57     SPACE eurjchem-47 237 58 drug drug NOUN eurjchem-47 237 59 . . PUNCT eurjchem-47 237 60     SPACE eurjchem-47 238 1 the the DET eurjchem-47 238 2     SPACE eurjchem-47 238 3 anticonvulsant anticonvulsant ADJ eurjchem-47 238 4     SPACE eurjchem-47 238 5 activity activity NOUN eurjchem-47 238 6     SPACE eurjchem-47 238 7 of of ADP eurjchem-47 238 8     SPACE eurjchem-47 238 9 1‐acetyl‐4‐hydroxy‐5‐ 1‐acetyl‐4‐hydroxy‐5‐ PROPN eurjchem-47 238 10 benzyl benzyl NOUN eurjchem-47 238 11     SPACE eurjchem-47 238 12 or or CCONJ eurjchem-47 238 13     SPACE eurjchem-47 238 14 5‐(4‐alkoxy‐benzyl)‐pyrrolidine‐3‐carboxylic 5‐(4‐alkoxy‐benzyl)‐pyrrolidine‐3‐carboxylic ADJ eurjchem-47 238 15     SPACE eurjchem-47 238 16 acids acid NOUN eurjchem-47 238 17     SPACE eurjchem-47 238 18 series series NOUN eurjchem-47 238 19     SPACE eurjchem-47 238 20 ( ( PUNCT eurjchem-47 238 21 3a­e 3a­e NUM eurjchem-47 238 22 , , PUNCT eurjchem-47 238 23     SPACE eurjchem-47 238 24 table table NOUN eurjchem-47 238 25     SPACE eurjchem-47 238 26 1 1 NUM eurjchem-47 238 27 ) ) PUNCT eurjchem-47 238 28     SPACE eurjchem-47 238 29 was be AUX eurjchem-47 238 30     SPACE eurjchem-47 238 31 screened screen VERB eurjchem-47 238 32 . . PUNCT eurjchem-47 238 33     SPACE eurjchem-47 239 1 the the DET eurjchem-47 239 2     SPACE eurjchem-47 239 3 data datum NOUN eurjchem-47 239 4     SPACE eurjchem-47 239 5 presented present VERB eurjchem-47 239 6     SPACE eurjchem-47 239 7 in in ADP eurjchem-47 239 8     SPACE eurjchem-47 239 9 table table NOUN eurjchem-47 239 10     SPACE eurjchem-47 239 11 1 1 NUM eurjchem-47 239 12     SPACE eurjchem-47 239 13 illustrated illustrate VERB eurjchem-47 239 14     SPACE eurjchem-47 239 15 that that PRON eurjchem-47 239 16     SPACE eurjchem-47 239 17 compounds compound VERB eurjchem-47 239 18     SPACE eurjchem-47 239 19 3a 3a NUM eurjchem-47 239 20 , , PUNCT eurjchem-47 239 21     SPACE eurjchem-47 239 22 3c 3c NUM eurjchem-47 239 23     SPACE eurjchem-47 239 24 and and CCONJ eurjchem-47 239 25     SPACE eurjchem-47 239 26 3d 3d NOUN eurjchem-47 239 27     SPACE eurjchem-47 239 28 are be AUX eurjchem-47 239 29     SPACE eurjchem-47 239 30 the the DET eurjchem-47 239 31     SPACE eurjchem-47 239 32 most most ADJ eurjchem-47 239 33     SPACE eurjchem-47 239 34 active active ADJ eurjchem-47 239 35     SPACE eurjchem-47 239 36 of of ADP eurjchem-47 239 37     SPACE eurjchem-47 239 38 the the DET eurjchem-47 239 39     SPACE eurjchem-47 239 40 series series NOUN eurjchem-47 239 41     SPACE eurjchem-47 239 42 and and CCONJ eurjchem-47 239 43     SPACE eurjchem-47 239 44 exhibited exhibit VERB eurjchem-47 239 45     SPACE eurjchem-47 239 46 equipotent equipotent PROPN eurjchem-47 239 47     SPACE eurjchem-47 239 48 anticonvulsant anticonvulsant ADJ eurjchem-47 239 49     SPACE eurjchem-47 239 50 potential potential NOUN eurjchem-47 239 51     SPACE eurjchem-47 239 52 of of ADP eurjchem-47 239 53     SPACE eurjchem-47 239 54 84 84 NUM eurjchem-47 239 55 % % NOUN eurjchem-47 239 56     SPACE eurjchem-47 239 57 protection protection NOUN eurjchem-47 239 58     SPACE eurjchem-47 239 59 against against ADP eurjchem-47 239 60     SPACE eurjchem-47 239 61 pentylenetetrazole pentylenetetrazole NOUN eurjchem-47 239 62     SPACE eurjchem-47 239 63 seizures seizure NOUN eurjchem-47 239 64     SPACE eurjchem-47 239 65 at at ADP eurjchem-47 239 66     SPACE eurjchem-47 239 67 dose dose NOUN eurjchem-47 239 68     SPACE eurjchem-47 239 69 level level NOUN eurjchem-47 239 70     SPACE eurjchem-47 239 71 of of ADP eurjchem-47 239 72     SPACE eurjchem-47 239 73 0.065mmol 0.065mmol ADP eurjchem-47 239 74 / / SYM eurjchem-47 239 75 kg kg NOUN eurjchem-47 239 76     SPACE eurjchem-47 239 77 b.wt b.wt PROPN eurjchem-47 239 78 . . PUNCT eurjchem-47 239 79     SPACE eurjchem-47 239 80 the the DET eurjchem-47 239 81     SPACE eurjchem-47 239 82 anticonvulsant anticonvulsant ADJ eurjchem-47 239 83     SPACE eurjchem-47 239 84 potential potential NOUN eurjchem-47 239 85     SPACE eurjchem-47 239 86 of of ADP eurjchem-47 239 87     SPACE eurjchem-47 239 88 the the DET eurjchem-47 239 89     SPACE eurjchem-47 239 90 different different ADJ eurjchem-47 239 91     SPACE eurjchem-47 239 92 congeners congener NOUN eurjchem-47 239 93     SPACE eurjchem-47 239 94 of of ADP eurjchem-47 239 95     SPACE eurjchem-47 239 96 this this DET eurjchem-47 239 97     SPACE eurjchem-47 239 98 series series NOUN eurjchem-47 239 99     SPACE eurjchem-47 239 100 is be AUX eurjchem-47 239 101     SPACE eurjchem-47 239 102 arranged arrange VERB eurjchem-47 239 103     SPACE eurjchem-47 239 104 in in ADP eurjchem-47 239 105     SPACE eurjchem-47 239 106 the the DET eurjchem-47 239 107     SPACE eurjchem-47 239 108 following follow VERB eurjchem-47 239 109     SPACE eurjchem-47 239 110 decreasing decrease VERB eurjchem-47 239 111     SPACE eurjchem-47 239 112 order order NOUN eurjchem-47 239 113 : : PUNCT eurjchem-47 239 114     SPACE eurjchem-47 239 115 3a= 3a= NUM eurjchem-47 239 116     SPACE eurjchem-47 239 117 3c 3c NUM eurjchem-47 239 118     SPACE eurjchem-47 239 119 = = NOUN eurjchem-47 239 120 3d 3d NOUN eurjchem-47 239 121     SPACE eurjchem-47 239 122 > > X eurjchem-47 239 123 3e 3e X eurjchem-47 239 124     SPACE eurjchem-47 239 125 > > SYM eurjchem-47 239 126     SPACE eurjchem-47 239 127 3b 3b NUM eurjchem-47 239 128 . . PUNCT eurjchem-47 239 129         SPACE eurjchem-47 239 130 table table NOUN eurjchem-47 239 131     SPACE eurjchem-47 239 132 1 1 NUM eurjchem-47 239 133 . . PUNCT eurjchem-47 239 134     SPACE eurjchem-47 239 135 anticonvulsant anticonvulsant ADJ eurjchem-47 239 136     SPACE eurjchem-47 239 137 activity activity NOUN eurjchem-47 239 138     SPACE eurjchem-47 239 139 of of ADP eurjchem-47 239 140     SPACE eurjchem-47 239 141 1‐acetyl‐4‐hydroxy‐5‐benzyl 1‐acetyl‐4‐hydroxy‐5‐benzyl NOUN eurjchem-47 239 142     SPACE eurjchem-47 239 143 or or CCONJ eurjchem-47 239 144     SPACE eurjchem-47 239 145 5‐(4‐ 5‐(4‐ NUM eurjchem-47 239 146 alkoxy‐benzyl)‐pyrrolidine‐3‐carboxylic alkoxy‐benzyl)‐pyrrolidine‐3‐carboxylic NUM eurjchem-47 239 147     SPACE eurjchem-47 239 148 acids acid NOUN eurjchem-47 239 149     SPACE eurjchem-47 239 150 ( ( PUNCT eurjchem-47 239 151 3a­e 3a­e NUM eurjchem-47 239 152 ) ) PUNCT eurjchem-47 239 153     SPACE eurjchem-47 239 154 using use VERB eurjchem-47 239 155     SPACE eurjchem-47 239 156 sc sc NOUN eurjchem-47 239 157     SPACE eurjchem-47 239 158 ptz‐induced ptz‐induce VERB eurjchem-47 239 159     SPACE eurjchem-47 239 160 seizures seizure NOUN eurjchem-47 239 161     SPACE eurjchem-47 239 162 in in ADP eurjchem-47 239 163       SPACE eurjchem-47 239 164 adult adult NOUN eurjchem-47 239 165     SPACE eurjchem-47 239 166 male male NOUN eurjchem-47 239 167     SPACE eurjchem-47 239 168 albino albino NOUN eurjchem-47 239 169     SPACE eurjchem-47 239 170 mice mouse NOUN eurjchem-47 239 171 . . PUNCT eurjchem-47 239 172     SPACE eurjchem-47 240 1 compound compound VERB eurjchem-47 240 2     SPACE eurjchem-47 240 3 no no DET eurjchem-47 240 4     SPACE eurjchem-47 240 5 dose dose NOUN eurjchem-47 240 6 * * PROPN eurjchem-47 240 7 , , PUNCT eurjchem-47 240 8     SPACE eurjchem-47 240 9 mmol/ mmol/ SYM eurjchem-47 240 10     SPACE eurjchem-47 240 11 kg kg NOUN eurjchem-47 240 12     SPACE eurjchem-47 240 13 b.wt b.wt PROPN eurjchem-47 240 14 . . PUNCT eurjchem-47 240 15     SPACE eurjchem-47 240 16 ( ( PUNCT eurjchem-47 240 17 mg mg PROPN eurjchem-47 240 18 / / SYM eurjchem-47 240 19 kg kg NOUN eurjchem-47 240 20     SPACE eurjchem-47 240 21 b.wt b.wt PROPN eurjchem-47 240 22 . . PUNCT eurjchem-47 240 23 ) ) PUNCT eurjchem-47 241 1 % % INTJ eurjchem-47 241 2     SPACE eurjchem-47 241 3 protection protection NOUN eurjchem-47 241 4 * * PUNCT eurjchem-47 241 5 * * NOUN eurjchem-47 241 6     SPACE eurjchem-47 241 7 control control NOUN eurjchem-47 241 8 0 0 NUM eurjchem-47 241 9 gabapentin gabapentin NOUN eurjchem-47 241 10     SPACE eurjchem-47 241 11 0.14 0.14 NUM eurjchem-47 241 12     SPACE eurjchem-47 241 13 ( ( PUNCT eurjchem-47 241 14 25.00 25.00 NUM eurjchem-47 241 15 ) ) PUNCT eurjchem-47 241 16     SPACE eurjchem-47 241 17 100 100 NUM eurjchem-47 242 1 i i NOUN eurjchem-47 242 2 0.07 0.07 NUM eurjchem-47 242 3 ( ( PUNCT eurjchem-47 242 4 30.00 30.00 NUM eurjchem-47 242 5 ) ) PUNCT eurjchem-47 242 6     SPACE eurjchem-47 242 7 100 100 NUM eurjchem-47 242 8     SPACE eurjchem-47 242 9 ii ii NOUN eurjchem-47 242 10     SPACE eurjchem-47 242 11 0.04 0.04 NUM eurjchem-47 242 12     SPACE eurjchem-47 242 13 ( ( PUNCT eurjchem-47 242 14 15.00 15.00 NUM eurjchem-47 242 15 ) ) PUNCT eurjchem-47 242 16     SPACE eurjchem-47 242 17 100 100 NUM eurjchem-47 242 18     SPACE eurjchem-47 242 19 iii iii NUM eurjchem-47 242 20 0.01 0.01 NUM eurjchem-47 242 21     SPACE eurjchem-47 242 22 ( ( PUNCT eurjchem-47 242 23 3.97 3.97 NUM eurjchem-47 242 24 ) ) PUNCT eurjchem-47 242 25     SPACE eurjchem-47 242 26 100 100 NUM eurjchem-47 242 27     SPACE eurjchem-47 242 28 3a 3a NUM eurjchem-47 242 29     SPACE eurjchem-47 242 30 0.065 0.065 NUM eurjchem-47 242 31     SPACE eurjchem-47 242 32 ( ( PUNCT eurjchem-47 242 33 17.10 17.10 NUM eurjchem-47 242 34 ) ) PUNCT eurjchem-47 242 35     SPACE eurjchem-47 242 36 84 84 NUM eurjchem-47 242 37     SPACE eurjchem-47 242 38 3b 3b NOUN eurjchem-47 242 39     SPACE eurjchem-47 242 40 0.065 0.065 NUM eurjchem-47 242 41     SPACE eurjchem-47 242 42 ( ( PUNCT eurjchem-47 242 43 19.11 19.11 NUM eurjchem-47 242 44 ) ) PUNCT eurjchem-47 242 45     SPACE eurjchem-47 242 46 50 50 NUM eurjchem-47 242 47     SPACE eurjchem-47 242 48 3c 3c NUM eurjchem-47 242 49     SPACE eurjchem-47 242 50 0.065 0.065 NUM eurjchem-47 242 51     SPACE eurjchem-47 242 52 ( ( PUNCT eurjchem-47 242 53 19.96 19.96 NUM eurjchem-47 242 54 ) ) PUNCT eurjchem-47 242 55     SPACE eurjchem-47 242 56 84 84 NUM eurjchem-47 242 57     SPACE eurjchem-47 242 58 3d 3d NOUN eurjchem-47 242 59     SPACE eurjchem-47 242 60 0.065 0.065 NUM eurjchem-47 242 61     SPACE eurjchem-47 242 62 ( ( PUNCT eurjchem-47 242 63 20.87 20.87 NUM eurjchem-47 242 64 ) ) PUNCT eurjchem-47 242 65     SPACE eurjchem-47 242 66 84 84 NUM eurjchem-47 242 67     SPACE eurjchem-47 242 68 3e 3e NUM eurjchem-47 242 69     SPACE eurjchem-47 242 70 0.059 0.059 NUM eurjchem-47 242 71     SPACE eurjchem-47 242 72 ( ( PUNCT eurjchem-47 242 73 19.77 19.77 NUM eurjchem-47 242 74 ) ) PUNCT eurjchem-47 242 75     SPACE eurjchem-47 242 76 50 50 NUM eurjchem-47 242 77     SPACE eurjchem-47 242 78 * * PUNCT eurjchem-47 242 79 minimum minimum ADJ eurjchem-47 242 80     SPACE eurjchem-47 242 81 doses dose NOUN eurjchem-47 242 82     SPACE eurjchem-47 242 83 induced induce VERB eurjchem-47 242 84     SPACE eurjchem-47 242 85 maximum maximum ADJ eurjchem-47 242 86     SPACE eurjchem-47 242 87 % % NOUN eurjchem-47 242 88     SPACE eurjchem-47 242 89 protection protection NOUN eurjchem-47 242 90     SPACE eurjchem-47 242 91 in in ADP eurjchem-47 242 92     SPACE eurjchem-47 242 93 the the DET eurjchem-47 242 94     SPACE eurjchem-47 242 95 observed observed ADJ eurjchem-47 242 96     SPACE eurjchem-47 242 97 period period NOUN eurjchem-47 242 98 . . PUNCT eurjchem-47 242 99     SPACE eurjchem-47 243 1 * * PUNCT eurjchem-47 243 2 * * PUNCT eurjchem-47 243 3     SPACE eurjchem-47 243 4 % % NOUN eurjchem-47 243 5     SPACE eurjchem-47 243 6 protection protection NOUN eurjchem-47 243 7     SPACE eurjchem-47 243 8 against against ADP eurjchem-47 243 9     SPACE eurjchem-47 243 10 seizures seizure NOUN eurjchem-47 243 11     SPACE eurjchem-47 243 12 induced induce VERB eurjchem-47 243 13     SPACE eurjchem-47 243 14 by by ADP eurjchem-47 243 15     SPACE eurjchem-47 243 16 pentylenetetrazole pentylenetetrazole NOUN eurjchem-47 243 17 . . PUNCT eurjchem-47 243 18                       SPACE eurjchem-47 244 1 also also ADV eurjchem-47 244 2 , , PUNCT eurjchem-47 244 3     SPACE eurjchem-47 244 4 the the DET eurjchem-47 244 5     SPACE eurjchem-47 244 6 anticonvulsant anticonvulsant ADJ eurjchem-47 244 7     SPACE eurjchem-47 244 8 potential potential NOUN eurjchem-47 244 9     SPACE eurjchem-47 244 10 of of ADP eurjchem-47 244 11     SPACE eurjchem-47 244 12 1‐h‐4‐hydroxy‐5‐benzyl 1‐h‐4‐hydroxy‐5‐benzyl NUM eurjchem-47 244 13     SPACE eurjchem-47 244 14 or or CCONJ eurjchem-47 244 15     SPACE eurjchem-47 244 16 5‐(4‐alkoxy‐benzyl)‐pyrrolidine‐3‐carboxylic 5‐(4‐alkoxy‐benzyl)‐pyrrolidine‐3‐carboxylic ADJ eurjchem-47 244 17     SPACE eurjchem-47 244 18 acid acid NOUN eurjchem-47 244 19     SPACE eurjchem-47 244 20 hydro hydro NOUN eurjchem-47 244 21     SPACE eurjchem-47 244 22 chlorides chloride NOUN eurjchem-47 244 23     SPACE eurjchem-47 244 24 ( ( PUNCT eurjchem-47 244 25 4a­e 4a­e NUM eurjchem-47 244 26 , , PUNCT eurjchem-47 244 27     SPACE eurjchem-47 244 28 table table NOUN eurjchem-47 244 29     SPACE eurjchem-47 244 30 2 2 NUM eurjchem-47 244 31 ) ) PUNCT eurjchem-47 244 32     SPACE eurjchem-47 244 33 showed show VERB eurjchem-47 244 34     SPACE eurjchem-47 244 35 that that SCONJ eurjchem-47 244 36     SPACE eurjchem-47 244 37 compound compound VERB eurjchem-47 244 38     SPACE eurjchem-47 244 39 1‐h‐4‐ 1‐h‐4‐ NUM eurjchem-47 244 40 hydroxy‐5‐(4‐methoxy‐ hydroxy‐5‐(4‐methoxy‐ NOUN eurjchem-47 244 41     SPACE eurjchem-47 244 42 benzyl)‐pyrrolidine‐3‐carboxylic benzyl)‐pyrrolidine‐3‐carboxylic ADJ eurjchem-47 244 43     SPACE eurjchem-47 244 44 acid acid NOUN eurjchem-47 244 45     SPACE eurjchem-47 244 46 hydrochloride hydrochloride NOUN eurjchem-47 244 47     SPACE eurjchem-47 244 48 ( ( PUNCT eurjchem-47 244 49 4b 4b X eurjchem-47 244 50 ) ) PUNCT eurjchem-47 244 51     SPACE eurjchem-47 244 52 possessed possess VERB eurjchem-47 244 53     SPACE eurjchem-47 244 54 100 100 NUM eurjchem-47 244 55 % % NOUN eurjchem-47 244 56     SPACE eurjchem-47 244 57 protection protection NOUN eurjchem-47 244 58     SPACE eurjchem-47 244 59 against against ADP eurjchem-47 244 60     SPACE eurjchem-47 244 61 pentylenetetrazole pentylenetetrazole NOUN eurjchem-47 244 62     SPACE eurjchem-47 244 63 seizures seizure NOUN eurjchem-47 244 64     SPACE eurjchem-47 244 65 at at ADP eurjchem-47 244 66     SPACE eurjchem-47 