id	sid	tid	token	lemma	pos
eurjchem-265	1	1	untitled	untitle	VERB
eurjchem-265	1	2	european	european	PROPN
eurjchem-265	1	3	journal	journal	PROPN
eurjchem-265	1	4	of	of	ADP
eurjchem-265	1	5	chemistry	chemistry	NOUN
eurjchem-265	1	6	2	2	NUM
eurjchem-265	1	7	(	(	PUNCT
eurjchem-265	1	8	4	4	NUM
eurjchem-265	1	9	)	)	PUNCT
eurjchem-265	1	10	(	(	PUNCT
eurjchem-265	1	11	2011	2011	NUM
eurjchem-265	1	12	)	)	PUNCT
eurjchem-265	1	13	552‐557	552‐557	PROPN
eurjchem-265	1	14	european	european	ADJ
eurjchem-265	1	15	journal	journal	PROPN
eurjchem-265	1	16	of	of	ADP
eurjchem-265	1	17	chemistry	chemistry	NOUN
eurjchem-265	1	18	issn	issn	PROPN
eurjchem-265	1	19	2153‐2249	2153‐2249	PROPN
eurjchem-265	1	20	(	(	PUNCT
eurjchem-265	1	21	print	print	NOUN
eurjchem-265	1	22	)	)	PUNCT
eurjchem-265	1	23	/	/	SYM
eurjchem-265	1	24	issn	issn	PROPN
eurjchem-265	1	25	2153‐2257	2153‐2257	NUM
eurjchem-265	1	26	(	(	PUNCT
eurjchem-265	1	27	online	online	ADJ
eurjchem-265	1	28	)	)	PUNCT
eurjchem-265	1	29			NOUN
eurjchem-265	1	30	2011	2011	NUM
eurjchem-265	1	31	eurjchem	eurjchem	PROPN
eurjchem-265	1	32	doi:10.5155	doi:10.5155	PROPN
eurjchem-265	1	33	/	/	SYM
eurjchem-265	1	34	eurjchem.2.4.552‐557.265	eurjchem.2.4.552‐557.265	PROPN
eurjchem-265	1	35	european	european	ADJ
eurjchem-265	1	36	journal	journal	NOUN
eurjchem-265	1	37	of	of	ADP
eurjchem-265	1	38	chemistry	chemistry	PROPN
eurjchem-265	1	39	journal	journal	PROPN
eurjchem-265	1	40	homepage	homepage	NOUN
eurjchem-265	1	41	:	:	PUNCT
eurjchem-265	1	42	www.eurjchem.com	www.eurjchem.com	X
eurjchem-265	1	43	fused	fuse	VERB
eurjchem-265	1	44	and	and	CCONJ
eurjchem-265	1	45	spiro	spiro	NOUN
eurjchem-265	1	46	nitrogen	nitrogen	NOUN
eurjchem-265	1	47	heterocycles	heterocycle	NOUN
eurjchem-265	1	48	of	of	ADP
eurjchem-265	1	49	quinuclidine	quinuclidine	NOUN
eurjchem-265	1	50	and	and	CCONJ
eurjchem-265	1	51	its	its	PRON
eurjchem-265	1	52	c‐nucleosides	c‐nucleosides	PUNCT
eurjchem-265	1	53	hanafi	hanafi	PROPN
eurjchem-265	1	54	hassan	hassan	PROPN
eurjchem-265	1	55	zoorob	zoorob	PROPN
eurjchem-265	1	56	,	,	PUNCT
eurjchem-265	1	57	wafaa	wafaa	PROPN
eurjchem-265	1	58	salama	salama	PROPN
eurjchem-265	1	59	hamama	hamama	PROPN
eurjchem-265	1	60	*	*	PUNCT
eurjchem-265	1	61	and	and	CCONJ
eurjchem-265	1	62	osama	osama	PROPN
eurjchem-265	1	63	abd	abd	PROPN
eurjchem-265	1	64	el‐magid	el‐magid	PROPN
eurjchem-265	1	65	department	department	NOUN
eurjchem-265	1	66	of	of	ADP
eurjchem-265	1	67	chemistry	chemistry	NOUN
eurjchem-265	1	68	,	,	PUNCT
eurjchem-265	1	69	faculty	faculty	NOUN
eurjchem-265	1	70	of	of	ADP
eurjchem-265	1	71	science	science	NOUN
eurjchem-265	1	72	,	,	PUNCT
eurjchem-265	1	73	mansoura	mansoura	PROPN
eurjchem-265	1	74	university	university	NOUN
eurjchem-265	1	75	,	,	PUNCT
eurjchem-265	1	76	mansoura	mansoura	NOUN
eurjchem-265	1	77	,	,	PUNCT
eurjchem-265	1	78	et‐35516	et‐35516	ADJ
eurjchem-265	1	79	,	,	PUNCT
eurjchem-265	1	80	egypt	egypt	PROPN
eurjchem-265	1	81	*	*	PUNCT
eurjchem-265	1	82	corresponding	correspond	VERB
eurjchem-265	1	83	author	author	NOUN
eurjchem-265	1	84	at	at	ADP
eurjchem-265	1	85	:	:	PUNCT
eurjchem-265	1	86	department	department	NOUN
eurjchem-265	1	87	of	of	ADP
eurjchem-265	1	88	chemistry	chemistry	NOUN
eurjchem-265	1	89	,	,	PUNCT
eurjchem-265	1	90	faculty	faculty	NOUN
eurjchem-265	1	91	of	of	ADP
eurjchem-265	1	92	science	science	NOUN
eurjchem-265	1	93	,	,	PUNCT
eurjchem-265	1	94	mansoura	mansoura	PROPN
eurjchem-265	1	95	university	university	NOUN
eurjchem-265	1	96	,	,	PUNCT
eurjchem-265	1	97	mansoura	mansoura	NOUN
eurjchem-265	1	98	,	,	PUNCT
eurjchem-265	1	99	et‐35516	et‐35516	ADJ
eurjchem-265	1	100	,	,	PUNCT
eurjchem-265	1	101	egypt	egypt	PROPN
eurjchem-265	1	102	.	.	PUNCT
eurjchem-265	2	1	tel	tel	PROPN
eurjchem-265	2	2	.	.	PUNCT
eurjchem-265	2	3	:	:	PUNCT
eurjchem-265	3	1	+20.050.2246254	+20.050.2246254	ADV
eurjchem-265	3	2	;	;	PUNCT
eurjchem-265	3	3	fax	fax	NOUN
eurjchem-265	3	4	:	:	PUNCT
eurjchem-265	3	5	+20.050.2242388	+20.050.2242388	NUM
eurjchem-265	3	6	.	.	PUNCT
eurjchem-265	3	7	e‐mail	e‐mail	PUNCT
eurjchem-265	3	8	address	address	NOUN
eurjchem-265	3	9	:	:	PUNCT
eurjchem-265	3	10	wshamama@yahoo.com	wshamama@yahoo.com	PROPN
eurjchem-265	3	11	(	(	PUNCT
eurjchem-265	3	12	w.s	w.s	PROPN
eurjchem-265	3	13	.	.	PROPN
eurjchem-265	3	14	hamama	hamama	NOUN
eurjchem-265	3	15	)	)	PUNCT
eurjchem-265	3	16	.	.	PUNCT
eurjchem-265	4	1	article	article	NOUN
eurjchem-265	4	2	information	information	PROPN
eurjchem-265	4	3	abstract	abstract	ADV
eurjchem-265	4	4	received	receive	VERB
eurjchem-265	4	5	:	:	PUNCT
eurjchem-265	4	6	28	28	NUM
eurjchem-265	4	7	august	august	PROPN
eurjchem-265	4	8	2010	2010	NUM
eurjchem-265	4	9	received	receive	VERB
eurjchem-265	4	10	in	in	ADP
eurjchem-265	4	11	revised	revise	VERB
eurjchem-265	4	12	form	form	NOUN
eurjchem-265	4	13	:	:	PUNCT
eurjchem-265	4	14	19	19	NUM
eurjchem-265	4	15	october	october	NOUN
eurjchem-265	4	16	2010	2010	NUM
eurjchem-265	4	17	accepted	accept	VERB
eurjchem-265	4	18	:	:	PUNCT
eurjchem-265	4	19	04	04	NUM
eurjchem-265	4	20	november	november	PROPN
eurjchem-265	4	21	2010	2010	NUM
eurjchem-265	4	22	online	online	NOUN
eurjchem-265	4	23	:	:	PUNCT
eurjchem-265	4	24	31	31	NUM
eurjchem-265	4	25	december	december	PROPN
eurjchem-265	4	26	2011	2011	NUM
eurjchem-265	4	27	keywords	keyword	NOUN
eurjchem-265	4	28	quinuclidin‐3‐one	quinuclidin‐3‐one	PROPN
eurjchem-265	4	29	(	(	PUNCT
eurjchem-265	4	30	1	1	X
eurjchem-265	4	31	)	)	PUNCT