244 67 dose dose NOUN eurjchem-47 244 68     SPACE eurjchem-47 244 69 level level NOUN eurjchem-47 244 70     SPACE eurjchem-47 244 71 of of ADP eurjchem-47 244 72     SPACE eurjchem-47 244 73 0.0087 0.0087 NUM eurjchem-47 244 74     SPACE eurjchem-47 244 75 mmol mmol NOUN eurjchem-47 244 76 / / SYM eurjchem-47 244 77 kg kg NOUN eurjchem-47 244 78     SPACE eurjchem-47 244 79 b.wt b.wt PROPN eurjchem-47 244 80 . . PROPN eurjchem-47 244 81 , , PUNCT eurjchem-47 244 82         SPACE eurjchem-47 244 83 meanwhile meanwhile ADV eurjchem-47 244 84     SPACE eurjchem-47 244 85 compounds compound VERB eurjchem-47 244 86         SPACE eurjchem-47 244 87 1‐h‐4‐hydroxy‐5‐(4‐ethoxy‐ 1‐h‐4‐hydroxy‐5‐(4‐ethoxy‐ PROPN eurjchem-47 244 88 benzyl)‐pyrrolidine‐3‐carboxylic benzyl)‐pyrrolidine‐3‐carboxylic ADJ eurjchem-47 244 89     SPACE eurjchem-47 244 90 acid acid NOUN eurjchem-47 244 91     SPACE eurjchem-47 244 92 hydrochloride hydrochloride NOUN eurjchem-47 244 93     SPACE eurjchem-47 244 94 ( ( PUNCT eurjchem-47 244 95 4c 4c NOUN eurjchem-47 244 96 ) ) PUNCT eurjchem-47 244 97     SPACE eurjchem-47 244 98 and and CCONJ eurjchem-47 244 99     SPACE eurjchem-47 244 100 1‐h‐4‐hydroxy‐5‐(4‐propoxy‐benzyl)‐pyrrolidine‐3‐carboxylic 1‐h‐4‐hydroxy‐5‐(4‐propoxy‐benzyl)‐pyrrolidine‐3‐carboxylic NUM eurjchem-47 244 101     SPACE eurjchem-47 244 102 acid acid NOUN eurjchem-47 244 103     SPACE eurjchem-47 244 104 hydrochloride hydrochloride NOUN eurjchem-47 244 105     SPACE eurjchem-47 244 106 ( ( PUNCT eurjchem-47 244 107 4d 4d NUM eurjchem-47 244 108 ) ) PUNCT eurjchem-47 244 109     SPACE eurjchem-47 244 110 showed show VERB eurjchem-47 244 111     SPACE eurjchem-47 244 112 equipotent equipotent PROPN eurjchem-47 244 113     SPACE eurjchem-47 244 114 protection protection NOUN eurjchem-47 244 115     SPACE eurjchem-47 244 116 activity activity NOUN eurjchem-47 244 117     SPACE eurjchem-47 244 118 of of ADP eurjchem-47 244 119     SPACE eurjchem-47 244 120 84 84 NUM eurjchem-47 244 121 % % NOUN eurjchem-47 244 122     SPACE eurjchem-47 244 123 at at ADP eurjchem-47 244 124     SPACE eurjchem-47 244 125 dose dose NOUN eurjchem-47 244 126     SPACE eurjchem-47 244 127 level level NOUN eurjchem-47 244 128     SPACE eurjchem-47 244 129 of of ADP eurjchem-47 244 130     SPACE eurjchem-47 244 131 0.0261 0.0261 NUM eurjchem-47 244 132     SPACE eurjchem-47 244 133 mmol mmol NOUN eurjchem-47 244 134 / / SYM eurjchem-47 244 135 kg kg NOUN eurjchem-47 244 136     SPACE eurjchem-47 244 137 b.wt b.wt PROPN eurjchem-47 244 138 . . PUNCT eurjchem-47 244 139     SPACE eurjchem-47 244 140 on on ADP eurjchem-47 244 141     SPACE eurjchem-47 244 142 the the DET eurjchem-47 244 143     SPACE eurjchem-47 244 144 other other ADJ eurjchem-47 244 145     SPACE eurjchem-47 244 146 hand hand NOUN eurjchem-47 244 147 , , PUNCT eurjchem-47 244 148     SPACE eurjchem-47 244 149 compound compound NOUN eurjchem-47 244 150     SPACE eurjchem-47 244 151 4a 4a NOUN eurjchem-47 244 152     SPACE eurjchem-47 244 153 ( ( PUNCT eurjchem-47 244 154 0.0261 0.0261 NUM eurjchem-47 244 155     SPACE eurjchem-47 244 156 mmol mmol NOUN eurjchem-47 244 157 / / SYM eurjchem-47 244 158 kg kg NOUN eurjchem-47 244 159     SPACE eurjchem-47 244 160 b.wt b.wt PROPN eurjchem-47 244 161 . . PUNCT eurjchem-47 244 162 ) ) PUNCT eurjchem-47 244 163     SPACE eurjchem-47 244 164 displayed display VERB eurjchem-47 244 165     SPACE eurjchem-47 244 166 72 72 NUM eurjchem-47 244 167 % % NOUN eurjchem-47 244 168     SPACE eurjchem-47 244 169 protection protection NOUN eurjchem-47 244 170     SPACE eurjchem-47 244 171 level level NOUN eurjchem-47 244 172     SPACE eurjchem-47 244 173 compared compare VERB eurjchem-47 244 174     SPACE eurjchem-47 244 175 with with ADP eurjchem-47 244 176     SPACE eurjchem-47 244 177 gabapentin gabapentin NOUN eurjchem-47 244 178     SPACE eurjchem-47 244 179 ( ( PUNCT eurjchem-47 244 180 0.14 0.14 NUM eurjchem-47 244 181     SPACE eurjchem-47 244 182 mmol mmol NOUN eurjchem-47 244 183 / / SYM eurjchem-47 244 184 kg kg NOUN eurjchem-47 244 185     SPACE eurjchem-47 244 186 b.wt b.wt PROPN eurjchem-47 244 187 . . PUNCT eurjchem-47 244 188 ) ) PUNCT eurjchem-47 244 189 . . PUNCT eurjchem-47 244 190     SPACE eurjchem-47 245 1 the the DET eurjchem-47 245 2     SPACE eurjchem-47 245 3 different different ADJ eurjchem-47 245 4     SPACE eurjchem-47 245 5 congeners congener NOUN eurjchem-47 245 6     SPACE eurjchem-47 245 7 of of ADP eurjchem-47 245 8     SPACE eurjchem-47 245 9 this this DET eurjchem-47 245 10     SPACE eurjchem-47 245 11 series series NOUN eurjchem-47 245 12     SPACE eurjchem-47 245 13 showed show VERB eurjchem-47 245 14     SPACE eurjchem-47 245 15 a a DET eurjchem-47 245 16     SPACE eurjchem-47 245 17 decrease decrease NOUN eurjchem-47 245 18     SPACE eurjchem-47 245 19 in in ADP eurjchem-47 245 20     SPACE eurjchem-47 245 21 the the DET eurjchem-47 245 22     SPACE eurjchem-47 245 23 anticonvulsant anticonvulsant ADJ eurjchem-47 245 24     SPACE eurjchem-47 245 25 potential potential NOUN eurjchem-47 245 26     SPACE eurjchem-47 245 27 in in ADP eurjchem-47 245 28     SPACE eurjchem-47 245 29 the the DET eurjchem-47 245 30     SPACE eurjchem-47 245 31 following follow VERB eurjchem-47 245 32     SPACE eurjchem-47 245 33 order order NOUN eurjchem-47 245 34 : : PUNCT eurjchem-47 245 35     SPACE eurjchem-47 245 36 4b 4b X eurjchem-47 245 37 > > X eurjchem-47 245 38     SPACE eurjchem-47 245 39 4c= 4c= NUM eurjchem-47 245 40     SPACE eurjchem-47 245 41 4d 4d NOUN eurjchem-47 245 42     SPACE eurjchem-47 245 43 > > SYM eurjchem-47 245 44     SPACE eurjchem-47 245 45 4a>4e 4a>4e NOUN eurjchem-47 245 46     SPACE eurjchem-47 245 47 ( ( PUNCT eurjchem-47 245 48 c.f c.f PROPN eurjchem-47 245 49 . . PROPN eurjchem-47 245 50     SPACE eurjchem-47 245 51 table table NOUN eurjchem-47 245 52     SPACE eurjchem-47 245 53 2 2 NUM eurjchem-47 245 54 ) ) PUNCT eurjchem-47 245 55 . . PUNCT eurjchem-47 245 56         SPACE eurjchem-47 246 1 108 108 NUM eurjchem-47 246 2     SPACE eurjchem-47 246 3 aboul­enein aboul­enein ADJ eurjchem-47 246 4     SPACE eurjchem-47 246 5 et et NOUN eurjchem-47 246 6     SPACE eurjchem-47 246 7 al al PROPN eurjchem-47 246 8 . . PROPN eurjchem-47 246 9     SPACE eurjchem-47 246 10 / / SYM eurjchem-47 246 11     SPACE eurjchem-47 246 12 european european ADJ eurjchem-47 246 13     SPACE eurjchem-47 246 14 journal journal NOUN eurjchem-47 246 15     SPACE eurjchem-47 246 16 of of ADP eurjchem-47 246 17     SPACE eurjchem-47 246 18 chemistry chemistry NOUN eurjchem-47 246 19     SPACE eurjchem-47 246 20 1 1 NUM eurjchem-47 246 21     SPACE eurjchem-47 246 22 ( ( PUNCT eurjchem-47 246 23 2 2 NUM eurjchem-47 246 24 ) ) PUNCT eurjchem-47 246 25     SPACE eurjchem-47 246 26 ( ( PUNCT eurjchem-47 246 27 2010 2010 NUM eurjchem-47 246 28 ) ) PUNCT eurjchem-47 246 29     SPACE eurjchem-47 246 30 102­109 102­109 NUM eurjchem-47 246 31         SPACE eurjchem-47 246 32 table table NOUN eurjchem-47 246 33     SPACE eurjchem-47 246 34 2 2 NUM eurjchem-47 246 35 . . PUNCT eurjchem-47 246 36     SPACE eurjchem-47 246 37 anticonvulsant anticonvulsant ADJ eurjchem-47 246 38     SPACE eurjchem-47 246 39 activity activity NOUN eurjchem-47 246 40     SPACE eurjchem-47 246 41 of of ADP eurjchem-47 246 42     SPACE eurjchem-47 246 43 compounds compound VERB eurjchem-47 246 44     SPACE eurjchem-47 246 45 1‐h‐4‐hydroxy‐5‐benzyl 1‐h‐4‐hydroxy‐5‐benzyl NUM eurjchem-47 246 46     SPACE eurjchem-47 246 47 or or CCONJ eurjchem-47 246 48     SPACE eurjchem-47 246 49 5‐ 5‐ NUM eurjchem-47 246 50     SPACE eurjchem-47 246 51 ( ( PUNCT eurjchem-47 246 52 4‐alkoxy‐benzyl‐pyrrolidine‐3‐carboxylic 4‐alkoxy‐benzyl‐pyrrolidine‐3‐carboxylic ADJ eurjchem-47 246 53     SPACE eurjchem-47 246 54 acid acid NOUN eurjchem-47 246 55     SPACE eurjchem-47 246 56 hydrochlorides hydrochloride NOUN eurjchem-47 246 57     SPACE eurjchem-47 246 58 ( ( PUNCT eurjchem-47 246 59 4a­e 4a­e NUM eurjchem-47 246 60 ) ) PUNCT eurjchem-47 246 61     SPACE eurjchem-47 246 62 using use VERB eurjchem-47 246 63     SPACE eurjchem-47 246 64 sc sc PROPN eurjchem-47 246 65     SPACE eurjchem-47 246 66 ptz‐induced ptz‐induce VERB eurjchem-47 246 67     SPACE eurjchem-47 246 68 seizures seizure NOUN eurjchem-47 246 69     SPACE eurjchem-47 246 70 in in ADP eurjchem-47 246 71     SPACE eurjchem-47 246 72 adult adult NOUN eurjchem-47 246 73     SPACE eurjchem-47 246 74 male male NOUN eurjchem-47 246 75     SPACE eurjchem-47 246 76 albino albino NOUN eurjchem-47 246 77     SPACE eurjchem-47 246 78 mice mouse NOUN eurjchem-47 246 79 . . PUNCT eurjchem-47 246 80     SPACE eurjchem-47 246 81 compound compound NOUN eurjchem-47 246 82     SPACE eurjchem-47 246 83 no no NOUN eurjchem-47 246 84 . . PUNCT eurjchem-47 246 85     SPACE eurjchem-47 246 86 dose dose PROPN eurjchem-47 246 87 * * PROPN eurjchem-47 246 88 , , PUNCT eurjchem-47 246 89       SPACE eurjchem-47 246 90 mmol/ mmol/ SYM eurjchem-47 246 91     SPACE eurjchem-47 246 92 kg kg NOUN eurjchem-47 246 93     SPACE eurjchem-47 246 94 b.wt b.wt PROPN eurjchem-47 246 95 . . PUNCT eurjchem-47 246 96     SPACE eurjchem-47 246 97 ( ( PUNCT eurjchem-47 246 98 mg mg PROPN eurjchem-47 246 99     SPACE eurjchem-47 246 100 / / SYM eurjchem-47 246 101     SPACE eurjchem-47 246 102 kg kg PROPN eurjchem-47 246 103     SPACE eurjchem-47 246 104 b.wt b.wt PROPN eurjchem-47 246 105 . . PUNCT eurjchem-47 246 106 ) ) PUNCT eurjchem-47 246 107     SPACE eurjchem-47 247 1 % % NOUN eurjchem-47 247 2     SPACE eurjchem-47 247 3 protection protection NOUN eurjchem-47 247 4 * * PUNCT eurjchem-47 247 5 * * NOUN eurjchem-47 247 6     SPACE eurjchem-47 247 7 control control NOUN eurjchem-47 247 8     SPACE eurjchem-47 247 9 0 0 NUM eurjchem-47 247 10 gabapentin gabapentin NOUN eurjchem-47 247 11     SPACE eurjchem-47 247 12 0.14 0.14 NUM eurjchem-47 247 13     SPACE eurjchem-47 247 14 ( ( PUNCT eurjchem-47 247 15 25.00 25.00 NUM eurjchem-47 247 16 ) ) PUNCT eurjchem-47 247 17     SPACE eurjchem-47 247 18 100 100 NUM eurjchem-47 248 1 i i NOUN eurjchem-47 248 2     SPACE eurjchem-47 248 3 0.07 0.07 NUM eurjchem-47 248 4 ( ( PUNCT eurjchem-47 248 5 30.00 30.00 NUM eurjchem-47 248 6 ) ) PUNCT eurjchem-47 248 7     SPACE eurjchem-47 248 8 100 100 NUM eurjchem-47 248 9     SPACE eurjchem-47 248 10 ii ii NOUN eurjchem-47 248 11 0.04 0.04 NUM eurjchem-47 248 12     SPACE eurjchem-47 248 13 ( ( PUNCT eurjchem-47 248 14 15.00 15.00 NUM eurjchem-47 248 15 ) ) PUNCT eurjchem-47 248 16     SPACE eurjchem-47 248 17 100 100 NUM eurjchem-47 248 18     SPACE eurjchem-47 248 19 iii iii NUM eurjchem-47 248 20 0.01 0.01 NUM eurjchem-47 248 21     SPACE eurjchem-47 248 22 ( ( PUNCT eurjchem-47 248 23 3.97 3.97 NUM eurjchem-47 248 24 ) ) PUNCT eurjchem-47 248 25     SPACE eurjchem-47 248 26 100 100 NUM eurjchem-47 248 27     SPACE eurjchem-47 248 28 4a 4a NOUN eurjchem-47 248 29 0.0261 0.0261 NUM eurjchem-47 248 30     SPACE eurjchem-47 248 31 ( ( PUNCT eurjchem-47 248 32 6.72 6.72 NUM eurjchem-47 248 33 ) ) PUNCT eurjchem-47 248 34     SPACE eurjchem-47 248 35 72 72 NUM eurjchem-47 248 36     SPACE eurjchem-47 248 37 4b 4b NOUN eurjchem-47 248 38     SPACE eurjchem-47 248 39 0.0087 0.0087 NUM eurjchem-47 248 40     SPACE eurjchem-47 248 41 ( ( PUNCT eurjchem-47 248 42 2.50 2.50 NUM eurjchem-47 248 43 ) ) PUNCT eurjchem-47 248 44     SPACE eurjchem-47 248 45 100 100 NUM eurjchem-47 248 46     SPACE eurjchem-47 248 47 4c 4c NOUN eurjchem-47 248 48     SPACE eurjchem-47 248 49 0.0261 0.0261 NUM eurjchem-47 248 50     SPACE eurjchem-47 248 51 ( ( PUNCT eurjchem-47 248 52 7.87 7.87 NUM eurjchem-47 248 53 ) ) PUNCT eurjchem-47 248 54     SPACE eurjchem-47 248 55 84 84 NUM eurjchem-47 248 56     SPACE eurjchem-47 248 57 4d 4d NUM eurjchem-47 248 58     SPACE eurjchem-47 248 59 0.0261 0.0261 NUM eurjchem-47 248 60     SPACE eurjchem-47 248 61 ( ( PUNCT eurjchem-47 248 62 8.23 8.23 NUM eurjchem-47 248 63 ) ) PUNCT eurjchem-47 248 64     SPACE eurjchem-47 248 65 84 84 NUM eurjchem-47 248 66     SPACE eurjchem-47 248 67 4e 4e NOUN eurjchem-47 248 68 0.0174 0.0174 NUM eurjchem-47 248 69     SPACE eurjchem-47 248 70 ( ( PUNCT eurjchem-47 248 71 5.73 5.73 NUM eurjchem-47 248 72 ) ) PUNCT eurjchem-47 248 73     SPACE eurjchem-47 248 74 67 67 NUM eurjchem-47 248 75     SPACE eurjchem-47 248 76 * * PUNCT eurjchem-47 248 77 minimum minimum ADJ eurjchem-47 248 78     SPACE eurjchem-47 248 79 doses dose NOUN eurjchem-47 248 80     SPACE eurjchem-47 248 81 induced induce VERB eurjchem-47 248 82     SPACE eurjchem-47 248 83 maximum maximum ADJ eurjchem-47 248 84     SPACE eurjchem-47 248 85 % % NOUN eurjchem-47 248 86     SPACE eurjchem-47 248 87 protection protection NOUN eurjchem-47 248 88     SPACE eurjchem-47 248 89 in in ADP eurjchem-47 248 90     SPACE eurjchem-47 248 91 the the DET eurjchem-47 248 92     SPACE eurjchem-47 248 93 observed observed ADJ eurjchem-47 248 94     SPACE eurjchem-47 248 95 period period NOUN eurjchem-47 248 96 . . PUNCT eurjchem-47 249 1 * * PUNCT eurjchem-47 249 2 * * PUNCT eurjchem-47 249 3     SPACE eurjchem-47 249 4 % % NOUN eurjchem-47 249 5     SPACE eurjchem-47 249 6 protection protection NOUN eurjchem-47 249 7     SPACE eurjchem-47 249 8 against against ADP eurjchem-47 249 9     SPACE eurjchem-47 249 10 seizures seizure NOUN eurjchem-47 249 11     SPACE eurjchem-47 249 12 induced induce VERB eurjchem-47 249 13     SPACE eurjchem-47 249 14 by by ADP eurjchem-47 249 15     SPACE eurjchem-47 249 16 pentylenetetrazole pentylenetetrazole NOUN eurjchem-47 249 17 . . PUNCT eurjchem-47 249 18         SPACE eurjchem-47 250 1 the the DET eurjchem-47 250 2     SPACE eurjchem-47 250 3 anticonvulsant anticonvulsant NOUN eurjchem-47 250 4     SPACE eurjchem-47 250 5 profile profile NOUN eurjchem-47 250 6     SPACE eurjchem-47 250 7 of of ADP eurjchem-47 250 8     SPACE eurjchem-47 250 9 1‐acetyl‐5‐benzyl 1‐acetyl‐5‐benzyl NOUN eurjchem-47 250 10     SPACE eurjchem-47 250 11 or or CCONJ eurjchem-47 250 12     SPACE eurjchem-47 250 13 5‐(4‐ 5‐(4‐ NUM eurjchem-47 250 14 alkoxy‐benzyl)‐pyrrolidine‐3‐carboxylic alkoxy‐benzyl)‐pyrrolidine‐3‐carboxylic NUM eurjchem-47 250 15     SPACE eurjchem-47 250 16 acids acid NOUN eurjchem-47 250 17     SPACE eurjchem-47 250 18 series series NOUN eurjchem-47 250 19     SPACE eurjchem-47 250 20 ( ( PUNCT eurjchem-47 250 21 8a­e 8a­e NUM eurjchem-47 250 22 , , PUNCT eurjchem-47 250 23     SPACE eurjchem-47 250 24 table table NOUN eurjchem-47 250 25     SPACE eurjchem-47 250 26 3 3 NUM eurjchem-47 250 27 ) ) PUNCT eurjchem-47 250 28     SPACE eurjchem-47 250 29 showed show VERB eurjchem-47 250 30     SPACE eurjchem-47 250 31 that that SCONJ eurjchem-47 250 32     SPACE eurjchem-47 250 33 compound compound NOUN eurjchem-47 250 34     SPACE eurjchem-47 250 35 8d 8d NOUN eurjchem-47 250 36     SPACE eurjchem-47 250 37 displayed display VERB eurjchem-47 250 38     SPACE eurjchem-47 250 39 100 100 NUM eurjchem-47 250 40 % % NOUN eurjchem-47 250 41     SPACE eurjchem-47 250 42 protection protection NOUN eurjchem-47 250 43     SPACE eurjchem-47 250 44 at at ADP eurjchem-47 250 45     SPACE eurjchem-47 250 46 dose dose NOUN eurjchem-47 250 47     SPACE eurjchem-47 250 48 level level NOUN eurjchem-47 250 49     SPACE eurjchem-47 250 50 of of ADP eurjchem-47 250 51     SPACE eurjchem-47 250 52 0.05mmol 0.05mmol PROPN eurjchem-47 250 53 / / SYM eurjchem-47 250 54 kg kg PROPN eurjchem-47 250 55     SPACE eurjchem-47 250 56 b. b. PROPN eurjchem-47 250 57     SPACE eurjchem-47 250 58 wt wt PROPN eurjchem-47 250 59 . . PROPN eurjchem-47 250 60 , , PUNCT eurjchem-47 250 61     SPACE eurjchem-47 250 62 nearly nearly ADV eurjchem-47 250 63     SPACE eurjchem-47 250 64 3‐fold 3‐fold NOUN eurjchem-47 250 65     SPACE eurjchem-47 250 66 more more ADJ eurjchem-47 250 67     SPACE eurjchem-47 250 68 potent potent NOUN eurjchem-47 250 69     SPACE eurjchem-47 250 70 than than ADP eurjchem-47 250 71     SPACE eurjchem-47 250 72 the the DET eurjchem-47 250 73     SPACE eurjchem-47 250 74 reference reference NOUN eurjchem-47 250 75     SPACE eurjchem-47 250 76 drug drug NOUN eurjchem-47 250 77     SPACE eurjchem-47 250 78 gabapentin gabapentin NOUN eurjchem-47 250 79     SPACE eurjchem-47 250 80 ( ( PUNCT eurjchem-47 250 81 0.14 0.14 NUM eurjchem-47 250 82     SPACE eurjchem-47 250 83 mmol mmol NOUN eurjchem-47 250 84 / / SYM eurjchem-47 250 85 kg kg PROPN eurjchem-47 250 86     SPACE eurjchem-47 250 87 b. b. PROPN eurjchem-47 250 88     SPACE eurjchem-47 250 89 wt wt PROPN eurjchem-47 250 90 . . PROPN eurjchem-47 250 91 ) ) PUNCT eurjchem-47 250 92 , , PUNCT eurjchem-47 250 93     SPACE eurjchem-47 250 94 while while SCONJ eurjchem-47 250 95     SPACE eurjchem-47 250 96 8b 8b NUM eurjchem-47 250 97     SPACE eurjchem-47 250 98 and and CCONJ eurjchem-47 250 99     SPACE eurjchem-47 250 100 8e 8e NOUN eurjchem-47 250 101     SPACE eurjchem-47 250 102 exhibited exhibit VERB eurjchem-47 250 103     SPACE eurjchem-47 250 104 84 84 NUM eurjchem-47 250 105 % % NOUN eurjchem-47 250 106     SPACE eurjchem-47 250 107 protection protection NOUN eurjchem-47 250 108     SPACE eurjchem-47 250 109 potential potential NOUN eurjchem-47 250 110     SPACE eurjchem-47 250 111 at at ADP eurjchem-47 250 112     SPACE eurjchem-47 250 113 dose dose NOUN eurjchem-47 250 114     SPACE eurjchem-47 250 115 level level NOUN eurjchem-47 250 116     SPACE eurjchem-47 250 117 of of ADP eurjchem-47 250 118     SPACE eurjchem-47 250 119 0.05 0.05 NUM eurjchem-47 250 120     SPACE eurjchem-47 250 121 and and CCONJ eurjchem-47 250 122     SPACE eurjchem-47 250 123 0.065 0.065 NUM eurjchem-47 250 124     SPACE eurjchem-47 250 125 mmol mmol NOUN eurjchem-47 250 126 / / SYM eurjchem-47 250 127 kg kg NOUN eurjchem-47 250 128     SPACE eurjchem-47 250 129 b.wt b.wt PROPN eurjchem-47 250 130 . . PROPN eurjchem-47 250 131 , , PUNCT eurjchem-47 250 132     SPACE eurjchem-47 250 133 respectively respectively ADV eurjchem-47 250 134 . . PUNCT eurjchem-47 250 135     SPACE eurjchem-47 250 136 meanwhile meanwhile ADV eurjchem-47 250 137     SPACE eurjchem-47 250 138 8c 8c NOUN eurjchem-47 250 139     SPACE eurjchem-47 250 140 showed show VERB eurjchem-47 250 141     SPACE eurjchem-47 250 142 67 67 NUM eurjchem-47 250 143 % % NOUN eurjchem-47 250 144     SPACE eurjchem-47 250 145 protection protection NOUN eurjchem-47 250 146     SPACE eurjchem-47 250 147 at at ADP eurjchem-47 250 148     SPACE eurjchem-47 250 149 dose dose NOUN eurjchem-47 250 150     SPACE eurjchem-47 250 151 level level NOUN eurjchem-47 250 152     SPACE eurjchem-47 250 153 of of ADP eurjchem-47 250 154     SPACE eurjchem-47 250 155 0.065 0.065 NUM eurjchem-47 250 156     SPACE eurjchem-47 250 157 mmol mmol NOUN eurjchem-47 250 158 / / SYM eurjchem-47 250 159 kg kg NOUN eurjchem-47 250 160     SPACE eurjchem-47 250 161 b.wt b.wt PROPN eurjchem-47 250 162 . . PUNCT eurjchem-47 250 163     SPACE eurjchem-47 250 164 on on ADP eurjchem-47 250 165     SPACE eurjchem-47 250 166 the the DET eurjchem-47 250 167     SPACE eurjchem-47 250 168 other other ADJ eurjchem-47 250 169     SPACE eurjchem-47 250 170 hand hand NOUN eurjchem-47 250 171 , , PUNCT eurjchem-47 250 172     SPACE eurjchem-47 250 173 1‐acetyl‐5‐ 1‐acetyl‐5‐ NUM eurjchem-47 250 174     SPACE eurjchem-47 250 175 benzyl‐pyrrolidine‐3‐ benzyl‐pyrrolidine‐3‐ ADJ eurjchem-47 250 176 carboxylic carboxylic ADJ eurjchem-47 250 177     SPACE eurjchem-47 250 178 acid acid NOUN eurjchem-47 250 179     SPACE eurjchem-47 250 180 ( ( PUNCT eurjchem-47 250 181 8a 8a NUM eurjchem-47 250 182 ) ) PUNCT eurjchem-47 250 183     SPACE eurjchem-47 250 184 gave give VERB eurjchem-47 250 185     SPACE eurjchem-47 250 186 33 33 NUM eurjchem-47 250 187 % % NOUN eurjchem-47 250 188     SPACE eurjchem-47 250 189 protection protection NOUN eurjchem-47 250 190     SPACE eurjchem-47 250 191 at at ADP eurjchem-47 250 192     SPACE eurjchem-47 250 193 dose dose NOUN eurjchem-47 250 194     SPACE eurjchem-47 250 195 level level NOUN eurjchem-47 250 196     SPACE eurjchem-47 250 197 of of ADP eurjchem-47 250 198     SPACE eurjchem-47 250 199 0.05 0.05 NUM eurjchem-47 250 200       SPACE eurjchem-47 250 201 mmol mmol NOUN eurjchem-47 250 202 / / SYM eurjchem-47 250 203 kg kg NOUN eurjchem-47 250 204     SPACE eurjchem-47 250 205 b.wt b.wt PROPN eurjchem-47 250 206 . . PUNCT eurjchem-47 250 207     SPACE eurjchem-47 250 208 compared compare VERB eurjchem-47 250 209     SPACE eurjchem-47 250 210 with with ADP eurjchem-47 250 211     SPACE eurjchem-47 250 212 gabapentin gabapentin NOUN eurjchem-47 250 213     SPACE eurjchem-47 250 214 ( ( PUNCT eurjchem-47 250 215 0.14 0.14 NUM eurjchem-47 250 216     SPACE eurjchem-47 250 217 mmol mmol NOUN eurjchem-47 250 218 / / SYM eurjchem-47 250 219 kg kg NOUN eurjchem-47 250 220     SPACE eurjchem-47 250 221 b.wt b.wt PROPN eurjchem-47 250 222 . . PUNCT eurjchem-47 250 223 ) ) PUNCT eurjchem-47 250 224 . . PUNCT eurjchem-47 250 225     SPACE eurjchem-47 251 1 the the DET eurjchem-47 251 2     SPACE eurjchem-47 251 3 anticonvulsant anticonvulsant ADJ eurjchem-47 251 4     SPACE eurjchem-47 251 5 potential potential NOUN eurjchem-47 251 6     SPACE eurjchem-47 251 7 for for ADP eurjchem-47 251 8     SPACE eurjchem-47 251 9 the the DET eurjchem-47 251 10     SPACE eurjchem-47 251 11 different different ADJ eurjchem-47 251 12     SPACE eurjchem-47 251 13 congeners congener NOUN eurjchem-47 251 14     SPACE eurjchem-47 251 15 showed show VERB eurjchem-47 251 16     SPACE eurjchem-47 251 17 the the DET eurjchem-47 251 18     SPACE eurjchem-47 251 19 following follow VERB eurjchem-47 251 20     SPACE eurjchem-47 251 21 decreasing decrease VERB eurjchem-47 251 22     SPACE eurjchem-47 251 23 order order NOUN eurjchem-47 251 24 : : PUNCT eurjchem-47 251 25     SPACE eurjchem-47 251 26 8d 8d NOUN eurjchem-47 251 27     SPACE eurjchem-47 251 28 > > X eurjchem-47 251 29 8b 8b NUM eurjchem-47 251 30     SPACE eurjchem-47 251 31 > > X eurjchem-47 251 32 8e 8e NOUN eurjchem-47 251 33     SPACE eurjchem-47 251 34 > > X eurjchem-47 251 35 8c 8c NOUN eurjchem-47 251 36     SPACE eurjchem-47 251 37 > > X eurjchem-47 251 38 8a 8a NUM eurjchem-47 251 39 . . PUNCT eurjchem-47 251 40         SPACE eurjchem-47 251 41 table table NOUN eurjchem-47 251 42     SPACE eurjchem-47 251 43 3 3 NUM eurjchem-47 251 44 . . PUNCT eurjchem-47 251 45     SPACE eurjchem-47 251 46 anticonvulsant anticonvulsant ADJ eurjchem-47 251 47     SPACE eurjchem-47 251 48 activity activity NOUN eurjchem-47 251 49     SPACE eurjchem-47 251 50 of of ADP eurjchem-47 251 51     SPACE eurjchem-47 251 52 1‐acetyl‐5‐benzyl 1‐acetyl‐5‐benzyl NOUN eurjchem-47 251 53     SPACE eurjchem-47 251 54 or or CCONJ eurjchem-47 251 55     SPACE eurjchem-47 251 56 5‐(4‐alkoxy‐ 5‐(4‐alkoxy‐ NUM eurjchem-47 251 57 benzyl)–pyrrolidine‐3‐carboxylic benzyl)–pyrrolidine‐3‐carboxylic PROPN eurjchem-47 251 58     SPACE eurjchem-47 251 59 acids acid NOUN eurjchem-47 251 60     SPACE eurjchem-47 251 61 ( ( PUNCT eurjchem-47 251 62 8a­e 8a­e NUM eurjchem-47 251 63 ) ) PUNCT eurjchem-47 251 64     SPACE eurjchem-47 251 65 using use VERB eurjchem-47 251 66     SPACE eurjchem-47 251 67 sc sc PROPN eurjchem-47 251 68     SPACE eurjchem-47 251 69 ptz‐induced ptz‐induce VERB eurjchem-47 251 70     SPACE eurjchem-47 251 71 seizures seizure NOUN eurjchem-47 251 72     SPACE eurjchem-47 251 73 in in ADP eurjchem-47 251 74     SPACE eurjchem-47 251 75 adult adult NOUN eurjchem-47 251 76     SPACE eurjchem-47 251 77 male male NOUN eurjchem-47 251 78     SPACE eurjchem-47 251 79 albino albino NOUN eurjchem-47 251 80     SPACE eurjchem-47 251 81 mice mouse NOUN eurjchem-47 251 82 . . PUNCT eurjchem-47 251 83     SPACE eurjchem-47 251 84 compound compound NOUN eurjchem-47 251 85     SPACE eurjchem-47 251 86 no no NOUN eurjchem-47 251 87 . . PUNCT eurjchem-47 251 88     SPACE eurjchem-47 251 89 dose dose PROPN eurjchem-47 251 90 * * PROPN eurjchem-47 251 91 , , PUNCT eurjchem-47 251 92     SPACE eurjchem-47 251 93 mmol/ mmol/ SYM eurjchem-47 251 94     SPACE eurjchem-47 251 95 kg kg NOUN eurjchem-47 251 96     SPACE eurjchem-47 251 97 b.wt b.wt PROPN eurjchem-47 251 98 . . PUNCT eurjchem-47 251 99     SPACE eurjchem-47 251 100 ( ( PUNCT eurjchem-47 251 101 mg/ mg/ NOUN eurjchem-47 251 102     SPACE eurjchem-47 251 103 kg kg PROPN eurjchem-47 251 104     SPACE eurjchem-47 251 105 b.wt b.wt PROPN eurjchem-47 251 106 . . PUNCT eurjchem-47 251 107 ) ) PUNCT eurjchem-47 251 108     SPACE eurjchem-47 252 1 % % NOUN eurjchem-47 252 2     SPACE eurjchem-47 252 3 protection protection NOUN eurjchem-47 252 4 * * PUNCT eurjchem-47 252 5 * * NOUN eurjchem-47 252 6     SPACE eurjchem-47 252 7 control control NOUN eurjchem-47 252 8     SPACE eurjchem-47 252 9 0 0 NUM eurjchem-47 252 10 gabapentin gabapentin NOUN eurjchem-47 252 11     SPACE eurjchem-47 252 12 0.14 0.14 NUM eurjchem-47 252 13     SPACE eurjchem-47 252 14 ( ( PUNCT eurjchem-47 252 15 25.00 25.00 NUM eurjchem-47 252 16 ) ) PUNCT eurjchem-47 252 17     SPACE eurjchem-47 253 1 100 100 NUM eurjchem-47 253 2     SPACE eurjchem-47 253 3 i i PRON eurjchem-47 253 4     SPACE eurjchem-47 253 5 0.07 0.07 NUM eurjchem-47 253 6 ( ( PUNCT eurjchem-47 253 7 30.00 30.00 NUM eurjchem-47 253 8 ) ) PUNCT eurjchem-47 253 9     SPACE eurjchem-47 253 10 100 100 NUM eurjchem-47 253 11     SPACE eurjchem-47 253 12 ii ii NOUN eurjchem-47 253 13 0.04 0.04 NUM eurjchem-47 253 14     SPACE eurjchem-47 253 15 ( ( PUNCT eurjchem-47 253 16 15.00 15.00 NUM eurjchem-47 253 17 ) ) PUNCT eurjchem-47 253 18     SPACE eurjchem-47 253 19 100 100 NUM eurjchem-47 253 20     SPACE eurjchem-47 253 21 iii iii NUM eurjchem-47 253 22 0.01 0.01 NUM eurjchem-47 253 23     SPACE eurjchem-47 253 24 ( ( PUNCT eurjchem-47 253 25 3.97 3.97 NUM eurjchem-47 253 26 ) ) PUNCT eurjchem-47 253 27     SPACE eurjchem-47 253 28 100 100 NUM eurjchem-47 253 29     SPACE eurjchem-47 253 30 8a 8a NUM eurjchem-47 253 31 0.05 0.05 NUM eurjchem-47 253 32     SPACE eurjchem-47 253 33 ( ( PUNCT eurjchem-47 253 34 12.35 12.35 NUM eurjchem-47 253 35 ) ) PUNCT eurjchem-47 253 36     SPACE eurjchem-47 253 37 33 33 NUM eurjchem-47 253 38     SPACE eurjchem-47 253 39 8b 8b NUM eurjchem-47 253 40     SPACE eurjchem-47 253 41 0.05 0.05 NUM eurjchem-47 253 42     SPACE eurjchem-47 253 43 ( ( PUNCT eurjchem-47 253 44 13.85 13.85 NUM eurjchem-47 253 45 ) ) PUNCT eurjchem-47 253 46     SPACE eurjchem-47 253 47 84 84 NUM eurjchem-47 253 48     SPACE eurjchem-47 253 49 8c 8c NOUN eurjchem-47 253 50     SPACE eurjchem-47 253 51 0.065 0.065 NUM eurjchem-47 253 52     SPACE eurjchem-47 253 53 ( ( PUNCT eurjchem-47 253 54 18.92 18.92 NUM eurjchem-47 253 55 ) ) PUNCT eurjchem-47 253 56     SPACE eurjchem-47 253 57 67 67 NUM eurjchem-47 253 58     SPACE eurjchem-47 253 59 8d 8d NOUN eurjchem-47 253 60     SPACE eurjchem-47 253 61 0.05 0.05 NUM eurjchem-47 253 62     SPACE eurjchem-47 253 63 ( ( PUNCT eurjchem-47 253 64 15.25 15.25 NUM eurjchem-47 253 65 ) ) PUNCT eurjchem-47 253 66     SPACE eurjchem-47 253 67 100 100 NUM eurjchem-47 253 68     SPACE eurjchem-47 253 69 8e 8e NUM eurjchem-47 253 70     SPACE eurjchem-47 253 71 0.065 0.065 NUM eurjchem-47 253 72     SPACE eurjchem-47 253 73 ( ( PUNCT eurjchem-47 253 74 20.80 20.80 NUM eurjchem-47 253 75 ) ) PUNCT eurjchem-47 253 76     SPACE eurjchem-47 253 77 84 84 NUM eurjchem-47 253 78     SPACE eurjchem-47 253 79 * * PUNCT eurjchem-47 253 80 minimum minimum ADJ eurjchem-47 253 81     SPACE eurjchem-47 253 82 doses dose NOUN eurjchem-47 253 83     SPACE eurjchem-47 253 84 induced induce VERB eurjchem-47 253 85     SPACE eurjchem-47 253 86 maximum maximum ADJ eurjchem-47 253 87     SPACE eurjchem-47 253 88 % % NOUN eurjchem-47 253 89     SPACE eurjchem-47 253 90 protection protection NOUN eurjchem-47 253 91     SPACE eurjchem-47 253 92 in in ADP eurjchem-47 253 93     SPACE eurjchem-47 253 94 the the DET eurjchem-47 253 95     SPACE eurjchem-47 253 96 observed observed ADJ eurjchem-47 253 97     SPACE eurjchem-47 253 98 period period NOUN eurjchem-47 253 99 . . PUNCT eurjchem-47 254 1 * * PUNCT eurjchem-47 254 2 * * PUNCT eurjchem-47 254 3     SPACE eurjchem-47 254 4 % % NOUN eurjchem-47 254 5     SPACE eurjchem-47 254 6 protection protection NOUN eurjchem-47 254 7     SPACE eurjchem-47 254 8 against against ADP eurjchem-47 254 9     SPACE eurjchem-47 254 10 seizures seizure NOUN eurjchem-47 254 11     SPACE eurjchem-47 254 12 induced induce