eurjchem-265	4	32	was	be	AUX
eurjchem-265	4	33	used	use	VERB
eurjchem-265	4	34	as	as	ADP
eurjchem-265	4	35	a	a	DET
eurjchem-265	4	36	versatile	versatile	ADJ
eurjchem-265	4	37	intermediate	intermediate	ADJ
eurjchem-265	4	38	for	for	ADP
eurjchem-265	4	39	the	the	DET
eurjchem-265	4	40	synthesis	synthesis	NOUN
eurjchem-265	4	41	of	of	ADP
eurjchem-265	4	42	fused	fuse	VERB
eurjchem-265	4	43	and	and	CCONJ
eurjchem-265	4	44	spiro	spiro	NOUN
eurjchem-265	4	45	quinuclidine	quinuclidine	NOUN
eurjchem-265	4	46	and	and	CCONJ
eurjchem-265	4	47	its	its	PRON
eurjchem-265	4	48	c‐nucleosides	c‐nucleoside	NOUN
eurjchem-265	4	49	.	.	PUNCT
eurjchem-265	5	1	the	the	DET
eurjchem-265	5	2	reaction	reaction	NOUN
eurjchem-265	5	3	of	of	ADP
eurjchem-265	5	4	1	1	NUM
eurjchem-265	5	5	with	with	ADP
eurjchem-265	5	6	formalin	formalin	NOUN
eurjchem-265	5	7	and	and	CCONJ
eurjchem-265	5	8	secondary	secondary	ADJ
eurjchem-265	5	9	amines	amine	NOUN
eurjchem-265	5	10	namely	namely	ADV
eurjchem-265	5	11	;	;	PUNCT
eurjchem-265	5	12	morpholine	morpholine	ADJ
eurjchem-265	5	13	,	,	PUNCT
eurjchem-265	5	14	piperidine	piperidine	NOUN
eurjchem-265	5	15	,	,	PUNCT
eurjchem-265	5	16	and	and	CCONJ
eurjchem-265	5	17	piperazine	piperazine	NOUN
eurjchem-265	5	18	afforded	afford	VERB
eurjchem-265	5	19	the	the	DET
eurjchem-265	5	20	corresponding	correspond	VERB
eurjchem-265	5	21	mannich	mannich	NOUN
eurjchem-265	5	22	bases	base	VERB
eurjchem-265	5	23	2‐	2‐	NUM
eurjchem-265	5	24	4	4	NUM
eurjchem-265	5	25	in	in	ADP
eurjchem-265	5	26	acid	acid	PROPN
eurjchem-265	5	27	medium	medium	NOUN
eurjchem-265	5	28	.	.	PUNCT
eurjchem-265	6	1	quinuclidino[3,2‐b]pyran	quinuclidino[3,2‐b]pyran	NOUN
eurjchem-265	6	2	5	5	NUM
eurjchem-265	6	3	has	have	AUX
eurjchem-265	6	4	been	be	AUX
eurjchem-265	6	5	synthesized	synthesize	VERB
eurjchem-265	6	6	via	via	ADP
eurjchem-265	6	7	a	a	DET
eurjchem-265	6	8	selective	selective	ADJ
eurjchem-265	6	9	cyclocondensation	cyclocondensation	NOUN
eurjchem-265	6	10	reaction	reaction	NOUN
eurjchem-265	6	11	between	between	ADP
eurjchem-265	6	12	mannich	mannich	DET
eurjchem-265	6	13	base	base	NOUN
eurjchem-265	6	14	of	of	ADP
eurjchem-265	6	15	quinuclidinone	quinuclidinone	NOUN
eurjchem-265	6	16	hydrochloride	hydrochloride	NOUN
eurjchem-265	6	17	2	2	NUM
eurjchem-265	6	18	and	and	CCONJ
eurjchem-265	6	19	malononitrile	malononitrile	NOUN
eurjchem-265	6	20	.	.	PUNCT
eurjchem-265	7	1	the	the	DET
eurjchem-265	7	2	transformation	transformation	NOUN
eurjchem-265	7	3	of	of	ADP
eurjchem-265	7	4	1	1	NUM
eurjchem-265	7	5	with	with	ADP
eurjchem-265	7	6	formalin	formalin	NOUN
eurjchem-265	7	7	and	and	CCONJ
eurjchem-265	7	8	methylamine	methylamine	NOUN
eurjchem-265	7	9	in	in	ADP
eurjchem-265	7	10	molar	molar	ADJ
eurjchem-265	7	11	ratio	ratio	NOUN
eurjchem-265	7	12	(	(	PUNCT
eurjchem-265	7	13	1:20:2	1:20:2	NUM
eurjchem-265	7	14	)	)	PUNCT
eurjchem-265	7	15	afforded	afford	VERB
eurjchem-265	7	16	the	the	DET
eurjchem-265	7	17	spiro	spiro	NOUN
eurjchem-265	7	18	compound	compound	NOUN
eurjchem-265	7	19	7	7	NUM
eurjchem-265	7	20	.	.	PUNCT
eurjchem-265	8	1	ring	ring	NOUN
eurjchem-265	8	2	expansion	expansion	NOUN
eurjchem-265	8	3	of	of	ADP
eurjchem-265	8	4	2	2	NUM
eurjchem-265	8	5	under	under	ADP
eurjchem-265	8	6	schmidt	schmidt	ADJ
eurjchem-265	8	7	reaction	reaction	NOUN
eurjchem-265	8	8	conditions	condition	NOUN
eurjchem-265	8	9	gave	give	VERB
eurjchem-265	8	10	the	the	DET
eurjchem-265	8	11	1,3‐diazabicyclo[3.2.2]nonanone	1,3‐diazabicyclo[3.2.2]nonanone	NUM
eurjchem-265	8	12	derivative	derivative	ADJ
eurjchem-265	8	13	6	6	NUM
eurjchem-265	8	14	.	.	PUNCT
eurjchem-265	9	1	eventually	eventually	ADV
eurjchem-265	9	2	,	,	PUNCT
eurjchem-265	9	3	the	the	DET
eurjchem-265	9	4	synthesis	synthesis	NOUN
eurjchem-265	9	5	of	of	ADP
eurjchem-265	9	6	c‐nucleosides	c‐nucleosides	X
eurjchem-265	9	7	10	10	NUM
eurjchem-265	9	8	,	,	PUNCT
eurjchem-265	9	9	12‐14	12‐14	NUM
eurjchem-265	9	10	were	be	AUX
eurjchem-265	9	11	achieved	achieve	VERB
eurjchem-265	9	12	by	by	ADP
eurjchem-265	9	13	using	use	VERB
eurjchem-265	9	14	aldohexoses	aldohexose	NOUN
eurjchem-265	9	15	and	and	CCONJ
eurjchem-265	9	16	aldopentose	aldopentose	PROPN
eurjchem-265	9	17	catalyzed	catalyze	VERB
eurjchem-265	9	18	by	by	ADP
eurjchem-265	9	19	zinc	zinc	NOUN
eurjchem-265	9	20	chloride	chloride	NOUN
eurjchem-265	9	21	,	,	PUNCT
eurjchem-265	9	22	while	while	SCONJ
eurjchem-265	9	23	,	,	PUNCT
eurjchem-265	9	24	the	the	DET
eurjchem-265	9	25	bis‐quinuclidine	bis‐quinuclidine	NOUN
eurjchem-265	9	26	derivative	derivative	ADJ
eurjchem-265	9	27	15	15	NUM
eurjchem-265	9	28	was	be	AUX
eurjchem-265	9	29	obtained	obtain	VERB
eurjchem-265	9	30	by	by	ADP
eurjchem-265	9	31	using	use	VERB
eurjchem-265	9	32	sodium	sodium	NOUN
eurjchem-265	9	33	carbonate	carbonate	NOUN
eurjchem-265	9	34	.	.	PUNCT
eurjchem-265	10	1	newly	newly	ADV
eurjchem-265	10	2	synthesized	synthesize	VERB
eurjchem-265	10	3	compounds	compound	NOUN
eurjchem-265	10	4	were	be	AUX
eurjchem-265	10	5	characterized	characterize	VERB
eurjchem-265	10	6	by	by	ADP
eurjchem-265	10	7	ir	ir	PROPN
eurjchem-265	10	8	,	,	PUNCT
eurjchem-265	10	9	1h	1h	NUM
eurjchem-265	10	10	nmr	nmr	NOUN
eurjchem-265	10	11	,	,	PUNCT
eurjchem-265	10	12	and	and	CCONJ
eurjchem-265	10	13	mass	mass	PROPN
eurjchem-265	10	14	spectral	spectral	ADJ
eurjchem-265	10	15	data	datum	NOUN
eurjchem-265	10	16	.	.	PUNCT
eurjchem-265	11	1	quinuclidinone	quinuclidinone	NOUN
eurjchem-265	11	2	mannich	mannich	NOUN