VERB eurjchem-47 254 13     SPACE eurjchem-47 254 14 by by ADP eurjchem-47 254 15     SPACE eurjchem-47 254 16 pentylenetetrazole pentylenetetrazole NOUN eurjchem-47 254 17 . . PUNCT eurjchem-47 254 18         SPACE eurjchem-47 255 1 also also ADV eurjchem-47 255 2 , , PUNCT eurjchem-47 255 3     SPACE eurjchem-47 255 4 the the DET eurjchem-47 255 5     SPACE eurjchem-47 255 6 results result NOUN eurjchem-47 255 7     SPACE eurjchem-47 255 8 of of ADP eurjchem-47 255 9     SPACE eurjchem-47 255 10 the the DET eurjchem-47 255 11     SPACE eurjchem-47 255 12 anticonvulsant anticonvulsant ADJ eurjchem-47 255 13     SPACE eurjchem-47 255 14 activity activity NOUN eurjchem-47 255 15     SPACE eurjchem-47 255 16 of of ADP eurjchem-47 255 17     SPACE eurjchem-47 255 18 1‐h‐5‐ 1‐h‐5‐ NUM eurjchem-47 255 19 benzyl benzyl NOUN eurjchem-47 255 20     SPACE eurjchem-47 255 21 or or CCONJ eurjchem-47 255 22     SPACE eurjchem-47 255 23 5‐(4‐alkoxy‐benzyl)‐pyrrolidine‐3‐carboxylic 5‐(4‐alkoxy‐benzyl)‐pyrrolidine‐3‐carboxylic ADJ eurjchem-47 255 24     SPACE eurjchem-47 255 25 acid acid NOUN eurjchem-47 255 26     SPACE eurjchem-47 255 27 hydrochlorides hydrochloride NOUN eurjchem-47 255 28     SPACE eurjchem-47 255 29 ( ( PUNCT eurjchem-47 255 30 9a­e 9a­e NUM eurjchem-47 255 31 , , PUNCT eurjchem-47 255 32     SPACE eurjchem-47 255 33 table table NOUN eurjchem-47 255 34     SPACE eurjchem-47 255 35 4 4 NUM eurjchem-47 255 36 ) ) PUNCT eurjchem-47 255 37     SPACE eurjchem-47 255 38 showed show VERB eurjchem-47 255 39     SPACE eurjchem-47 255 40 that that SCONJ eurjchem-47 255 41     SPACE eurjchem-47 255 42 compound compound NOUN eurjchem-47 255 43     SPACE eurjchem-47 255 44 1‐h‐5‐ 1‐h‐5‐ NUM eurjchem-47 255 45 ( ( PUNCT eurjchem-47 255 46 4‐butoxy‐benzyl)‐pyrrolidine‐3‐carboxylic 4‐butoxy‐benzyl)‐pyrrolidine‐3‐carboxylic NOUN eurjchem-47 255 47     SPACE eurjchem-47 255 48 acid acid NOUN eurjchem-47 255 49     SPACE eurjchem-47 255 50 hydrochloride hydrochloride NOUN eurjchem-47 255 51     SPACE eurjchem-47 255 52 ( ( PUNCT eurjchem-47 255 53 9e 9e NOUN eurjchem-47 255 54 ) ) PUNCT eurjchem-47 255 55     SPACE eurjchem-47 255 56 exhibited exhibit VERB eurjchem-47 255 57     SPACE eurjchem-47 255 58 100 100 NUM eurjchem-47 255 59 % % NOUN eurjchem-47 255 60     SPACE eurjchem-47 255 61 protection protection NOUN eurjchem-47 255 62     SPACE eurjchem-47 255 63 at at ADP eurjchem-47 255 64     SPACE eurjchem-47 255 65 dose dose NOUN eurjchem-47 255 66     SPACE eurjchem-47 255 67 level level NOUN eurjchem-47 255 68     SPACE eurjchem-47 255 69 of of ADP eurjchem-47 255 70     SPACE eurjchem-47 255 71 0.0261 0.0261 NUM eurjchem-47 255 72     SPACE eurjchem-47 255 73 mmol mmol NOUN eurjchem-47 255 74 / / SYM eurjchem-47 255 75 kg kg NOUN eurjchem-47 255 76     SPACE eurjchem-47 255 77 b.wt b.wt PROPN eurjchem-47 255 78 . . PROPN eurjchem-47 255 79 , , PUNCT eurjchem-47 255 80     SPACE eurjchem-47 255 81 while while SCONJ eurjchem-47 255 82     SPACE eurjchem-47 255 83 compounds compound VERB eurjchem-47 255 84     SPACE eurjchem-47 255 85 9a­d 9a­d NUM eurjchem-47 255 86     SPACE eurjchem-47 255 87 exerted exert VERB eurjchem-47 255 88     SPACE eurjchem-47 255 89 72 72 NUM eurjchem-47 255 90 , , PUNCT eurjchem-47 255 91     SPACE eurjchem-47 255 92 67 67 NUM eurjchem-47 255 93 , , PUNCT eurjchem-47 255 94     SPACE eurjchem-47 255 95 67 67 NUM eurjchem-47 255 96     SPACE eurjchem-47 255 97 and and CCONJ eurjchem-47 255 98     SPACE eurjchem-47 255 99 63 63 NUM eurjchem-47 255 100 % % NOUN eurjchem-47 255 101     SPACE eurjchem-47 255 102 protection protection NOUN eurjchem-47 255 103 , , PUNCT eurjchem-47 255 104     SPACE eurjchem-47 255 105 respectively respectively ADV eurjchem-47 255 106     SPACE eurjchem-47 255 107 at at ADP eurjchem-47 255 108     SPACE eurjchem-47 255 109 the the DET eurjchem-47 255 110     SPACE eurjchem-47 255 111 same same ADJ eurjchem-47 255 112     SPACE eurjchem-47 255 113 dose dose NOUN eurjchem-47 255 114     SPACE eurjchem-47 255 115 ( ( PUNCT eurjchem-47 255 116 0.0261 0.0261 NUM eurjchem-47 255 117     SPACE eurjchem-47 255 118 mmol mmol NOUN eurjchem-47 255 119 / / SYM eurjchem-47 255 120 kg kg NOUN eurjchem-47 255 121     SPACE eurjchem-47 255 122 b.wt b.wt PROPN eurjchem-47 255 123 . . PUNCT eurjchem-47 255 124 ) ) PUNCT eurjchem-47 255 125     SPACE eurjchem-47 255 126 as as ADP eurjchem-47 255 127     SPACE eurjchem-47 255 128 compared compare VERB eurjchem-47 255 129     SPACE eurjchem-47 255 130 with with ADP eurjchem-47 255 131     SPACE eurjchem-47 255 132 gabapentin gabapentin NOUN eurjchem-47 255 133     SPACE eurjchem-47 255 134 ( ( PUNCT eurjchem-47 255 135 0.14 0.14 NUM eurjchem-47 255 136     SPACE eurjchem-47 255 137 mmol mmol NOUN eurjchem-47 255 138 / / SYM eurjchem-47 255 139 kg kg NOUN eurjchem-47 255 140     SPACE eurjchem-47 255 141 b.wt b.wt PROPN eurjchem-47 255 142 . . PUNCT eurjchem-47 255 143 ) ) PUNCT eurjchem-47 255 144 . . PUNCT eurjchem-47 255 145     SPACE eurjchem-47 256 1 the the DET eurjchem-47 256 2     SPACE eurjchem-47 256 3 different different ADJ eurjchem-47 256 4     SPACE eurjchem-47 256 5 congeners congener NOUN eurjchem-47 256 6     SPACE eurjchem-47 256 7 of of ADP eurjchem-47 256 8     SPACE eurjchem-47 256 9 this this DET eurjchem-47 256 10     SPACE eurjchem-47 256 11 series series NOUN eurjchem-47 256 12     SPACE eurjchem-47 256 13 showed show VERB eurjchem-47 256 14     SPACE eurjchem-47 256 15 anticonvulsant anticonvulsant ADJ eurjchem-47 256 16     SPACE eurjchem-47 256 17 potential potential NOUN eurjchem-47 256 18     SPACE eurjchem-47 256 19 in in ADP eurjchem-47 256 20     SPACE eurjchem-47 256 21 the the DET eurjchem-47 256 22     SPACE eurjchem-47 256 23 following follow VERB eurjchem-47 256 24     SPACE eurjchem-47 256 25 decreasing decrease VERB eurjchem-47 256 26     SPACE eurjchem-47 256 27 order order NOUN eurjchem-47 256 28 : : PUNCT eurjchem-47 256 29     SPACE eurjchem-47 256 30 9e 9e NOUN eurjchem-47 256 31     SPACE eurjchem-47 256 32 > > X eurjchem-47 256 33 9a 9a PROPN eurjchem-47 256 34 > > SYM eurjchem-47 256 35     SPACE eurjchem-47 256 36 9b 9b NOUN eurjchem-47 256 37     SPACE eurjchem-47 257 1 = = NOUN eurjchem-47 257 2 9c 9c NUM eurjchem-47 257 3     SPACE eurjchem-47 257 4 > > NOUN eurjchem-47 257 5 9d 9d NUM eurjchem-47 257 6 . . PUNCT eurjchem-47 257 7     SPACE eurjchem-47 258 1 table table NOUN eurjchem-47 258 2     SPACE eurjchem-47 258 3 4 4 NUM eurjchem-47 258 4 . . PUNCT eurjchem-47 258 5     SPACE eurjchem-47 258 6 anticonvulsant anticonvulsant ADJ eurjchem-47 258 7     SPACE eurjchem-47 258 8 activity activity NOUN eurjchem-47 258 9     SPACE eurjchem-47 258 10 of of ADP eurjchem-47 258 11     SPACE eurjchem-47 258 12 1‐h‐5‐benzyl 1‐h‐5‐benzyl NOUN eurjchem-47 258 13     SPACE eurjchem-47 258 14 or or CCONJ eurjchem-47 258 15     SPACE eurjchem-47 258 16 5‐(4‐ 5‐(4‐ NOUN eurjchem-47 258 17     SPACE eurjchem-47 258 18 alkoxy‐benzyl)‐ alkoxy‐benzyl)‐ PROPN eurjchem-47 258 19 pyrrolidine‐3‐carboxylic pyrrolidine‐3‐carboxylic PROPN eurjchem-47 258 20     SPACE eurjchem-47 258 21 acid acid NOUN eurjchem-47 258 22     SPACE eurjchem-47 258 23 hydrochlorides hydrochloride NOUN eurjchem-47 258 24     SPACE eurjchem-47 258 25 ( ( PUNCT eurjchem-47 258 26 9a­e 9a­e NUM eurjchem-47 258 27 ) ) PUNCT eurjchem-47 258 28     SPACE eurjchem-47 258 29 using use VERB eurjchem-47 258 30     SPACE eurjchem-47 258 31 sc sc NOUN eurjchem-47 258 32     SPACE eurjchem-47 258 33 ptz‐induced ptz‐induce VERB eurjchem-47 258 34     SPACE eurjchem-47 258 35 seizures seizure NOUN eurjchem-47 258 36     SPACE eurjchem-47 258 37 in in ADP eurjchem-47 258 38     SPACE eurjchem-47 258 39 adult adult NOUN eurjchem-47 258 40     SPACE eurjchem-47 258 41 male male NOUN eurjchem-47 258 42     SPACE eurjchem-47 258 43 albino albino NOUN eurjchem-47 258 44     SPACE eurjchem-47 258 45 mice mouse NOUN eurjchem-47 258 46 . . PUNCT eurjchem-47 259 1 compound compound NOUN eurjchem-47 259 2     SPACE eurjchem-47 259 3 no no PROPN eurjchem-47 259 4 . . PUNCT eurjchem-47 259 5     SPACE eurjchem-47 260 1 dose dose PROPN eurjchem-47 260 2 * * PROPN eurjchem-47 260 3 , , PUNCT eurjchem-47 260 4     SPACE eurjchem-47 260 5 mmol mmol NOUN eurjchem-47 260 6 / / SYM eurjchem-47 260 7 kg kg NOUN eurjchem-47 260 8     SPACE eurjchem-47 260 9 b.wt b.wt PROPN eurjchem-47 260 10 . . PUNCT eurjchem-47 260 11     SPACE eurjchem-47 260 12 ( ( PUNCT eurjchem-47 260 13 mg mg PROPN eurjchem-47 260 14 / / SYM eurjchem-47 260 15 kg kg NOUN eurjchem-47 260 16     SPACE eurjchem-47 260 17 b.wt b.wt PROPN eurjchem-47 260 18 . . PUNCT eurjchem-47 260 19 ) ) PUNCT eurjchem-47 261 1 % % INTJ eurjchem-47 261 2     SPACE eurjchem-47 261 3 protection protection NOUN eurjchem-47 261 4 * * PUNCT eurjchem-47 261 5 * * NOUN eurjchem-47 261 6     SPACE eurjchem-47 261 7 control control NOUN eurjchem-47 261 8 0 0 NUM eurjchem-47 261 9 gabapentin gabapentin NOUN eurjchem-47 261 10     SPACE eurjchem-47 261 11 0.14 0.14 NUM eurjchem-47 261 12     SPACE eurjchem-47 261 13 ( ( PUNCT eurjchem-47 261 14 25.00 25.00 NUM eurjchem-47 261 15 ) ) PUNCT eurjchem-47 261 16     SPACE eurjchem-47 261 17 100 100 NUM eurjchem-47 262 1 i i NOUN eurjchem-47 262 2     SPACE eurjchem-47 262 3 0.07 0.07 NUM eurjchem-47 262 4 ( ( PUNCT eurjchem-47 262 5 30.00 30.00 NUM eurjchem-47 262 6 ) ) PUNCT eurjchem-47 262 7     SPACE eurjchem-47 262 8 100 100 NUM eurjchem-47 262 9     SPACE eurjchem-47 262 10 ii ii NOUN eurjchem-47 262 11 0.04 0.04 NUM eurjchem-47 262 12     SPACE eurjchem-47 262 13 ( ( PUNCT eurjchem-47 262 14 15.00 15.00 NUM eurjchem-47 262 15 ) ) PUNCT eurjchem-47 262 16     SPACE eurjchem-47 262 17 100 100 NUM eurjchem-47 262 18     SPACE eurjchem-47 262 19 iii iii NUM eurjchem-47 262 20 0.01 0.01 NUM eurjchem-47 262 21     SPACE eurjchem-47 262 22 ( ( PUNCT eurjchem-47 262 23 3.97 3.97 NUM eurjchem-47 262 24 ) ) PUNCT eurjchem-47 262 25     SPACE eurjchem-47 262 26 100 100 NUM eurjchem-47 262 27     SPACE eurjchem-47 262 28 9a 9a NOUN eurjchem-47 262 29     SPACE eurjchem-47 262 30 0.0261 0.0261 NUM eurjchem-47 262 31     SPACE eurjchem-47 262 32 ( ( PUNCT eurjchem-47 262 33 6.30 6.30 NUM eurjchem-47 262 34 ) ) PUNCT eurjchem-47 262 35     SPACE eurjchem-47 262 36 72 72 NUM eurjchem-47 262 37     SPACE eurjchem-47 262 38 9b 9b NOUN eurjchem-47 262 39     SPACE eurjchem-47 262 40 0.0261 0.0261 NUM eurjchem-47 262 41     SPACE eurjchem-47 262 42 ( ( PUNCT eurjchem-47 262 43 7.086 7.086 NUM eurjchem-47 262 44 ) ) PUNCT eurjchem-47 262 45     SPACE eurjchem-47 262 46 67 67 NUM eurjchem-47 262 47     SPACE eurjchem-47 262 48 9c 9c NUM eurjchem-47 262 49     SPACE eurjchem-47 262 50 0.0261 0.0261 NUM eurjchem-47 262 51     SPACE eurjchem-47 262 52 ( ( PUNCT eurjchem-47 262 53 7.45 7.45 NUM eurjchem-47 262 54 ) ) PUNCT eurjchem-47 262 55     SPACE eurjchem-47 262 56 67 67 NUM eurjchem-47 262 57     SPACE eurjchem-47 262 58 9d 9d NUM eurjchem-47 262 59     SPACE eurjchem-47 262 60 0.0261 0.0261 NUM eurjchem-47 262 61     SPACE eurjchem-47 262 62 ( ( PUNCT eurjchem-47 262 63 7.81 7.81 NUM eurjchem-47 262 64 ) ) PUNCT eurjchem-47 262 65     SPACE eurjchem-47 262 66 63 63 NUM eurjchem-47 262 67     SPACE eurjchem-47 262 68 9e 9e NOUN eurjchem-47 262 69     SPACE eurjchem-47 262 70 0.0261 0.0261 NUM eurjchem-47 262 71     SPACE eurjchem-47 262 72 ( ( PUNCT eurjchem-47 262 73 8.18 8.18 NUM eurjchem-47 262 74 ) ) PUNCT eurjchem-47 262 75     SPACE eurjchem-47 262 76 100 100 NUM eurjchem-47 262 77     SPACE eurjchem-47 262 78 * * PUNCT eurjchem-47 262 79 minimum minimum ADJ eurjchem-47 262 80     SPACE eurjchem-47 262 81 doses dose NOUN eurjchem-47 262 82     SPACE eurjchem-47 262 83 induced induce VERB eurjchem-47 262 84     SPACE eurjchem-47 262 85 maximum maximum ADJ eurjchem-47 262 86     SPACE eurjchem-47 262 87 % % NOUN eurjchem-47 262 88     SPACE eurjchem-47 262 89 protection protection NOUN eurjchem-47 262 90     SPACE eurjchem-47 262 91 in in ADP eurjchem-47 262 92     SPACE eurjchem-47 262 93 the the DET eurjchem-47 262 94     SPACE eurjchem-47 262 95 observed observed ADJ eurjchem-47 262 96     SPACE eurjchem-47 262 97 period period NOUN eurjchem-47 262 98 . . PUNCT eurjchem-47 263 1 * * PUNCT eurjchem-47 263 2 * * PUNCT eurjchem-47 263 3     SPACE eurjchem-47 263 4 % % NOUN eurjchem-47 263 5     SPACE eurjchem-47 263 6 protection protection NOUN eurjchem-47 263 7     SPACE eurjchem-47 263 8 against against ADP eurjchem-47 263 9     SPACE eurjchem-47 263 10 seizures seizure NOUN eurjchem-47 263 11     SPACE eurjchem-47 263 12 induced induce VERB eurjchem-47 263 13     SPACE eurjchem-47 263 14 by by ADP eurjchem-47 263 15     SPACE eurjchem-47 263 16 pentylenetetrazole pentylenetetrazole NOUN eurjchem-47 263 17 . . PUNCT eurjchem-47 263 18         SPACE eurjchem-47 264 1 4 4 NUM eurjchem-47 264 2 . . PUNCT eurjchem-47 264 3     SPACE eurjchem-47 264 4 structure­activity structure­activity NOUN eurjchem-47 264 5     SPACE eurjchem-47 264 6 relationship relationship NOUN eurjchem-47 264 7         SPACE eurjchem-47 264 8 regarding regard VERB eurjchem-47 264 9     SPACE eurjchem-47 264 10 the the DET eurjchem-47 264 11     SPACE eurjchem-47 264 12 structure‐activity structure‐activity NOUN eurjchem-47 264 13     SPACE eurjchem-47 264 14 relationship relationship NOUN eurjchem-47 264 15     SPACE eurjchem-47 264 16 of of ADP eurjchem-47 264 17     SPACE eurjchem-47 264 18 the the DET eurjchem-47 264 19     SPACE eurjchem-47 264 20 target target NOUN eurjchem-47 264 21     SPACE eurjchem-47 264 22 compounds compound NOUN eurjchem-47 264 23 , , PUNCT eurjchem-47 264 24     SPACE eurjchem-47 264 25 the the DET eurjchem-47 264 26     SPACE eurjchem-47 264 27 results result NOUN eurjchem-47 264 28     SPACE eurjchem-47 264 29 revealed reveal VERB eurjchem-47 264 30     SPACE eurjchem-47 264 31 that that SCONJ eurjchem-47 264 32     SPACE eurjchem-47 264 33 the the DET eurjchem-47 264 34     SPACE eurjchem-47 264 35 1‐h‐4‐hydroxy‐5‐ 1‐h‐4‐hydroxy‐5‐ NUM eurjchem-47 264 36 benzyl benzyl NOUN eurjchem-47 264 37     SPACE eurjchem-47 264 38 or or CCONJ eurjchem-47 264 39     SPACE eurjchem-47 264 40 5‐(4‐alkoxy‐benzyl)‐pyrrolidine‐3‐carboxylic 5‐(4‐alkoxy‐benzyl)‐pyrrolidine‐3‐carboxylic ADJ eurjchem-47 264 41     SPACE eurjchem-47 264 42 acid acid NOUN eurjchem-47 264 43     SPACE eurjchem-47 264 44 hydrochlorides hydrochloride NOUN eurjchem-47 264 45     SPACE eurjchem-47 264 46 ( ( PUNCT eurjchem-47 264 47 4a­e 4a­e NUM eurjchem-47 264 48 ) ) PUNCT eurjchem-47 264 49     SPACE eurjchem-47 264 50 series series NOUN eurjchem-47 264 51     SPACE eurjchem-47 264 52 showed show VERB eurjchem-47 264 53     SPACE eurjchem-47 264 54 higher high ADJ eurjchem-47 264 55     SPACE eurjchem-47 264 56 anticonvulsant anticonvulsant ADJ eurjchem-47 264 57     SPACE eurjchem-47 264 58 activity activity NOUN eurjchem-47 264 59     SPACE eurjchem-47 264 60 than than ADP eurjchem-47 264 61     SPACE eurjchem-47 264 62 the the DET eurjchem-47 264 63     SPACE eurjchem-47 264 64 other other ADJ eurjchem-47 264 65     SPACE eurjchem-47 264 66 series series NOUN eurjchem-47 264 67     SPACE eurjchem-47 264 68 3a­e 3a­e PROPN eurjchem-47 264 69 , , PUNCT eurjchem-47 264 70     SPACE eurjchem-47 264 71 8a­e 8a­e NUM eurjchem-47 264 72     SPACE eurjchem-47 264 73 and and CCONJ eurjchem-47 264 74     SPACE eurjchem-47 264 75 9a­e 9a­e NUM eurjchem-47 264 76     SPACE eurjchem-47 264 77 as as ADV eurjchem-47 264 78     SPACE eurjchem-47 264 79 well well ADV eurjchem-47 264 80     SPACE eurjchem-47 264 81 as as ADP eurjchem-47 264 82     SPACE eurjchem-47 264 83 the the DET eurjchem-47 264 84     SPACE eurjchem-47 264 85 reference reference NOUN eurjchem-47 264 86     SPACE eurjchem-47 264 87 standard standard NOUN eurjchem-47 264 88 . . PUNCT eurjchem-47 264 89     SPACE eurjchem-47 265 1 the the DET eurjchem-47 265 2     SPACE eurjchem-47 265 3 most most ADJ eurjchem-47 265 4     SPACE eurjchem-47 265 5 potent potent NOUN eurjchem-47 265 6     SPACE eurjchem-47 265 7 of of ADP eurjchem-47 265 8     SPACE eurjchem-47 265 9 series series NOUN eurjchem-47 265 10     SPACE eurjchem-47 265 11 4a­e 4a­e PROPN eurjchem-47 265 12     SPACE eurjchem-47 265 13 is be AUX eurjchem-47 265 14     SPACE eurjchem-47 265 15 compound compound NOUN eurjchem-47 265 16     SPACE eurjchem-47 265 17 4b 4b PROPN eurjchem-47 265 18     SPACE eurjchem-47 265 19 which which PRON eurjchem-47 265 20     SPACE eurjchem-47 265 21 exhibited exhibit VERB eurjchem-47 265 22     SPACE eurjchem-47 265 23 100 100 NUM eurjchem-47 265 24 % % NOUN eurjchem-47 265 25     SPACE eurjchem-47 265 26 protection protection NOUN eurjchem-47 265 27     SPACE eurjchem-47 265 28 at at ADP eurjchem-47 265 29     SPACE eurjchem-47 265 30 dose dose NOUN eurjchem-47 265 31     SPACE eurjchem-47 265 32 level level NOUN eurjchem-47 265 33     SPACE eurjchem-47 265 34 of of ADP eurjchem-47 265 35     SPACE eurjchem-47 265 36 0.0087mmol 0.0087mmol NOUN eurjchem-47 265 37 / / SYM eurjchem-47 265 38 kg kg PROPN eurjchem-47 265 39     SPACE eurjchem-47 265 40 b.wt b.wt PROPN eurjchem-47 265 41 . . PUNCT eurjchem-47 265 42     SPACE eurjchem-47 265 43 which which PRON eurjchem-47 265 44     SPACE eurjchem-47 265 45 is be AUX eurjchem-47 265 46     SPACE eurjchem-47 265 47 about about ADV eurjchem-47 265 48     SPACE eurjchem-47 265 49 16‐fold 16‐fold NUM eurjchem-47 265 50     SPACE eurjchem-47 265 51 that that SCONJ eurjchem-47 265 52     SPACE eurjchem-47 265 53 of of ADP eurjchem-47 265 54     SPACE eurjchem-47 265 55 gabapentin gabapentin NOUN eurjchem-47 265 56 . . PUNCT eurjchem-47 265 57     SPACE eurjchem-47 266 1 moreover moreover ADV eurjchem-47 266 2 , , PUNCT eurjchem-47 266 3     SPACE eurjchem-47 266 4 compound compound NOUN eurjchem-47 266 5     SPACE eurjchem-47 266 6 4b 4b X eurjchem-47 266 7     SPACE eurjchem-47 266 8 exhibited exhibit VERB eurjchem-47 266 9     SPACE eurjchem-47 266 10 higher high ADJ eurjchem-47 266 11     SPACE eurjchem-47 266 12 potency potency NOUN eurjchem-47 266 13     SPACE eurjchem-47 266 14 than than SCONJ eurjchem-47 266 15     SPACE eurjchem-47 266 16 our our PRON eurjchem-47 266 17     SPACE eurjchem-47 266 18 previously previously ADV eurjchem-47 266 19     SPACE eurjchem-47 266 20 reported report VERB eurjchem-47 266 21     SPACE eurjchem-47 266 22 compounds compound NOUN eurjchem-47 266 23     SPACE eurjchem-47 266 24 i­iii i­iii NOUN eurjchem-47 266 25     SPACE eurjchem-47 267 1 [ [ X eurjchem-47 267 2 16‐18 16‐18 NUM eurjchem-47 267 3 ] ] PUNCT eurjchem-47 267 4 . . PUNCT eurjchem-47 267 5     SPACE eurjchem-47 268 1 two two NUM eurjchem-47 268 2     SPACE eurjchem-47 268 3 compounds compound VERB eurjchem-47 268 4     SPACE eurjchem-47 268 5 4c 4c NOUN eurjchem-47 268 6 , , PUNCT eurjchem-47 268 7     SPACE eurjchem-47 268 8 4d 4d NOUN eurjchem-47 268 9     SPACE eurjchem-47 268 10 showed show VERB eurjchem-47 268 11     SPACE eurjchem-47 268 12 84 84 NUM eurjchem-47 268 13 % % NOUN eurjchem-47 268 14     SPACE eurjchem-47 268 15 protection protection NOUN eurjchem-47 268 16 , , PUNCT eurjchem-47 268 17     SPACE eurjchem-47 268 18 one one NUM eurjchem-47 268 19     SPACE eurjchem-47 268 20 compound compound NOUN eurjchem-47 268 21     SPACE eurjchem-47 268 22 4a 4a NOUN eurjchem-47 268 23     SPACE eurjchem-47 268 24 exhibited exhibit VERB eurjchem-47 268 25     SPACE eurjchem-47 268 26 72 72 NUM eurjchem-47 268 27 % % NOUN eurjchem-47 268 28     SPACE eurjchem-47 268 29 and and CCONJ eurjchem-47 268 30     SPACE eurjchem-47 268 31 the the DET eurjchem-47 268 32     SPACE eurjchem-47 268 33 compound compound NOUN eurjchem-47 268 34     SPACE eurjchem-47 268 35 4e 4e NOUN eurjchem-47 268 36     SPACE eurjchem-47 268 37 exhibited exhibit VERB eurjchem-47 268 38     SPACE eurjchem-47 268 39 67 67 NUM eurjchem-47 268 40 % % NOUN eurjchem-47 268 41     SPACE eurjchem-47 268 42 protection protection NOUN eurjchem-47 268 43 . . PUNCT eurjchem-47 268 44     SPACE eurjchem-47 268 45 in in ADP eurjchem-47 268 46     SPACE eurjchem-47 268 47 series series NOUN eurjchem-47 268 48     SPACE eurjchem-47 268 49 4a­e 4a­e PROPN eurjchem-47 268 50 , , PUNCT eurjchem-47 268 51     SPACE eurjchem-47 268 52 it it PRON eurjchem-47 268 53     SPACE eurjchem-47 268 54 could could AUX eurjchem-47 268 55     SPACE eurjchem-47 268 56 be be AUX eurjchem-47 268 57     SPACE eurjchem-47 268 58 deduced deduce VERB eurjchem-47 268 59     SPACE eurjchem-47 268 60 that that SCONJ eurjchem-47 268 61     SPACE eurjchem-47 268 62 the the DET eurjchem-47 268 63     SPACE eurjchem-47 268 64 presence presence NOUN eurjchem-47 268 65     SPACE eurjchem-47 268 66 of of ADP eurjchem-47 268 67     SPACE eurjchem-47 268 68 the the DET eurjchem-47 268 69     SPACE eurjchem-47 268 70 carboxylic carboxylic NOUN eurjchem-47 268 71 , , PUNCT eurjchem-47 268 72     SPACE eurjchem-47 268 73 hydroxyl hydroxyl NOUN eurjchem-47 268 74     SPACE eurjchem-47 268 75 and and CCONJ eurjchem-47 268 76     SPACE eurjchem-47 268 77 the the DET eurjchem-47 268 78     SPACE eurjchem-47 268 79 free free ADJ eurjchem-47 268 80     SPACE eurjchem-47 268 81 pyrrolidine pyrrolidine ADJ eurjchem-47 268 82     SPACE eurjchem-47 268 83 amino amino NOUN eurjchem-47 268 84     SPACE eurjchem-47 268 85 groups group NOUN eurjchem-47 268 86     SPACE eurjchem-47 268 87 all all PRON eurjchem-47 268 88     SPACE eurjchem-47 268 89 together together ADV eurjchem-47 268 90 , , PUNCT eurjchem-47 268 91     SPACE eurjchem-47 268 92 in in ADP eurjchem-47 268 93     SPACE eurjchem-47 268 94 one one NOUN eurjchem-47 268 95     SPACE eurjchem-47 268 96 and and CCONJ eurjchem-47 268 97     SPACE eurjchem-47 268 98 the the DET eurjchem-47 268 99     SPACE eurjchem-47 268 100 same same ADJ eurjchem-47 268 101     SPACE eurjchem-47 268 102 compound compound NOUN eurjchem-47 268 103 , , PUNCT eurjchem-47 268 104     SPACE eurjchem-47 268 105 is be AUX eurjchem-47 268 106     SPACE eurjchem-47 268 107 a a DET eurjchem-47 268 108     SPACE eurjchem-47 268 109 requirement requirement NOUN eurjchem-47 268 110     SPACE eurjchem-47 268 111 to to PART eurjchem-47 268 112     SPACE eurjchem-47 268 113 achieve achieve VERB eurjchem-47 268 114     SPACE eurjchem-47 268 115 potent potent ADJ eurjchem-47 268 116     SPACE eurjchem-47 268 117 anticonvulsant anticonvulsant ADJ eurjchem-47 268 118     SPACE eurjchem-47 268 119 potential potential NOUN eurjchem-47 268 120 . . PUNCT eurjchem-47 268 121     SPACE eurjchem-47 269 1 mostly mostly ADV eurjchem-47 269 2 , , PUNCT eurjchem-47 269 3     SPACE eurjchem-47 269 4 the the DET eurjchem-47 269 5     SPACE eurjchem-47 269 6 substitution substitution NOUN eurjchem-47 269 7     SPACE eurjchem-47 269 8 of of ADP eurjchem-47 269 9     SPACE eurjchem-47 269 10 the the DET eurjchem-47 269 11     SPACE eurjchem-47 269 12 phenyl phenyl NOUN eurjchem-47 269 13     SPACE eurjchem-47 269 14 ring ring NOUN eurjchem-47 269 15     SPACE eurjchem-47 269 16 at at ADP eurjchem-47 269 17     SPACE eurjchem-47 269 18 the the DET eurjchem-47 269 19     SPACE eurjchem-47 269 20 4‐position 4‐position NOUN eurjchem-47 269 21     SPACE eurjchem-47 269 22 with with ADP eurjchem-47 269 23     SPACE eurjchem-47 269 24 an an DET eurjchem-47 269 25     SPACE eurjchem-47 269 26 alkoxy alkoxy ADJ eurjchem-47 269 27     SPACE eurjchem-47 269 28 group group NOUN eurjchem-47 269 29     SPACE eurjchem-47 269 30 resulted result VERB eurjchem-47 269 31     SPACE eurjchem-47 269 32 in in ADP eurjchem-47 269 33     SPACE eurjchem-47 269 34 a a DET eurjchem-47 269 35     SPACE eurjchem-47 269 36 better well ADJ eurjchem-47 269 37     SPACE eurjchem-47 269 38 activity activity NOUN eurjchem-47 269 39     SPACE eurjchem-47 269 40 than than ADP eurjchem-47 269 41     SPACE eurjchem-47 269 42 the the DET eurjchem-47 269 43     SPACE eurjchem-47 269 44 unsubstituted unsubstituted ADJ eurjchem-47 269 45     SPACE eurjchem-47 269 46 one one NUM eurjchem-47 269 47 . . PUNCT eurjchem-47 269 48     SPACE eurjchem-47 269 49 meanwhile meanwhile ADV eurjchem-47 269 50 , , PUNCT eurjchem-47 269 51     SPACE eurjchem-47 269 52 the the DET eurjchem-47 269 53     SPACE eurjchem-47 269 54 presence presence NOUN eurjchem-47 269 55     SPACE eurjchem-47 269 56 of of ADP eurjchem-47 269 57     SPACE eurjchem-47 269 58 acetyl acetyl NOUN eurjchem-47 269 59     SPACE eurjchem-47 269 60 group group NOUN eurjchem-47 269 61     SPACE eurjchem-47 269 62 in in ADP eurjchem-47 269 63     SPACE eurjchem-47 269 64 1‐acetyl‐4‐hydroxy‐ 1‐acetyl‐4‐hydroxy‐ PROPN eurjchem-47 269 65 5‐benzyl 5‐benzyl NOUN eurjchem-47 269 66     SPACE eurjchem-47 269 67 or or CCONJ eurjchem-47 269 68     SPACE eurjchem-47 269 69 5‐(4‐alkoxy‐benzyl)‐pyrrolidine‐3‐carboxylic 5‐(4‐alkoxy‐benzyl)‐pyrrolidine‐3‐carboxylic ADJ eurjchem-47 269 70     SPACE eurjchem-47 269 71 acid acid NOUN eurjchem-47 269 72     SPACE eurjchem-47 269 73 series series NOUN eurjchem-47 269 74     SPACE eurjchem-47 269 75 3a­e 3a­e NUM eurjchem-47 269 76 , , PUNCT eurjchem-47 269 77     SPACE eurjchem-47 269 78 resulted result VERB eurjchem-47 269 79     SPACE eurjchem-47 269 80 in in ADP eurjchem-47 269 81     SPACE eurjchem-47 269 82 a a DET eurjchem-47 269 83     SPACE eurjchem-47 269 84 decrease decrease NOUN eurjchem-47 269 85     SPACE eurjchem-47 269 86 in in ADP eurjchem-47 269 87     SPACE eurjchem-47 269 88 the the DET eurjchem-47 269 89     SPACE eurjchem-47 269 90 anticonvulsant anticonvulsant ADJ eurjchem-47 269 91     SPACE eurjchem-47 269 92 potential potential NOUN eurjchem-47 269 93     SPACE eurjchem-47 269 94 than than ADP eurjchem-47 269 95     SPACE eurjchem-47 269 96 series series NOUN eurjchem-47 269 97     SPACE eurjchem-47 269 98 4a­e 4a­e PROPN eurjchem-47 269 99 . . PUNCT eurjchem-47 269 100     SPACE eurjchem-47 270 1 the the DET eurjchem-47 270 2     SPACE eurjchem-47 270 3 presence presence NOUN eurjchem-47 270 4     SPACE eurjchem-47 270 5 of of ADP eurjchem-47 270 6     SPACE eurjchem-47 270 7 the the DET eurjchem-47 270 8     SPACE eurjchem-47 270 9 acetyl acetyl NOUN eurjchem-47 270 10     SPACE eurjchem-47 270 11 group group NOUN eurjchem-47 270 12     SPACE eurjchem-47 270 13 in in ADP eurjchem-47 270 14     SPACE eurjchem-47 270 15 series series NOUN eurjchem-47 270 16     SPACE eurjchem-47 270 17 8a­e 8a­e NUM eurjchem-47 270 18     SPACE eurjchem-47 270 19 led lead VERB eurjchem-47 270 20     SPACE eurjchem-47 270 21 to to ADP eurjchem-47 270 22     SPACE eurjchem-47 270 23 a a DET eurjchem-47 270 24     SPACE eurjchem-47 270 25 decrease decrease NOUN eurjchem-47 270 26     SPACE eurjchem-47 270 27 in in ADP eurjchem-47 270 28     SPACE eurjchem-47 270 29 the the DET eurjchem-47 270 30     SPACE eurjchem-47 270 31 anticonvulsant anticonvulsant ADJ eurjchem-47 270 32     SPACE eurjchem-47 270 33 activity activity NOUN eurjchem-47 270 34     SPACE eurjchem-47 270 35 relative relative NOUN eurjchem-47 270 36     SPACE eurjchem-47 270 37 to to PART eurjchem-47 270 38     SPACE eurjchem-47 270 39 series series PROPN eurjchem-47 270 40     SPACE eurjchem-47 270 41 9a­e 9a­e NUM eurjchem-47 270 42 . . PUNCT eurjchem-47 270 43     SPACE eurjchem-47 270 44 within within ADP eurjchem-47 270 45     SPACE eurjchem-47 270 46 the the DET eurjchem-47 270 47     SPACE eurjchem-47 270 48 same same ADJ eurjchem-47 270 49     SPACE eurjchem-47 270 50 series series NOUN eurjchem-47 270 51     SPACE eurjchem-47 270 52 8a­e 8a­e NUM eurjchem-47 270 53 , , PUNCT eurjchem-47 270 54     SPACE eurjchem-47 270 55 the the DET eurjchem-47 270 56     SPACE eurjchem-47 270 57 substitution substitution NOUN eurjchem-47 270 58     SPACE eurjchem-47 270 59 of of ADP eurjchem-47 270 60     SPACE eurjchem-47 270 61 the the DET eurjchem-47 270 62     SPACE eurjchem-47 270 63 phenyl phenyl NOUN eurjchem-47 270 64     SPACE eurjchem-47 270 65 ring ring NOUN eurjchem-47 270 66     SPACE eurjchem-47 270 67 resulted result VERB eurjchem-47 270 68     SPACE eurjchem-47 270 69 in in ADP eurjchem-47 270 70     SPACE eurjchem-47 270 71 increasing increase VERB eurjchem-47 270 72     SPACE eurjchem-47 270 73 the the DET eurjchem-47 270 74     SPACE eurjchem-47 270 75 anticonvulsant anticonvulsant ADJ eurjchem-47 270 76     SPACE eurjchem-47 270 77 activity activity NOUN eurjchem-47 270 78 . . PUNCT eurjchem-47 270 79     SPACE eurjchem-47 270 80 meanwhile meanwhile