eurjchem-265	11	3	bases	basis	NOUN
eurjchem-265	11	4	ring	ring	NOUN
eurjchem-265	11	5	expansion	expansion	NOUN
eurjchem-265	11	6	c‐nucleosides	c‐nucleosides	PUNCT
eurjchem-265	11	7	spiro	spiro	NOUN
eurjchem-265	11	8	derivative	derivative	ADJ
eurjchem-265	11	9	quinuclidine	quinuclidine	NOUN
eurjchem-265	11	10	sugar	sugar	PROPN
eurjchem-265	11	11	1	1	NUM
eurjchem-265	11	12	.	.	PUNCT
eurjchem-265	12	1	introduction	introduction	NOUN
eurjchem-265	12	2	quinuclidine	quinuclidine	NOUN
eurjchem-265	12	3	is	be	AUX
eurjchem-265	12	4	a	a	DET
eurjchem-265	12	5	part	part	NOUN
eurjchem-265	12	6	of	of	ADP
eurjchem-265	12	7	the	the	DET
eurjchem-265	12	8	structure	structure	NOUN
eurjchem-265	12	9	of	of	ADP
eurjchem-265	12	10	a	a	DET
eurjchem-265	12	11	number	number	NOUN
eurjchem-265	12	12	of	of	ADP
eurjchem-265	12	13	natural	natural	ADJ
eurjchem-265	12	14	physiologically	physiologically	ADV
eurjchem-265	12	15	active	active	ADJ
eurjchem-265	12	16	compounds	compound	NOUN
eurjchem-265	12	17	and	and	CCONJ
eurjchem-265	12	18	synthetic	synthetic	ADJ
eurjchem-265	12	19	drugs	drug	NOUN
eurjchem-265	12	20	[	[	X
eurjchem-265	12	21	1‐3	1‐3	X
eurjchem-265	12	22	]	]	PUNCT
eurjchem-265	12	23	.	.	PUNCT
eurjchem-265	13	1	some	some	DET
eurjchem-265	13	2	functionalized	functionalized	ADJ
eurjchem-265	13	3	synthetic	synthetic	ADJ
eurjchem-265	13	4	quinuclidines	quinuclidine	NOUN
eurjchem-265	13	5	have	have	AUX
eurjchem-265	13	6	also	also	ADV
eurjchem-265	13	7	been	be	AUX
eurjchem-265	13	8	identified	identify	VERB
eurjchem-265	13	9	as	as	ADP
eurjchem-265	13	10	specific	specific	ADJ
eurjchem-265	13	11	muscarinic	muscarinic	ADJ
eurjchem-265	13	12	agonists	agonist	NOUN
eurjchem-265	13	13	with	with	ADP
eurjchem-265	13	14	potential	potential	NOUN
eurjchem-265	13	15	in	in	ADP
eurjchem-265	13	16	alzheimer	alzheimer	PROPN
eurjchem-265	13	17	’s	’s	PART
eurjchem-265	13	18	dementia	dementia	NOUN
eurjchem-265	13	19	therapy	therapy	NOUN
eurjchem-265	13	20	[	[	X
eurjchem-265	13	21	4,5	4,5	NUM
eurjchem-265	13	22	]	]	PUNCT
eurjchem-265	13	23	.	.	PUNCT
eurjchem-265	14	1	also	also	ADV
eurjchem-265	14	2	,	,	PUNCT
eurjchem-265	14	3	used	use	VERB
eurjchem-265	14	4	in	in	ADP
eurjchem-265	14	5	the	the	DET
eurjchem-265	14	6	synthesis	synthesis	NOUN
eurjchem-265	14	7	of	of	ADP
eurjchem-265	14	8	higher	high	ADJ
eurjchem-265	14	9	thermodynamic	thermodynamic	ADJ
eurjchem-265	14	10	stability	stability	NOUN
eurjchem-265	14	11	of	of	ADP
eurjchem-265	14	12	quinuclidine	quinuclidine	ADJ
eurjchem-265	14	13	complexes	complex	NOUN
eurjchem-265	14	14	,	,	PUNCT
eurjchem-265	14	15	as	as	ADP
eurjchem-265	14	16	1‐quinuclidine‐1‐boraadamantane	1‐quinuclidine‐1‐boraadamantane	PROPN
eurjchem-265	14	17	[	[	X