ADV eurjchem-47 270 81 , , PUNCT eurjchem-47 270 82     SPACE eurjchem-47 270 83 the the DET eurjchem-47 270 84     SPACE eurjchem-47 270 85 absence absence NOUN eurjchem-47 270 86     SPACE eurjchem-47 270 87 of of ADP eurjchem-47 270 88     SPACE eurjchem-47 270 89 hydroxyl hydroxyl NOUN eurjchem-47 270 90     SPACE eurjchem-47 270 91 group group NOUN eurjchem-47 270 92     SPACE eurjchem-47 270 93 in in ADP eurjchem-47 270 94     SPACE eurjchem-47 270 95 series series NOUN eurjchem-47 270 96     SPACE eurjchem-47 270 97 9a­e 9a­e NUM eurjchem-47 270 98     SPACE eurjchem-47 270 99 resulted result VERB eurjchem-47 270 100     SPACE eurjchem-47 270 101 in in ADP eurjchem-47 270 102     SPACE eurjchem-47 270 103 a a DET eurjchem-47 270 104     SPACE eurjchem-47 270 105 decrease decrease NOUN eurjchem-47 270 106     SPACE eurjchem-47 270 107 in in ADP eurjchem-47 270 108     SPACE eurjchem-47 270 109 the the DET eurjchem-47 270 110     SPACE eurjchem-47 270 111 anticonvulsant anticonvulsant ADJ eurjchem-47 270 112     SPACE eurjchem-47 270 113 activity activity NOUN eurjchem-47 270 114     SPACE eurjchem-47 270 115 relative relative NOUN eurjchem-47 270 116     SPACE eurjchem-47 270 117 to to PART eurjchem-47 270 118     SPACE eurjchem-47 270 119 series series PROPN eurjchem-47 270 120     SPACE eurjchem-47 270 121 4a­e 4a­e PROPN eurjchem-47 270 122 . . PUNCT eurjchem-47 270 123         SPACE eurjchem-47 271 1 references reference NOUN eurjchem-47 271 2         SPACE eurjchem-47 271 3 [ [ X eurjchem-47 271 4 1 1 NUM eurjchem-47 271 5 ] ] PUNCT eurjchem-47 271 6 . . PUNCT eurjchem-47 272 1 lindsay lindsay PROPN eurjchem-47 272 2 , , PUNCT eurjchem-47 272 3     SPACE eurjchem-47 272 4 j. j. PROPN eurjchem-47 272 5     SPACE eurjchem-47 272 6 m. m. NOUN eurjchem-47 272 7     SPACE eurjchem-47 272 8 epilepsia epilepsia NOUN eurjchem-47 272 9     SPACE eurjchem-47 272 10 1971 1971 NUM eurjchem-47 272 11 , , PUNCT eurjchem-47 272 12     SPACE eurjchem-47 272 13 12 12 NUM eurjchem-47 272 14 , , PUNCT eurjchem-47 272 15     SPACE eurjchem-47 272 16 47‐54 47‐54 NUM eurjchem-47 272 17 . . PUNCT eurjchem-47 272 18     SPACE eurjchem-47 273 1 [ [ X eurjchem-47 273 2 2 2 NUM eurjchem-47 273 3 ] ] PUNCT eurjchem-47 273 4 . . PUNCT eurjchem-47 274 1 blume blume PROPN eurjchem-47 274 2 , , PUNCT eurjchem-47 274 3     SPACE eurjchem-47 274 4 w. w. PROPN eurjchem-47 274 5 ; ; PUNCT eurjchem-47 274 6     SPACE eurjchem-47 274 7 lüders lüder NOUN eurjchem-47 274 8 , , PUNCT eurjchem-47 274 9     SPACE eurjchem-47 274 10 h. h. PROPN eurjchem-47 274 11 ; ; PUNCT eurjchem-47 274 12     SPACE eurjchem-47 274 13 mizrahi mizrahi PROPN eurjchem-47 274 14 , , PUNCT eurjchem-47 274 15     SPACE eurjchem-47 274 16 e. e. PROPN eurjchem-47 274 17 ; ; PUNCT eurjchem-47 274 18     SPACE eurjchem-47 274 19 tassinari tassinari ADJ eurjchem-47 274 20 , , PUNCT eurjchem-47 274 21     SPACE eurjchem-47 274 22 c. c. NOUN eurjchem-47 274 23 ; ; PUNCT eurjchem-47 274 24     SPACE eurjchem-47 274 25 boas boa NOUN eurjchem-47 274 26 , , PUNCT eurjchem-47 274 27     SPACE eurjchem-47 274 28 w. w. PROPN eurjchem-47 274 29     SPACE eurjchem-47 274 30 v. v. PROPN eurjchem-47 274 31     SPACE eurjchem-47 274 32 e. e. PROPN eurjchem-47 274 33 ; ; PUNCT eurjchem-47 274 34     SPACE eurjchem-47 274 35 engle engle NOUN eurjchem-47 274 36 , , PUNCT eurjchem-47 274 37     SPACE eurjchem-47 274 38 j. j. PROPN eurjchem-47 274 39     SPACE eurjchem-47 274 40 epilepsia epilepsia NOUN eurjchem-47 274 41     SPACE eurjchem-47 274 42 2001 2001 NUM eurjchem-47 274 43 , , PUNCT eurjchem-47 274 44     SPACE eurjchem-47 274 45 42 42 NUM eurjchem-47 274 46 , , PUNCT eurjchem-47 274 47     SPACE eurjchem-47 274 48 1212‐1218 1212‐1218 NOUN eurjchem-47 274 49 . . PUNCT eurjchem-47 274 50     SPACE eurjchem-47 275 1 [ [ X eurjchem-47 275 2 3 3 NUM eurjchem-47 275 3 ] ] PUNCT eurjchem-47 275 4 . . PUNCT eurjchem-47 276 1 fisher fisher PROPN eurjchem-47 276 2 , , PUNCT eurjchem-47 276 3     SPACE eurjchem-47 276 4 r. r. PROPN eurjchem-47 276 5 ; ; PUNCT eurjchem-47 276 6     SPACE eurjchem-47 276 7 boas boa NOUN eurjchem-47 276 8 , , PUNCT eurjchem-47 276 9     SPACE eurjchem-47 276 10 w. w. PROPN eurjchem-47 276 11     SPACE eurjchem-47 276 12 v. v. PROPN eurjchem-47 276 13     SPACE eurjchem-47 276 14 e. e. PROPN eurjchem-47 276 15 ; ; PUNCT eurjchem-47 276 16     SPACE eurjchem-47 276 17 blume blume PROPN eurjchem-47 276 18 , , PUNCT eurjchem-47 276 19     SPACE eurjchem-47 276 20 w. w. PROPN eurjchem-47 276 21 ; ; PUNCT eurjchem-47 276 22     SPACE eurjchem-47 276 23 elger elger NOUN eurjchem-47 276 24 , , PUNCT eurjchem-47 276 25     SPACE eurjchem-47 276 26 c. c. NOUN eurjchem-47 276 27 ; ; PUNCT eurjchem-47 276 28     SPACE eurjchem-47 276 29 genton genton NOUN eurjchem-47 276 30 , , PUNCT eurjchem-47 276 31     SPACE eurjchem-47 276 32 p. p. NOUN eurjchem-47 276 33 ; ; PUNCT eurjchem-47 276 34     SPACE eurjchem-47 276 35 lee lee PROPN eurjchem-47 276 36 , , PUNCT eurjchem-47 276 37     SPACE eurjchem-47 276 38 p. p. NOUN eurjchem-47 276 39 ; ; PUNCT eurjchem-47 276 40     SPACE eurjchem-47 276 41 engel engel PROPN eurjchem-47 276 42 , , PUNCT eurjchem-47 276 43     SPACE eurjchem-47 276 44 j. j. PROPN eurjchem-47 276 45     SPACE eurjchem-47 276 46 epilepsia epilepsia NOUN eurjchem-47 276 47     SPACE eurjchem-47 276 48 2005 2005 NUM eurjchem-47 276 49 , , PUNCT eurjchem-47 276 50     SPACE eurjchem-47 276 51 46 46 NUM eurjchem-47 276 52 , , PUNCT eurjchem-47 276 53     SPACE eurjchem-47 276 54 470‐472 470‐472 NOUN eurjchem-47 276 55 . . PUNCT eurjchem-47 276 56       SPACE eurjchem-47 277 1 [ [ X eurjchem-47 277 2 4 4 NUM eurjchem-47 277 3 ] ] PUNCT eurjchem-47 277 4 . . PUNCT eurjchem-47 278 1 engel engel PROPN eurjchem-47 278 2 , , PUNCT eurjchem-47 278 3     SPACE eurjchem-47 278 4 jr jr PROPN eurjchem-47 278 5 . . PUNCT eurjchem-47 278 6     SPACE eurjchem-47 278 7 j. j. PROPN eurjchem-47 278 8 ; ; PUNCT eurjchem-47 278 9     SPACE eurjchem-47 278 10 padley padley NOUN eurjchem-47 278 11 , , PUNCT eurjchem-47 278 12     SPACE eurjchem-47 278 13 t. t. NOUN eurjchem-47 278 14     SPACE eurjchem-47 278 15 a. a. NOUN eurjchem-47 278 16 ; ; PUNCT eurjchem-47 278 17     SPACE eurjchem-47 278 18 “ " PUNCT eurjchem-47 278 19 epilepsy epilepsy VERB eurjchem-47 278 20     SPACE eurjchem-47 278 21 a a DET eurjchem-47 278 22     SPACE eurjchem-47 278 23 comprehensive comprehensive ADJ eurjchem-47 278 24     SPACE eurjchem-47 278 25 text text NOUN eurjchem-47 278 26     SPACE eurjchem-47 278 27 book book NOUN eurjchem-47 278 28 ” " PUNCT eurjchem-47 278 29     SPACE eurjchem-47 278 30 lippincott‐raven lippincott‐raven ADJ eurjchem-47 278 31 , , PUNCT eurjchem-47 278 32     SPACE eurjchem-47 278 33 philadelphia philadelphia PROPN eurjchem-47 278 34 , , PUNCT eurjchem-47 278 35     SPACE eurjchem-47 278 36 1998 1998 NUM eurjchem-47 278 37 . . PUNCT eurjchem-47 278 38     SPACE eurjchem-47 279 1 [ [ X eurjchem-47 279 2 5 5 NUM eurjchem-47 279 3 ] ] PUNCT eurjchem-47 279 4 . . PUNCT eurjchem-47 280 1 baker baker PROPN eurjchem-47 280 2 , , PUNCT eurjchem-47 280 3     SPACE eurjchem-47 280 4 g. g. NOUN eurjchem-47 280 5     SPACE eurjchem-47 280 6 a. a. NOUN eurjchem-47 280 7 ; ; PUNCT eurjchem-47 280 8     SPACE eurjchem-47 280 9 hargis hargis NOUN eurjchem-47 280 10 , , PUNCT eurjchem-47 280 11     SPACE eurjchem-47 280 12 e. e. PROPN eurjchem-47 280 13 ; ; PUNCT eurjchem-47 280 14     SPACE eurjchem-47 280 15 hsih hsih NOUN eurjchem-47 280 16 , , PUNCT eurjchem-47 280 17     SPACE eurjchem-47 280 18 m. m. NOUN eurjchem-47 280 19     SPACE eurjchem-47 280 20 m.‐s m.‐s PROPN eurjchem-47 280 21 . . PROPN eurjchem-47 280 22 ; ; PUNCT eurjchem-47 280 23     SPACE eurjchem-47 280 24 mounfield mounfield ADJ eurjchem-47 280 25 , , PUNCT eurjchem-47 280 26     SPACE eurjchem-47 280 27 h. h. PROPN eurjchem-47 280 28 ; ; PUNCT eurjchem-47 280 29     SPACE eurjchem-47 280 30 arzimanoglou arzimanoglou ADV eurjchem-47 280 31 , , PUNCT eurjchem-47 280 32     SPACE eurjchem-47 280 33 a. a. NOUN eurjchem-47 280 34 ; ; PUNCT eurjchem-47 280 35     SPACE eurjchem-47 280 36 glauser glauser NOUN eurjchem-47 280 37 , , PUNCT eurjchem-47 280 38     SPACE eurjchem-47 280 39 t. t. PROPN eurjchem-47 280 40 ; ; PUNCT eurjchem-47 280 41     SPACE eurjchem-47 280 42 pellock pellock NOUN eurjchem-47 280 43 , , PUNCT eurjchem-47 280 44     SPACE eurjchem-47 280 45 j. j. PROPN eurjchem-47 280 46 ; ; PUNCT eurjchem-47 280 47     SPACE eurjchem-47 280 48 lund lund NOUN eurjchem-47 280 49 , , PUNCT eurjchem-47 280 50     SPACE eurjchem-47 280 51 s. s. PROPN eurjchem-47 280 52     SPACE eurjchem-47 280 53 epilepsy epilepsy PROPN eurjchem-47 280 54     SPACE eurjchem-47 280 55 and and CCONJ eurjchem-47 280 56     SPACE eurjchem-47 280 57 behavior behavior NOUN eurjchem-47 280 58     SPACE eurjchem-47 280 59 2008 2008 NUM eurjchem-47 280 60 , , PUNCT eurjchem-47 280 61     SPACE eurjchem-47 280 62 12 12 NUM eurjchem-47 280 63 , , PUNCT eurjchem-47 280 64     SPACE eurjchem-47 280 65 395‐ 395‐ NUM eurjchem-47 280 66 401 401 NUM eurjchem-47 280 67 . . PUNCT eurjchem-47 280 68     SPACE eurjchem-47 281 1 [ [ X eurjchem-47 281 2 6 6 NUM eurjchem-47 281 3 ] ] PUNCT eurjchem-47 281 4 . . PUNCT eurjchem-47 281 5 ismail ismail PROPN eurjchem-47 281 6 , , PUNCT eurjchem-47 281 7     SPACE eurjchem-47 281 8 m. m. NOUN eurjchem-47 281 9     SPACE eurjchem-47 281 10 a. a. PROPN eurjchem-47 281 11     SPACE eurjchem-47 281 12 h. h. PROPN eurjchem-47 281 13 ; ; PUNCT eurjchem-47 281 14     SPACE eurjchem-47 281 15 aboul‐enein aboul‐enein PROPN eurjchem-47 281 16 , , PUNCT eurjchem-47 281 17     SPACE eurjchem-47 281 18 m. m. NOUN eurjchem-47 281 19     SPACE eurjchem-47 281 20 n. n. PROPN eurjchem-47 281 21 ; ; PUNCT eurjchem-47 281 22     SPACE eurjchem-47 281 23 abouzid abouzid PROPN eurjchem-47 281 24 , , PUNCT eurjchem-47 281 25     SPACE eurjchem-47 281 26 k. k. PROPN eurjchem-47 281 27     SPACE eurjchem-47 281 28 a. a. NOUN eurjchem-47 281 29     SPACE eurjchem-47 281 30 m. m. NOUN eurjchem-47 281 31 ; ; PUNCT eurjchem-47 281 32     SPACE eurjchem-47 281 33 abou abou PROPN eurjchem-47 281 34     SPACE eurjchem-47 281 35 el el PROPN eurjchem-47 281 36     SPACE eurjchem-47 281 37 ella ella PROPN eurjchem-47 281 38 , , PUNCT eurjchem-47 281 39     SPACE eurjchem-47 281 40 d. d. PROPN eurjchem-47 281 41     SPACE eurjchem-47 281 42 a. a. NOUN eurjchem-47 281 43 ; ; PUNCT eurjchem-47 281 44     SPACE eurjchem-47 281 45 ismail ismail NOUN eurjchem-47 281 46 , , PUNCT eurjchem-47 281 47     SPACE eurjchem-47 281 48 n. n. PROPN eurjchem-47 281 49     SPACE eurjchem-47 281 50 s. s. PROPN eurjchem-47 281 51     SPACE eurjchem-47 281 52 m. m. NOUN eurjchem-47 281 53     SPACE eurjchem-47 281 54 bioorg bioorg PROPN eurjchem-47 281 55 . . PUNCT eurjchem-47 281 56     SPACE eurjchem-47 281 57 med med PROPN eurjchem-47 281 58 . . PUNCT eurjchem-47 281 59     SPACE eurjchem-47 281 60 chem chem NOUN eurjchem-47 281 61 . . PUNCT eurjchem-47 281 62     SPACE eurjchem-47 281 63 2009 2009 NUM eurjchem-47 281 64 , , PUNCT eurjchem-47 281 65     SPACE eurjchem-47 281 66 17 17 NUM eurjchem-47 281 67 , , PUNCT eurjchem-47 281 68     SPACE eurjchem-47 281 69 3739‐3746 3739‐3746 NUM eurjchem-47 281 70 . . PUNCT eurjchem-47 281 71     SPACE eurjchem-47 282 1 [ [ X eurjchem-47 282 2 7 7 NUM eurjchem-47 282 3 ] ] PUNCT eurjchem-47 282 4 . . PUNCT eurjchem-47 283 1 sircar sircar PROPN eurjchem-47 283 2 , , PUNCT eurjchem-47 283 3     SPACE eurjchem-47 283 4 s. s. PROPN eurjchem-47 283 5     SPACE eurjchem-47 283 6 s. s. PROPN eurjchem-47 283 7     SPACE eurjchem-47 283 8 g. g. PROPN eurjchem-47 283 9     SPACE eurjchem-47 283 10 j. j. PROPN eurjchem-47 283 11     SPACE eurjchem-47 283 12 chem chem NOUN eurjchem-47 283 13 . . PUNCT eurjchem-47 283 14     SPACE eurjchem-47 283 15 soc soc PROPN eurjchem-47 283 16 . . PUNCT eurjchem-47 283 17     SPACE eurjchem-47 283 18 1927 1927 NUM eurjchem-47 283 19 , , PUNCT eurjchem-47 283 20     SPACE eurjchem-47 283 21 1252‐1256 1252‐1256 NUM eurjchem-47 283 22 . . PUNCT eurjchem-47 283 23     SPACE eurjchem-47 284 1 [ [ X eurjchem-47 284 2 8 8 NUM eurjchem-47 284 3 ] ] PUNCT eurjchem-47 284 4 . . PUNCT eurjchem-47 285 1 long long ADV eurjchem-47 285 2 , , PUNCT eurjchem-47 285 3     SPACE eurjchem-47 285 4 m. m. NOUN eurjchem-47 285 5     SPACE eurjchem-47 285 6 j. j. PROPN eurjchem-47 285 7     SPACE eurjchem-47 285 8 amer amer PROPN eurjchem-47 285 9 . . PUNCT eurjchem-47 285 10     SPACE eurjchem-47 285 11 chem chem NOUN eurjchem-47 285 12 . . PUNCT eurjchem-47 285 13     SPACE eurjchem-47 285 14 soc soc PROPN eurjchem-47 285 15 . . PUNCT eurjchem-47 285 16     SPACE eurjchem-47 286 1 1951 1951 NUM eurjchem-47 286 2 , , PUNCT eurjchem-47 286 3     SPACE eurjchem-47 286 4 73 73 NUM eurjchem-47 286 5 , , PUNCT eurjchem-47 286 6     SPACE eurjchem-47 286 7 4895‐4898 4895‐4898 NOUN eurjchem-47 286 8 . . PUNCT eurjchem-47 286 9     SPACE eurjchem-47 287 1 [ [ X eurjchem-47 287 2 9 9 NUM eurjchem-47 287 3 ] ] PUNCT eurjchem-47 287 4 . . PUNCT eurjchem-47 288 1 marshall marshall PROPN eurjchem-47 288 2 , , PUNCT eurjchem-47 288 3     SPACE eurjchem-47 288 4 p. p. NOUN eurjchem-47 288 5     SPACE eurjchem-47 288 6 g. g. PROPN eurjchem-47 288 7 ; ; PUNCT eurjchem-47 288 8     SPACE eurjchem-47 288 9 vallance vallance NOUN eurjchem-47 288 10 , , PUNCT eurjchem-47 288 11     SPACE eurjchem-47 288 12 d. d. PROPN eurjchem-47 288 13     SPACE eurjchem-47 288 14 k. k. PROPN eurjchem-47 288 15     SPACE eurjchem-47 288 16 j. j. PROPN eurjchem-47 288 17     SPACE eurjchem-47 288 18 pharm pharm PROPN eurjchem-47 288 19 . . PUNCT eurjchem-47 288 20     SPACE eurjchem-47 288 21 pharmacol pharmacol PROPN eurjchem-47 288 22 . . PUNCT eurjchem-47 288 23     SPACE eurjchem-47 288 24 1954 1954 NUM eurjchem-47 288 25 , , PUNCT eurjchem-47 288 26     SPACE eurjchem-47 288 27 6 6 NUM eurjchem-47 288 28 , , PUNCT eurjchem-47 288 29     SPACE eurjchem-47 288 30 740‐746 740‐746 NOUN eurjchem-47 288 31 . . PUNCT eurjchem-47 288 32     SPACE eurjchem-47 289 1 [ [ X eurjchem-47 289 2 10 10 NUM eurjchem-47 289 3 ] ] PUNCT eurjchem-47 289 4 . . PUNCT eurjchem-47 290 1 waser waser NOUN eurjchem-47 290 2 , , PUNCT eurjchem-47 290 3     SPACE eurjchem-47 290 4 v. v. ADP eurjchem-47 290 5     SPACE eurjchem-47 290 6 p. p. NOUN eurjchem-47 290 7     SPACE eurjchem-47 290 8 g. g. PROPN eurjchem-47 290 9 ; ; PUNCT eurjchem-47 290 10     SPACE eurjchem-47 290 11 ganz ganz NOUN eurjchem-47 290 12 , , PUNCT eurjchem-47 290 13     SPACE eurjchem-47 290 14 a. a. NOUN eurjchem-47 290 15     SPACE eurjchem-47 290 16 j. j. PROPN eurjchem-47 290 17 ; ; PUNCT eurjchem-47 290 18     SPACE eurjchem-47 290 19 pfirmann pfirmann NOUN eurjchem-47 290 20 , , PUNCT eurjchem-47 290 21     SPACE eurjchem-47 290 22 r. r. PROPN eurjchem-47 290 23     SPACE eurjchem-47 290 24 w. w. PROPN eurjchem-47 290 25       SPACE eurjchem-47 290 26 arzneim.