eurjchem-265	14	18	6	6	NUM
eurjchem-265	14	19	]	]	PUNCT
eurjchem-265	14	20	.	.	PUNCT
eurjchem-265	15	1	moreover	moreover	ADV
eurjchem-265	15	2	a	a	DET
eurjchem-265	15	3	variety	variety	NOUN
eurjchem-265	15	4	of	of	ADP
eurjchem-265	15	5	quaternary	quaternary	ADJ
eurjchem-265	15	6	quinuclidinium	quinuclidinium	NOUN
eurjchem-265	15	7	salts	salt	NOUN
eurjchem-265	15	8	synthesized	synthesize	VERB
eurjchem-265	15	9	via	via	ADP
eurjchem-265	15	10	the	the	DET
eurjchem-265	15	11	menschutkin	menschutkin	NOUN
eurjchem-265	15	12	reaction	reaction	NOUN
eurjchem-265	15	13	as	as	ADP
eurjchem-265	15	14	n‐ethoxycarbonylmethyl‐quinucli‐	n‐ethoxycarbonylmethyl‐quinucli‐	PROPN
eurjchem-265	15	15	dinium	dinium	NOUN
eurjchem-265	15	16	chloride	chloride	NOUN
eurjchem-265	15	17	dihydrate	dihydrate	NOUN
eurjchem-265	15	18	,	,	PUNCT
eurjchem-265	15	19	qnbe‐cl‐2h2o	qnbe‐cl‐2h2o	PUNCT
eurjchem-265	15	20	and	and	CCONJ
eurjchem-265	15	21	quinuclidine	quinuclidine	NOUN
eurjchem-265	15	22	betaine	betaine	NOUN
eurjchem-265	15	23	hydrate	hydrate	NOUN
eurjchem-265	15	24	(	(	PUNCT
eurjchem-265	15	25	n‐carboxymethyl‐quinuclidinium	n‐carboxymethyl‐quinuclidinium	NOUN
eurjchem-265	15	26	inner	inner	ADJ
eurjchem-265	15	27	salt	salt	NOUN
eurjchem-265	15	28	,	,	PUNCT
eurjchem-265	15	29	qnb‐h2o	qnb‐h2o	NOUN
eurjchem-265	15	30	)	)	PUNCT
eurjchem-265	16	1	[	[	X
eurjchem-265	16	2	7,8	7,8	NUM
eurjchem-265	16	3	]	]	PUNCT
eurjchem-265	16	4	.	.	PUNCT
eurjchem-265	17	1	as	as	ADV
eurjchem-265	17	2	much	much	ADV
eurjchem-265	17	3	as	as	SCONJ
eurjchem-265	17	4	the	the	DET
eurjchem-265	17	5	incorporation	incorporation	NOUN
eurjchem-265	17	6	of	of	ADP
eurjchem-265	17	7	mannich	mannich	PRON
eurjchem-265	17	8	bases	basis	NOUN
eurjchem-265	17	9	into	into	ADP
eurjchem-265	17	10	heterocyclic	heterocyclic	ADJ
eurjchem-265	17	11	moieties	moiety	NOUN
eurjchem-265	17	12	is	be	AUX
eurjchem-265	17	13	known	know	VERB
eurjchem-265	17	14	to	to	PART
eurjchem-265	17	15	improve	improve	VERB
eurjchem-265	17	16	their	their	PRON
eurjchem-265	17	17	pharmacological	pharmacological	ADJ
eurjchem-265	17	18	properties	property	NOUN
eurjchem-265	17	19	[	[	X
eurjchem-265	17	20	9,10	9,10	NUM
eurjchem-265	17	21	]	]	PUNCT
eurjchem-265	17	22	,	,	PUNCT
eurjchem-265	17	23	as	as	ADV
eurjchem-265	17	24	well	well	ADV
eurjchem-265	17	25	as	as	ADP
eurjchem-265	17	26	synthetic	synthetic	ADJ
eurjchem-265	17	27	potentialities	potentiality	NOUN
eurjchem-265	17	28	[	[	X
eurjchem-265	17	29	11‐15	11‐15	NUM
eurjchem-265	17	30	]	]	PUNCT
eurjchem-265	17	31	,	,	PUNCT
eurjchem-265	17	32	it	it	PRON
eurjchem-265	17	33	seemed	seem	VERB
eurjchem-265	17	34	interesting	interesting	ADJ
eurjchem-265	17	35	to	to	PART
eurjchem-265	17	36	prepare	prepare	VERB
eurjchem-265	17	37	the	the	DET
eurjchem-265	17	38	mannich	mannich	PRON
eurjchem-265	17	39	bases	basis	NOUN
eurjchem-265	17	40	of	of	ADP
eurjchem-265	17	41	quinuclidin‐3‐one	quinuclidin‐3‐one	PROPN
eurjchem-265	17	42	(	(	PUNCT
eurjchem-265	17	43	1	1	NUM
eurjchem-265	17	44	)	)	PUNCT
eurjchem-265	17	45	to	to	PART
eurjchem-265	17	46	investigate	investigate	VERB
eurjchem-265	17	47	their	their	PRON
eurjchem-265	17	48	synthetic	synthetic	ADJ
eurjchem-265	17	49	potentialities	potentiality	NOUN
eurjchem-265	17	50	.	.	PUNCT
eurjchem-265	18	1	the	the	DET
eurjchem-265	18	2	menschutkin	menschutkin	PROPN
eurjchem-265	18	3	reaction	reaction	NOUN
eurjchem-265	18	4	results	result	VERB
eurjchem-265	18	5	in	in	ADP
eurjchem-265	18	6	formation	formation	NOUN
eurjchem-265	18	7	of	of	ADP
eurjchem-265	18	8	a	a	DET
eurjchem-265	18	9	variety	variety	NOUN
eurjchem-265	18	10	of	of	ADP
eurjchem-265	18	11	quaternary	quaternary	ADJ
eurjchem-265	18	12	quinuclidinium	quinuclidinium	NOUN
eurjchem-265	18	13	salts	salt	NOUN
eurjchem-265	18	14	.	.	PUNCT
eurjchem-265	19	1	recently	recently	ADV
eurjchem-265	19	2	,	,	PUNCT
eurjchem-265	19	3	the	the	DET
eurjchem-265	19	4	structures	structure	NOUN
eurjchem-265	19	5	of	of	ADP
eurjchem-265	19	6	n‐ethoxycarbonylmethyl‐	n‐ethoxycarbonylmethyl‐	NUM
eurjchem-265	19	7	quinuclidinium	quinuclidinium	PROPN
eurjchem-265	19	8	chloride	chloride	PROPN
eurjchem-265	19	9	dihydrate	dihydrate	NOUN
eurjchem-265	19	10	,	,	PUNCT
eurjchem-265	19	11	qnbe‐cl‐2h2o	qnbe‐cl‐2h2o	PROPN
eurjchem-265	19	12	,	,	PUNCT
eurjchem-265	19	13	[	[	X
eurjchem-265	19	14	7,8	7,8	NUM
eurjchem-265	19	15	]	]	PUNCT
eurjchem-265	19	16	and	and	CCONJ
eurjchem-265	19	17	quinuclidine	quinuclidine	NOUN
eurjchem-265	19	18	betaine	betaine	NOUN
eurjchem-265	19	19	hydrate	hydrate	NOUN
eurjchem-265	19	20	(	(	PUNCT
eurjchem-265	19	21	n‐carboxymethyl‐quinucli‐	n‐carboxymethyl‐quinucli‐	ADJ
eurjchem-265	19	22	dinium	dinium	NOUN
eurjchem-265	19	23	inner	inner	ADJ
eurjchem-265	19	24	salt	salt	NOUN
eurjchem-265	19	25	,	,	PUNCT
eurjchem-265	19	26	qnb‐h2o	qnb‐h2o	NOUN
eurjchem-265	19	27	)	)	PUNCT
eurjchem-265	20	1	[	[	X
eurjchem-265	20	2	7,8	7,8	NUM
eurjchem-265	20	3	]	]	PUNCT
eurjchem-265	20	4	were	be	AUX
eurjchem-265	20	5	reported	report	VERB
eurjchem-265	20	6	.	.	PUNCT
eurjchem-265	21	1	we	we	PRON
eurjchem-265	21	2	reported	report	VERB
eurjchem-265	21	3	herein	herein	NOUN
eurjchem-265	21	4	the	the	DET
eurjchem-265	21	5	synthesis	synthesis	NOUN
eurjchem-265	21	6	of	of	ADP
eurjchem-265	21	7	novel	novel	ADJ
eurjchem-265	21	8	heterocycle‐	heterocycle‐	NOUN
eurjchem-265	21	9	annulated	annulate	VERB
eurjchem-265	21	10	quinuclidine(1‐azabicyclo[2.2.2]octane	quinuclidine(1‐azabicyclo[2.2.2]octane	PROPN