­forsch arzneim.­forsch PROPN eurjchem-47 290 27 . . PUNCT eurjchem-47 290 28     SPACE eurjchem-47 290 29 1977 1977 NUM eurjchem-47 290 30 , , PUNCT eurjchem-47 290 31     SPACE eurjchem-47 290 32 27 27 NUM eurjchem-47 290 33 , , PUNCT eurjchem-47 290 34     SPACE eurjchem-47 290 35 1942‐1953 1942‐1953 NUM eurjchem-47 290 36 . . PUNCT eurjchem-47 290 37     SPACE eurjchem-47 290 38 aboul­enein aboul­enein ADJ eurjchem-47 290 39     SPACE eurjchem-47 290 40 et et NOUN eurjchem-47 290 41     SPACE eurjchem-47 290 42 al al PROPN eurjchem-47 290 43 . . PROPN eurjchem-47 290 44     SPACE eurjchem-47 290 45 / / SYM eurjchem-47 290 46     SPACE eurjchem-47 290 47 european european ADJ eurjchem-47 290 48     SPACE eurjchem-47 290 49 journal journal NOUN eurjchem-47 290 50     SPACE eurjchem-47 290 51 of of ADP eurjchem-47 290 52     SPACE eurjchem-47 290 53 chemistry chemistry NOUN eurjchem-47 290 54     SPACE eurjchem-47 290 55 1 1 NUM eurjchem-47 290 56     SPACE eurjchem-47 290 57 ( ( PUNCT eurjchem-47 290 58 2 2 NUM eurjchem-47 290 59 ) ) PUNCT eurjchem-47 290 60     SPACE eurjchem-47 290 61 ( ( PUNCT eurjchem-47 290 62 2010 2010 NUM eurjchem-47 290 63 ) ) PUNCT eurjchem-47 290 64     SPACE eurjchem-47 290 65 102­109 102­109 NUM eurjchem-47 290 66     SPACE eurjchem-47 290 67 109 109 NUM eurjchem-47 290 68     SPACE eurjchem-47 291 1 [ [ PUNCT eurjchem-47 291 2 11 11 NUM eurjchem-47 291 3 ] ] PUNCT eurjchem-47 291 4 . . PUNCT eurjchem-47 292 1 noyer noyer PROPN eurjchem-47 292 2 , , PUNCT eurjchem-47 292 3     SPACE eurjchem-47 292 4 m. m. NOUN eurjchem-47 292 5 ; ; PUNCT eurjchem-47 292 6     SPACE eurjchem-47 292 7 gillard gillard NOUN eurjchem-47 292 8 , , PUNCT eurjchem-47 292 9     SPACE eurjchem-47 292 10 m. m. NOUN eurjchem-47 292 11 ; ; PUNCT eurjchem-47 292 12     SPACE eurjchem-47 292 13 matagne matagne NOUN eurjchem-47 292 14 , , PUNCT eurjchem-47 292 15     SPACE eurjchem-47 292 16 a. a. NOUN eurjchem-47 292 17     SPACE eurjchem-47 292 18 eur eur PROPN eurjchem-47 292 19 . . PUNCT eurjchem-47 292 20     SPACE eurjchem-47 292 21 j. j. PROPN eurjchem-47 292 22     SPACE eurjchem-47 292 23 pharmacol pharmacol PROPN eurjchem-47 292 24 . . PUNCT eurjchem-47 292 25     SPACE eurjchem-47 292 26 1995 1995 NUM eurjchem-47 292 27 , , PUNCT eurjchem-47 292 28     SPACE eurjchem-47 292 29 286 286 NUM eurjchem-47 292 30 , , PUNCT eurjchem-47 292 31     SPACE eurjchem-47 292 32 137‐ 137‐ NUM eurjchem-47 292 33 146 146 NUM eurjchem-47 292 34 . . PUNCT eurjchem-47 292 35     SPACE eurjchem-47 293 1 [ [ X eurjchem-47 293 2 12 12 NUM eurjchem-47 293 3 ] ] PUNCT eurjchem-47 293 4 . . PUNCT eurjchem-47 294 1 goodman goodman PROPN eurjchem-47 294 2 ; ; PUNCT eurjchem-47 294 3     SPACE eurjchem-47 294 4 y. y. NOUN eurjchem-47 294 5 ; ; PUNCT eurjchem-47 294 6     SPACE eurjchem-47 294 7 mattson mattson NOUN eurjchem-47 294 8 , , PUNCT eurjchem-47 294 9     SPACE eurjchem-47 294 10 m. m. NOUN eurjchem-47 294 11     SPACE eurjchem-47 294 12 p. p. PROPN eurjchem-47 294 13     SPACE eurjchem-47 294 14 j. j. PROPN eurjchem-47 294 15     SPACE eurjchem-47 294 16 neurochem neurochem PROPN eurjchem-47 294 17 . . PUNCT eurjchem-47 294 18     SPACE eurjchem-47 294 19 1996 1996 NUM eurjchem-47 294 20 , , PUNCT eurjchem-47 294 21     SPACE eurjchem-47 294 22 66 66 NUM eurjchem-47 294 23 , , PUNCT eurjchem-47 294 24     SPACE eurjchem-47 294 25 869‐72 869‐72 NUM eurjchem-47 294 26 ; ; PUNCT eurjchem-47 294 27     SPACE eurjchem-47 294 28 chem chem NOUN eurjchem-47 294 29 . . PUNCT eurjchem-47 294 30     SPACE eurjchem-47 295 1 abst abst PROPN eurjchem-47 295 2 . . PUNCT eurjchem-47 295 3     SPACE eurjchem-47 295 4 1996 1996 NUM eurjchem-47 295 5 , , PUNCT eurjchem-47 295 6     SPACE eurjchem-47 295 7 124 124 NUM eurjchem-47 295 8 , , PUNCT eurjchem-47 295 9     SPACE eurjchem-47 295 10 165104d 165104d NUM eurjchem-47 295 11 . . PUNCT eurjchem-47 295 12     SPACE eurjchem-47 296 1 [ [ X eurjchem-47 296 2 13 13 NUM eurjchem-47 296 3 ] ] PUNCT eurjchem-47 296 4 . . PUNCT eurjchem-47 296 5 labouta labouta PROPN eurjchem-47 296 6 , , PUNCT eurjchem-47 296 7     SPACE eurjchem-47 296 8 i. i. NOUN eurjchem-47 296 9     SPACE eurjchem-47 296 10 m. m. NOUN eurjchem-47 296 11 ; ; PUNCT eurjchem-47 296 12     SPACE eurjchem-47 296 13 jacobsen jacobsen PROPN eurjchem-47 296 14 , , PUNCT eurjchem-47 296 15     SPACE eurjchem-47 296 16 p. p. NOUN eurjchem-47 296 17 ; ; PUNCT eurjchem-47 296 18     SPACE eurjchem-47 296 19 thorbek thorbek NOUN eurjchem-47 296 20 , , PUNCT eurjchem-47 296 21     SPACE eurjchem-47 296 22 p. p. NOUN eurjchem-47 296 23 ; ; PUNCT eurjchem-47 296 24     SPACE eurjchem-47 296 25 krogsgaard‐ krogsgaard‐ PROPN eurjchem-47 296 26     SPACE eurjchem-47 296 27 larsen larsen PROPN eurjchem-47 296 28 , , PUNCT eurjchem-47 296 29     SPACE eurjchem-47 296 30 p. p. NOUN eurjchem-47 296 31 ; ; PUNCT eurjchem-47 296 32     SPACE eurjchem-47 296 33 hjeds hjed NOUN eurjchem-47 296 34 , , PUNCT eurjchem-47 296 35     SPACE eurjchem-47 296 36 h. h. PROPN eurjchem-47 296 37     SPACE eurjchem-47 296 38 acta acta PROPN eurjchem-47 296 39     SPACE eurjchem-47 296 40 chemica chemica PROPN eurjchem-47 296 41     SPACE eurjchem-47 296 42 scandinavica scandinavica PROPN eurjchem-47 296 43     SPACE eurjchem-47 296 44 1982 1982 NUM eurjchem-47 296 45 , , PUNCT eurjchem-47 296 46     SPACE eurjchem-47 296 47 b b NOUN eurjchem-47 296 48     SPACE eurjchem-47 296 49 36 36 NUM eurjchem-47 296 50 , , PUNCT eurjchem-47 296 51     SPACE eurjchem-47 296 52 669‐74 669‐74 NOUN eurjchem-47 296 53 . . PUNCT eurjchem-47 296 54     SPACE eurjchem-47 297 1 [ [ X eurjchem-47 297 2 14 14 NUM eurjchem-47 297 3 ] ] PUNCT eurjchem-47 297 4 . . PUNCT eurjchem-47 298 1 rogawski rogawski ADJ eurjchem-47 298 2 , , PUNCT eurjchem-47 298 3     SPACE eurjchem-47 298 4 m. m. NOUN eurjchem-47 298 5     SPACE eurjchem-47 298 6 br br PROPN eurjchem-47 298 7 . . PUNCT eurjchem-47 298 8     SPACE eurjchem-47 298 9 j. j. PROPN eurjchem-47 298 10     SPACE eurjchem-47 298 11 pharmacol pharmacol PROPN eurjchem-47 298 12 . . PUNCT eurjchem-47 298 13     SPACE eurjchem-47 298 14 2008 2008 NUM eurjchem-47 298 15 , , PUNCT eurjchem-47 298 16     SPACE eurjchem-47 298 17 154 154 NUM eurjchem-47 298 18 , , PUNCT eurjchem-47 298 19     SPACE eurjchem-47 298 20 1555‐1557 1555‐1557 NUM eurjchem-47 298 21 . . PUNCT eurjchem-47 298 22     SPACE eurjchem-47 299 1 [ [ X eurjchem-47 299 2 15 15 NUM eurjchem-47 299 3 ] ] PUNCT eurjchem-47 299 4 . . PUNCT eurjchem-47 300 1 matagne matagne NOUN eurjchem-47 300 2 , , PUNCT eurjchem-47 300 3     SPACE eurjchem-47 300 4 a. a. NOUN eurjchem-47 300 5 ; ; PUNCT eurjchem-47 300 6     SPACE eurjchem-47 300 7 margineanu margineanu NOUN eurjchem-47 300 8 , , PUNCT eurjchem-47 300 9     SPACE eurjchem-47 300 10 d‐g d‐g PROPN eurjchem-47 300 11 . . PROPN eurjchem-47 300 12 ; ; PUNCT eurjchem-47 300 13     SPACE eurjchem-47 300 14 potschka potschka NOUN eurjchem-47 300 15 , , PUNCT eurjchem-47 300 16     SPACE eurjchem-47 300 17 h. h. PROPN eurjchem-47 300 18 ; ; PUNCT eurjchem-47 300 19     SPACE eurjchem-47 300 20 loscher loscher PROPN eurjchem-47 300 21 , , PUNCT eurjchem-47 300 22     SPACE eurjchem-47 300 23 w. w. PROPN eurjchem-47 300 24 ; ; PUNCT eurjchem-47 300 25     SPACE eurjchem-47 300 26 michel michel PROPN eurjchem-47 300 27 , , PUNCT eurjchem-47 300 28     SPACE eurjchem-47 300 29 p. p. NOUN eurjchem-47 300 30 ; ; PUNCT eurjchem-47 300 31     SPACE eurjchem-47 300 32 kenda kenda PROPN eurjchem-47 300 33 , , PUNCT eurjchem-47 300 34     SPACE eurjchem-47 300 35 b. b. PROPN eurjchem-47 300 36 ; ; PUNCT eurjchem-47 300 37     SPACE eurjchem-47 300 38 klitgaard klitgaard ADJ eurjchem-47 300 39 , , PUNCT eurjchem-47 300 40     SPACE eurjchem-47 300 41 h. h. PROPN eurjchem-47 300 42     SPACE eurjchem-47 300 43 eur eur PROPN eurjchem-47 300 44 . . PUNCT eurjchem-47 300 45     SPACE eurjchem-47 300 46 j. j. PROPN eurjchem-47 300 47     SPACE eurjchem-47 300 48 pharmacol pharmacol PROPN eurjchem-47 300 49 . . PUNCT eurjchem-47 300 50     SPACE eurjchem-47 300 51 2009 2009 NUM eurjchem-47 300 52 , , PUNCT eurjchem-47 300 53     SPACE eurjchem-47 300 54 614 614 NUM eurjchem-47 300 55 , , PUNCT eurjchem-47 300 56     SPACE eurjchem-47 300 57 30‐37 30‐37 NOUN eurjchem-47 300 58 . . PUNCT eurjchem-47 300 59       SPACE eurjchem-47 301 1 [ [ X eurjchem-47 301 2 16 16 NUM eurjchem-47 301 3 ] ] PUNCT eurjchem-47 301 4 . . PUNCT eurjchem-47 301 5 aboul‐enein aboul‐enein PROPN eurjchem-47 301 6 , , PUNCT eurjchem-47 301 7     SPACE eurjchem-47 301 8 m. m. NOUN eurjchem-47 301 9     SPACE eurjchem-47 301 10 n. n. NOUN eurjchem-47 301 11 ; ; PUNCT eurjchem-47 301 12     SPACE eurjchem-47 301 13 el‐azzouny el‐azzouny NOUN eurjchem-47 301 14 , , PUNCT eurjchem-47 301 15     SPACE eurjchem-47 301 16 a. a. NOUN eurjchem-47 301 17     SPACE eurjchem-47 301 18 a. a. NOUN eurjchem-47 301 19 ; ; PUNCT eurjchem-47 301 20     SPACE eurjchem-47 301 21 abdallah abdallah PROPN eurjchem-47 301 22 , , PUNCT eurjchem-47 301 23     SPACE eurjchem-47 301 24 n. n. NOUN eurjchem-47 301 25     SPACE eurjchem-47 301 26 a. a. NOUN eurjchem-47 301 27 ; ; PUNCT eurjchem-47 301 28     SPACE eurjchem-47 301 29 maklad maklad NOUN eurjchem-47 301 30 , , PUNCT eurjchem-47 301 31     SPACE eurjchem-47 301 32 y. y. NOUN eurjchem-47 301 33     SPACE eurjchem-47 301 34 a. a. NOUN eurjchem-47 301 35 ; ; PUNCT eurjchem-47 301 36     SPACE eurjchem-47 301 37 attia attia NOUN eurjchem-47 301 38 , , PUNCT eurjchem-47 301 39     SPACE eurjchem-47 301 40 m. m. NOUN eurjchem-47 301 41     SPACE eurjchem-47 301 42 i. i. NOUN eurjchem-47 301 43 ; ; PUNCT eurjchem-47 301 44     SPACE eurjchem-47 301 45 ebeid ebeid NOUN eurjchem-47 301 46 , , PUNCT eurjchem-47 301 47     SPACE eurjchem-47 301 48 m. m. NOUN eurjchem-47 301 49     SPACE eurjchem-47 301 50 y. y. PROPN eurjchem-47 301 51     SPACE eurjchem-47 301 52 sci sci PROPN eurjchem-47 301 53 . . PUNCT eurjchem-47 301 54     SPACE eurjchem-47 301 55 pharm pharm PROPN eurjchem-47 301 56 . . PUNCT eurjchem-47 301 57     SPACE eurjchem-47 302 1 1997 1997 NUM eurjchem-47 302 2 , , PUNCT eurjchem-47 302 3     SPACE eurjchem-47 302 4 65 65 NUM eurjchem-47 302 5 , , PUNCT eurjchem-47 302 6       SPACE eurjchem-47 302 7 225‐245 225‐245 NUM eurjchem-47 302 8 . . PUNCT eurjchem-47 302 9     SPACE eurjchem-47 303 1 [ [ X eurjchem-47 303 2 17 17 NUM eurjchem-47 303 3 ] ] PUNCT eurjchem-47 303 4 . . PUNCT eurjchem-47 304 1 aboul‐enein aboul‐enein PROPN eurjchem-47 304 2 , , PUNCT eurjchem-47 304 3     SPACE eurjchem-47 304 4 m. m. NOUN eurjchem-47 304 5     SPACE eurjchem-47 304 6 n. n. NOUN eurjchem-47 304 7 ; ; PUNCT eurjchem-47 304 8     SPACE eurjchem-47 304 9 ismail ismail NOUN eurjchem-47 304 10 , , PUNCT eurjchem-47 304 11     SPACE eurjchem-47 304 12 m. m. NOUN eurjchem-47 304 13     SPACE eurjchem-47 304 14 a. a. PROPN eurjchem-47 304 15     SPACE eurjchem-47 304 16 h. h. PROPN eurjchem-47 304 17 ; ; PUNCT eurjchem-47 304 18     SPACE eurjchem-47 304 19 maklad maklad NOUN eurjchem-47 304 20 , , PUNCT eurjchem-47 304 21     SPACE eurjchem-47 304 22 y. y. NOUN eurjchem-47 304 23     SPACE eurjchem-47 304 24 a. a. NOUN eurjchem-47 304 25 ; ; PUNCT eurjchem-47 304 26     SPACE eurjchem-47 304 27 mohamed mohame VERB eurjchem-47 304 28 , , PUNCT eurjchem-47 304 29     SPACE eurjchem-47 304 30 n. n. PROPN eurjchem-47 304 31     SPACE eurjchem-47 304 32 s. s. PROPN eurjchem-47 304 33     SPACE eurjchem-47 304 34 egypt egypt PROPN eurjchem-47 304 35 . . PUNCT eurjchem-47 304 36     SPACE eurjchem-47 305 1 pharm pharm PROPN eurjchem-47 305 2 . . PUNCT eurjchem-47 305 3     SPACE eurjchem-47 306 1 j. j. PROPN eurjchem-47 306 2     SPACE eurjchem-47 306 3 2003 2003 NUM eurjchem-47 306 4 , , PUNCT eurjchem-47 306 5     SPACE eurjchem-47 306 6 2 2 NUM eurjchem-47 306 7 , , PUNCT eurjchem-47 306 8     SPACE eurjchem-47 306 9 94‐121 94‐121 NUM eurjchem-47 306 10 . . PUNCT eurjchem-47 306 11     SPACE eurjchem-47 307 1 [ [ X eurjchem-47 307 2 18 18 NUM eurjchem-47 307 3 ] ] PUNCT eurjchem-47 307 4 . . PUNCT eurjchem-47 308 1 aboul‐enein aboul‐enein PROPN eurjchem-47 308 2 , , PUNCT eurjchem-47 308 3     SPACE eurjchem-47 308 4 m. m. NOUN eurjchem-47 308 5     SPACE eurjchem-47 308 6 n. n. NOUN eurjchem-47 308 7 ; ; PUNCT eurjchem-47 308 8     SPACE eurjchem-47 308 9 el‐azzouny el‐azzouny NOUN eurjchem-47 308 10 , , PUNCT eurjchem-47 308 11     SPACE eurjchem-47 308 12 a. a. NOUN eurjchem-47 308 13     SPACE eurjchem-47 308 14 a. a. NOUN eurjchem-47 308 15 ; ; PUNCT eurjchem-47 308 16     SPACE eurjchem-47 308 17 safwat safwat ADJ eurjchem-47 308 18 , , PUNCT eurjchem-47 308 19     SPACE eurjchem-47 308 20 h. h. PROPN eurjchem-47 308 21     SPACE eurjchem-47 308 22 m. m. NOUN eurjchem-47 308 23 ; ; PUNCT eurjchem-47 308 24     SPACE eurjchem-47 308 25 saleh saleh NOUN eurjchem-47 308 26 , , PUNCT eurjchem-47 308 27     SPACE eurjchem-47 308 28 o. o. PROPN eurjchem-47 308 29     SPACE eurjchem-47 308 30 a. a. NOUN eurjchem-47 308 31 ; ; PUNCT eurjchem-47 308 32     SPACE eurjchem-47 308 33 maklad maklad NOUN eurjchem-47 308 34 , , PUNCT eurjchem-47 308 35     SPACE eurjchem-47 308 36 y. y. NOUN eurjchem-47 308 37     SPACE eurjchem-47 308 38 a. a. PROPN eurjchem-47 308 39     SPACE eurjchem-47 308 40 egypt egypt PROPN eurjchem-47 308 41 . . PUNCT eurjchem-47 308 42     SPACE eurjchem-47 309 1 pharm pharm PROPN eurjchem-47 309 2 . . PUNCT eurjchem-47 309 3     SPACE eurjchem-47 310 1 j. j. PROPN eurjchem-47 310 2     SPACE eurjchem-47 310 3 2005 2005 NUM eurjchem-47 310 4 , , PUNCT eurjchem-47 310 5     SPACE eurjchem-47 310 6 4 4 NUM eurjchem-47 310 7 , , PUNCT eurjchem-47 310 8     SPACE eurjchem-47 310 9 549‐578 549‐578 PROPN eurjchem-47 310 10 . . PUNCT eurjchem-47 310 11       SPACE eurjchem-47 311 1 [ [ X eurjchem-47 311 2 19 19 NUM eurjchem-47 311 3 ] ] PUNCT eurjchem-47 311 4 . . PUNCT eurjchem-47 312 1 balenovic balenovic PROPN eurjchem-47 312 2 , , PUNCT eurjchem-47 312 3     SPACE eurjchem-47 312 4 k. k. PROPN eurjchem-47 312 5 ; ; PUNCT eurjchem-47 312 6     SPACE eurjchem-47 312 7 bregent bregent NOUN eurjchem-47 312 8 , , PUNCT eurjchem-47 312 9     SPACE eurjchem-47 312 10 n. n. PROPN eurjchem-47 312 11     SPACE eurjchem-47 312 12 j. j. PROPN eurjchem-47 312 13     SPACE eurjchem-47 312 14 org org PROPN eurjchem-47 312 15 . . PUNCT eurjchem-47 312 16     SPACE eurjchem-47 312 17 chem.1964 chem.1964 PROPN eurjchem-47 312 18 , , PUNCT eurjchem-47 312 19     SPACE eurjchem-47 312 20 19 19 NUM eurjchem-47 312 21 , , PUNCT eurjchem-47 312 22     SPACE eurjchem-47 312 23 1589‐1592 1589‐1592 NUM eurjchem-47 312 24 . . PUNCT eurjchem-47 312 25     SPACE eurjchem-47 313 1 [ [ X eurjchem-47 313 2 20 20 NUM eurjchem-47 313 3 ] ] PUNCT eurjchem-47 313 4 . . PUNCT eurjchem-47 314 1 satzinger satzing ADJ eurjchem-47 314 2 , , PUNCT eurjchem-47 314 3     SPACE eurjchem-47 314 4 g. g. NOUN eurjchem-47 314 5 ; ; PUNCT eurjchem-47 314 6     SPACE eurjchem-47 314 7 hartenstien hartenstien ADJ eurjchem-47 314 8 , , PUNCT eurjchem-47 314 9     SPACE eurjchem-47 314 10 j. j. PROPN eurjchem-47 314 11 ; ; PUNCT eurjchem-47 314 12     SPACE eurjchem-47 314 13 herrmann herrmann PROPN eurjchem-47 314 14 , , PUNCT eurjchem-47 314 15     SPACE eurjchem-47 314 16 m. m. NOUN eurjchem-47 314 17 ; ; PUNCT eurjchem-47 314 18     SPACE eurjchem-47 314 19 heldt heldt NOUN eurjchem-47 314 20 , , PUNCT eurjchem-47 314 21     SPACE eurjchem-47 314 22 w. w. PROPN eurjchem-47 314 23     SPACE eurjchem-47 314 24 u. u. PROPN eurjchem-47 314 25     SPACE eurjchem-47 314 26 s. s. PROPN eurjchem-47 314 27     SPACE eurjchem-47 314 28 patent patent NOUN eurjchem-47 314 29 . . PUNCT eurjchem-47 314 30     SPACE eurjchem-47 314 31 1977 1977 NUM eurjchem-47 314 32 , , PUNCT eurjchem-47 314 33     SPACE eurjchem-47 314 34 4,024 4,024 NUM eurjchem-47 314 35 , , PUNCT eurjchem-47 314 36     SPACE eurjchem-47 314 37 175 175 NUM eurjchem-47 314 38 . . PUNCT eurjchem-47 314 39     SPACE eurjchem-47 315 1 [ [ X eurjchem-47 315 2 21 21 NUM eurjchem-47 315 3 ] ] PUNCT eurjchem-47 315 4 . . PUNCT eurjchem-47 316 1 keberel keberel PROPN eurjchem-47 316 2 , , PUNCT eurjchem-47 316 3     SPACE eurjchem-47 316 4 h. h. PROPN eurjchem-47 316 5 ; ; PUNCT eurjchem-47 316 6     SPACE eurjchem-47 316 7 faigle faigle NOUN eurjchem-47 316 8 , , PUNCT eurjchem-47 316 9     SPACE eurjchem-47 316 10 j. j. PROPN eurjchem-47 316 11     SPACE eurjchem-47 316 12 w. w. PROPN eurjchem-47 316 13 ; ; PUNCT eurjchem-47 316 14     SPACE eurjchem-47 316 15 wilhelm wilhelm PROPN eurjchem-47 316 16 , , PUNCT eurjchem-47 316 17     SPACE eurjchem-47 316 18 m. m. NOUN eurjchem-47 316 19     SPACE eurjchem-47 316 20 u. u. PROPN eurjchem-47 316 21     SPACE eurjchem-47 316 22 s. s. PROPN eurjchem-47 316 23     SPACE eurjchem-47 316 24 pat pat PROPN eurjchem-47 316 25 . . PROPN eurjchem-47 316 26     SPACE eurjchem-47 316 27 1969 1969 NUM eurjchem-47 316 28 , , PUNCT eurjchem-47 316 29     SPACE eurjchem-47 316 30 3,471 3,471 NUM eurjchem-47 316 31 , , PUNCT eurjchem-47 316 32     SPACE eurjchem-47 316 33 548 548 NUM eurjchem-47 316 34 . . PUNCT eurjchem-47 316 35     SPACE eurjchem-47 317 1 [ [ X eurjchem-47 317 2 22 22 NUM eurjchem-47 317 3 ] ] PUNCT eurjchem-47 317 4 . . PUNCT eurjchem-47 318 1 aboul‐enein aboul‐enein PROPN eurjchem-47 318 2 , , PUNCT eurjchem-47 318 3     SPACE eurjchem-47 318 4 m.n m.n PROPN eurjchem-47 318 5 . . PROPN eurjchem-47 318 6 ; ; PUNCT eurjchem-47 318 7     SPACE eurjchem-47 318 8 khalifa khalifa PROPN eurjchem-47 318 9 , , PUNCT eurjchem-47 318 10     SPACE eurjchem-47 318 11 m. m. NOUN eurjchem-47 318 12 ; ; PUNCT eurjchem-47 318 13     SPACE eurjchem-47 318 14 el‐difrawy el‐difrawy NOUN eurjchem-47 318 15 , , PUNCT eurjchem-47 318 16     SPACE eurjchem-47 318 17 s.m s.m PROPN eurjchem-47 318 18 . . PROPN eurjchem-47 318 19     SPACE eurjchem-47 318 20 pharm pharm PROPN eurjchem-47 318 21 . . PUNCT eurjchem-47 318 22     SPACE eurjchem-47 319 1 acta acta PROPN eurjchem-47 319 2     SPACE eurjchem-47 319 3 helv helv PROPN eurjchem-47 319 4 . . PUNCT eurjchem-47 319 5     SPACE eurjchem-47 319 6 1973 1973 NUM eurjchem-47 319 7 , , PUNCT eurjchem-47 319 8     SPACE eurjchem-47 319 9 48 48 NUM eurjchem-47 319 10 , , PUNCT eurjchem-47 319 11     SPACE eurjchem-47 319 12 405‐411 405‐411 NOUN eurjchem-47 319 13 . . PUNCT eurjchem-47 319 14     SPACE eurjchem-47 320 1 [ [ X eurjchem-47 320 2 23 23 NUM eurjchem-47 320 3 ] ] PUNCT eurjchem-47 320 4 . . PUNCT eurjchem-47 320 5 aboul‐enein aboul‐enein PROPN eurjchem-47 320 6 , , PUNCT eurjchem-47 320 7     SPACE eurjchem-47 320 8 m. m. NOUN eurjchem-47 320 9     SPACE eurjchem-47 320 10 n. n. NOUN eurjchem-47 320 11 ; ; PUNCT eurjchem-47 320 12     SPACE eurjchem-47 320 13 el‐difrawy el‐difrawy NOUN eurjchem-47 320 14 , , PUNCT eurjchem-47 320 15     SPACE eurjchem-47 320 16 s. s. PROPN eurjchem-47 320 17     SPACE eurjchem-47 320 18 m. m. NOUN eurjchem-47 320 19 ; ; PUNCT eurjchem-47 320 20     SPACE eurjchem-47 320 21 gadalla gadalla NOUN eurjchem-47 320 22 , , PUNCT eurjchem-47 320 23     SPACE eurjchem-47 320 24 k. k. PROPN eurjchem-47 320 25     SPACE eurjchem-47 320 26 z. z. PROPN eurjchem-47 320 27 ; ; PUNCT eurjchem-47 320 28     SPACE eurjchem-47 320 29 macklouf macklouf NOUN eurjchem-47 320 30 , , PUNCT eurjchem-47 320 31     SPACE eurjchem-47 320 32 a. a. NOUN eurjchem-47 320 33     SPACE eurjchem-47 320 34 a. a. NOUN eurjchem-47 320 35 ; ; PUNCT eurjchem-47 320 36     SPACE eurjchem-47 320 37 el el PROPN eurjchem-47 320 38     SPACE eurjchem-47 320 39 sayed say VERB eurjchem-47 320 40 , , PUNCT eurjchem-47 320 41     SPACE eurjchem-47 320 42 m. m. NOUN eurjchem-47 320 43     SPACE eurjchem-47 320 44 e. e. PROPN eurjchem-47 320 45     SPACE eurjchem-47 320 46 egypt egypt PROPN eurjchem-47 320 47 . . PUNCT eurjchem-47 320 48     SPACE eurjchem-47 321 1 j. j. PROPN eurjchem-47 321 2     SPACE eurjchem-47 321 3 pharm pharm PROPN eurjchem-47 321 4 . . PUNCT eurjchem-47 321 5     SPACE eurjchem-47 322 1 sci sci PROPN eurjchem-47 322 2 . . PUNCT eurjchem-47 322 3     SPACE eurjchem-47 322 4 1990 1990 NUM eurjchem-47 322 5 , , PUNCT eurjchem-47 322 6     SPACE eurjchem-47 322 7 31 31 NUM eurjchem-47 322 8 , , PUNCT eurjchem-47 322 9     SPACE eurjchem-47 322 10 29‐40 29‐40 NOUN eurjchem-47 322 11 . . PUNCT eurjchem-47 322 12     SPACE eurjchem-47 323 1 [ [ X eurjchem-47 323 2 24 24 NUM eurjchem-47 323 3 ] ] PUNCT eurjchem-47 323 4 . . PUNCT eurjchem-47 324 1 aboul‐enein aboul‐enein PROPN eurjchem-47 324 2 , , PUNCT eurjchem-47 324 3     SPACE eurjchem-47 324 4 m. m. NOUN eurjchem-47 324 5     SPACE eurjchem-47 324 6 n. n. NOUN eurjchem-47 324 7 ; ; PUNCT eurjchem-47 324 8     SPACE eurjchem-47 324 9 el‐difrawy el‐difrawy NOUN eurjchem-47 324 10 , , PUNCT eurjchem-47 324 11     SPACE eurjchem-47 324 12 s. s. PROPN eurjchem-47 324 13     SPACE eurjchem-47 324 14 m. m. NOUN eurjchem-47 324 15 ; ; PUNCT eurjchem-47 324 16     SPACE eurjchem-47 324 17 nofal nofal NOUN eurjchem-47 324 18 , , PUNCT eurjchem-47 324 19     SPACE eurjchem-47 324 20 z. z. PROPN eurjchem-47 324 21     SPACE eurjchem-47 324 22 m. m. NOUN eurjchem-47 324 23 ; ; PUNCT eurjchem-47 324 24     SPACE eurjchem-47 324 25 el‐azzouny el‐azzouny NOUN eurjchem-47 324 26 , , PUNCT eurjchem-47 324 27     SPACE eurjchem-47 324 28 a. a. NOUN eurjchem-47 324 29     SPACE eurjchem-47 324 30 a. a. NOUN eurjchem-47 324 31     SPACE eurjchem-47 324 32 acta acta PROPN eurjchem-47 324 33     SPACE eurjchem-47 324 34 pharm pharm NOUN eurjchem-47 324 35 . . PUNCT eurjchem-47 324 36     SPACE eurjchem-47 325 1 suec suec PROPN eurjchem-47 325 2 . . PUNCT eurjchem-47 325 3     SPACE eurjchem-47 325 4 1982 1982 NUM eurjchem-47 325 5 , , PUNCT eurjchem-47 325 6     SPACE eurjchem-47 325 7 19 19 NUM eurjchem-47 325 8 , , PUNCT eurjchem-47 325 9     SPACE eurjchem-47 325 10 309‐316 309‐316 NUM eurjchem-47 325 11 . . PUNCT eurjchem-47 325 12     SPACE eurjchem-47 326 1 [ [ X eurjchem-47 326 2 25 25 NUM eurjchem-47 326 3 ] ] PUNCT eurjchem-47 326 4 . . PUNCT eurjchem-47 327 1 pandeya pandeya PROPN eurjchem-47 327 2 , , PUNCT eurjchem-47 327 3     SPACE eurjchem-47 327 4 s. s. PROPN eurjchem-47 327 5       SPACE eurjchem-47 327 6 n. n. PROPN eurjchem-47 327 7 ; ; PUNCT eurjchem-47 327 8     SPACE eurjchem-47 327 9 yogeeswari yogeeswari NOUN eurjchem-47 327 10 , , PUNCT eurjchem-47 327 11     SPACE eurjchem-47 327 12 p p X eurjchem-47 327 13 ; ; PUNCT eurjchem-47 327 14     SPACE eurjchem-47 327 15 stables stable NOUN eurjchem-47 327 16 , , PUNCT eurjchem-47 327 17     SPACE eurjchem-47 327 18 j. j. PROPN eurjchem-47 327 19     SPACE eurjchem-47 327 20 p. p. PROPN eurjchem-47 327 21     SPACE eurjchem-47 327 22 eur eur PROPN eurjchem-47 327 23 . . PUNCT eurjchem-47 327 24     SPACE eurjchem-47 328 1 j. j. PROPN eurjchem-47 328 2     SPACE eurjchem-47 328 3 med.chem med.chem PROPN eurjchem-47 328 4 . . PUNCT eurjchem-47 328 5     SPACE eurjchem-47 328 6 2000 2000 NUM eurjchem-47 328 7 , , PUNCT eurjchem-47 328 8     SPACE eurjchem-47 328 9 35 35 NUM eurjchem-47 328 10 , , PUNCT eurjchem-47 328 11     SPACE eurjchem-47 328 12 879‐886 879‐886 PROPN eurjchem-47 328 13 . . PUNCT eurjchem-47 328 14     SPACE eurjchem-47 328 15 c c X eurjchem-47 328 16 ) ) PUNCT eurjchem-47 328 17     SPACE eurjchem-47 328 18 parmar parmar PROPN eurjchem-47 328 19 , , PUNCT eurjchem-47 328 20     SPACE eurjchem-47 328 21 s. s. PROPN eurjchem-47 328 22     SPACE eurjchem-47 328 23 s. s. PROPN eurjchem-47 328 24 ; ; PUNCT eurjchem-47 328 25     SPACE eurjchem-47 328 26 gupta gupta PROPN eurjchem-47 328 27 , , PUNCT eurjchem-47 328 28     SPACE eurjchem-47 328 29 a. a. NOUN eurjchem-47 328 30     SPACE eurjchem-47 328 31 k. k. PROPN eurjchem-47 328 32 ; ; PUNCT eurjchem-47 328 33     SPACE eurjchem-47 328 34 gupta gupta PROPN eurjchem-47 328 35 , , PUNCT eurjchem-47 328 36     SPACE eurjchem-47 328 37 t. t. PROPN eurjchem-47 328 38     SPACE eurjchem-47 328 39 k. k. PROPN eurjchem-47 328 40 ; ; PUNCT eurjchem-47 328 41     SPACE eurjchem-47 328 42 stenberg stenberg PROPN eurjchem-47 328 43 , , PUNCT eurjchem-47 328 44     SPACE eurjchem-47 328 45 v. v. PROPN eurjchem-47 328 46     SPACE eurjchem-47 328 47 i. i. PROPN eurjchem-47 328 48     SPACE eurjchem-47 328 49 j. j. PROPN eurjchem-47 328 50     SPACE eurjchem-47 328 51 pharm pharm PROPN eurjchem-47 328 52 . . PUNCT eurjchem-47 328 53     SPACE eurjchem-47 329 1 sci sci PROPN eurjchem-47 329 2 . . PUNCT eurjchem-47 329 3     SPACE eurjchem-47 329 4 1975 1975 NUM eurjchem-47 329 5 , , PUNCT eurjchem-47 329 6     SPACE eurjchem-47 329 7 64 64 NUM eurjchem-47 329 8 , , PUNCT eurjchem-47 329 9     SPACE eurjchem-47 329 10 154‐157 154‐157 NUM eurjchem-47 329 11 . . PUNCT eurjchem-47 329 12     SPACE eurjchem-47 330 1 [ [ X eurjchem-47 330 2 26 26 NUM eurjchem-47 330 3 ] ] PUNCT eurjchem-47 330 4 . . PUNCT eurjchem-47 330 5 hassert hassert PROPN eurjchem-47 330 6 , , PUNCT eurjchem-47 330 7     SPACE eurjchem-47 330 8 g. g. PROPN eurjchem-47 330 9     SPACE eurjchem-47 330 10 l. l. PROPN eurjchem-47 330 11 ; ; PUNCT eurjchem-47 330 12     SPACE eurjchem-47 330 13 poutsiaka poutsiaka ADJ eurjchem-47 330 14 , , PUNCT eurjchem-47 330 15     SPACE eurjchem-47 330 16 j.w j.w PROPN eurjchem-47 330 17 . . PROPN eurjchem-47 330 18 ; ; PUNCT eurjchem-47 330 19     SPACE eurjchem-47 330 20 papandrianos papandriano NOUN eurjchem-47 330 21 , , PUNCT eurjchem-47 330 22     SPACE eurjchem-47 330 23 d. d. NOUN eurjchem-47 330 24 ; ; PUNCT eurjchem-47 330 25     SPACE eurjchem-47 330 26 burke burke PROPN eurjchem-47 330 27 , , PUNCT eurjchem-47 330 28     SPACE eurjchem-47 330 29 j.c j.c PROPN eurjchem-47 330 30 . . PROPN eurjchem-47 330 31 ; ; PUNCT eurjchem-47 330 32     SPACE eurjchem-47 330 33 carver carver NOUN eurjchem-47 330 34 , , PUNCT eurjchem-47 330 35     SPACE eurjchem-47 330 36 b.v b.v PROPN eurjchem-47 330 37 . . PROPN eurjchem-47 330 38     SPACE eurjchem-47 330 39 toxicol toxicol PROPN eurjchem-47 330 40 . . PUNCT eurjchem-47 330 41     SPACE eurjchem-47 330 42 appl appl PROPN eurjchem-47 330 43 . . PUNCT eurjchem-47 330 44     SPACE eurjchem-47 330 45 pharmacol pharmacol PROPN eurjchem-47 330 46 . . PUNCT eurjchem-47 330 47     SPACE eurjchem-47 331 1 1961 1961 NUM eurjchem-47 331 2 , , PUNCT eurjchem-47 331 3     SPACE eurjchem-47 331 4 3 3 NUM eurjchem-47 331 5 , , PUNCT eurjchem-47 331 6     SPACE eurjchem-47 331 7 726‐741 726‐741 PROPN eurjchem-47 331 8 . . PUNCT eurjchem-47 331 9     SPACE eurjchem-47 332 1 [ [ X eurjchem-47 332 2 27 27 NUM eurjchem-47 332 3 ] ] PUNCT eurjchem-47 332 4 . . PUNCT eurjchem-47 333 1 lado lado PROPN eurjchem-47 333 2 , , PUNCT eurjchem-47 333 3     SPACE eurjchem-47 333 4 f. f. PROPN eurjchem-47 333 5     SPACE eurjchem-47 333 6 a. a. NOUN eurjchem-47 333 7 ; ; PUNCT eurjchem-47 333 8     SPACE eurjchem-47 333 9 sperber sperber NOUN eurjchem-47 333 10 , , PUNCT eurjchem-47 333 11     SPACE eurjchem-47 333 12 e. e. PROPN eurjchem-47 333 13     SPACE eurjchem-47 333 14 f. f. PROPN eurjchem-47 333 15 ; ; PUNCT eurjchem-47 333 16     SPACE eurjchem-47 333 17 moshe moshe PROPN eurjchem-47 333 18 , , PUNCT eurjchem-47 333 19     SPACE eurjchem-47 333 20 s. s. PROPN eurjchem-47 333 21     SPACE eurjchem-47 333 22 l. l. PROPN eurjchem-47 333 23     SPACE eurjchem-47 333 24 epilepsia epilepsia NOUN eurjchem-47 333 25     SPACE eurjchem-47 333 26 2001 2001 NUM eurjchem-47 333 27 , , PUNCT eurjchem-47 333 28     SPACE eurjchem-47 333 29 42 42 NUM eurjchem-47 333 30 , , PUNCT eurjchem-47 333 31     SPACE eurjchem-47 333 32 458‐463 458‐463 NUM eurjchem-47 333 33 . . PUNCT eurjchem-47 333 34             SPACE