eurjchem-265	21	11	)	)	PUNCT
eurjchem-265	21	12	and	and	CCONJ
eurjchem-265	21	13	spiro	spiro	NOUN
eurjchem-265	21	14	compounds	compound	NOUN
eurjchem-265	21	15	and	and	CCONJ
eurjchem-265	21	16	also	also	ADV
eurjchem-265	21	17	ring	ring	NOUN
eurjchem-265	21	18	expansion	expansion	NOUN
eurjchem-265	21	19	based	base	VERB
eurjchem-265	21	20	on	on	ADP
eurjchem-265	21	21	the	the	DET
eurjchem-265	21	22	starting	start	VERB
eurjchem-265	21	23	quinuclidine	quinuclidine	NOUN
eurjchem-265	21	24	which	which	PRON
eurjchem-265	21	25	also	also	ADV
eurjchem-265	21	26	reacted	react	VERB
eurjchem-265	21	27	with	with	ADP
eurjchem-265	21	28	different	different	ADJ
eurjchem-265	21	29	aldohexose	aldohexose	NOUN
eurjchem-265	21	30	and	and	CCONJ
eurjchem-265	21	31	aldopentose	aldopentose	PROPN
eurjchem-265	21	32	derivatives	derivative	NOUN
eurjchem-265	21	33	.	.	PUNCT
eurjchem-265	22	1	2	2	X
eurjchem-265	22	2	.	.	X
eurjchem-265	22	3	experimental	experimental	ADJ
eurjchem-265	22	4	2.1	2.1	NUM
eurjchem-265	22	5	.	.	PUNCT
eurjchem-265	22	6	instrumentation	instrumentation	NOUN
eurjchem-265	22	7	all	all	DET
eurjchem-265	22	8	melting	melt	VERB
eurjchem-265	22	9	points	point	NOUN
eurjchem-265	22	10	were	be	AUX
eurjchem-265	22	11	determined	determine	VERB
eurjchem-265	22	12	on	on	ADP
eurjchem-265	22	13	gallenkamp	gallenkamp	ADJ
eurjchem-265	22	14	electric	electric	ADJ
eurjchem-265	22	15	melting	melting	NOUN
eurjchem-265	22	16	point	point	NOUN
eurjchem-265	22	17	apparatus	apparatus	NOUN
eurjchem-265	22	18	.	.	PUNCT
eurjchem-265	23	1	elemental	elemental	ADJ
eurjchem-265	23	2	analyses	analysis	NOUN
eurjchem-265	23	3	were	be	AUX
eurjchem-265	23	4	performed	perform	VERB
eurjchem-265	23	5	on	on	ADP
eurjchem-265	23	6	an	an	DET
eurjchem-265	23	7	ecs	ecs	PROPN
eurjchem-265	23	8	4010	4010	NUM
eurjchem-265	23	9	elemental	elemental	ADJ
eurjchem-265	23	10	combustion	combustion	NOUN
eurjchem-265	23	11	system	system	NOUN
eurjchem-265	23	12	at	at	ADP
eurjchem-265	23	13	the	the	DET
eurjchem-265	23	14	microanalytical	microanalytical	ADJ
eurjchem-265	23	15	unit	unit	NOUN
eurjchem-265	23	16	,	,	PUNCT
eurjchem-265	23	17	faculty	faculty	NOUN
eurjchem-265	23	18	of	of	ADP
eurjchem-265	23	19	science	science	NOUN
eurjchem-265	23	20	,	,	PUNCT
eurjchem-265	23	21	cairo	cairo	PROPN
eurjchem-265	23	22	university	university	PROPN
eurjchem-265	23	23	.	.	PUNCT
eurjchem-265	24	1	the	the	DET
eurjchem-265	24	2	ftir	ftir	PROPN
eurjchem-265	24	3	spectra	spectra	PROPN
eurjchem-265	24	4	were	be	AUX
eurjchem-265	24	5	measured	measure	VERB
eurjchem-265	24	6	using	use	VERB
eurjchem-265	24	7	kbr	kbr	PROPN
eurjchem-265	24	8	disc	disc	NOUN
eurjchem-265	24	9	on	on	ADP
eurjchem-265	24	10	a	a	DET
eurjchem-265	24	11	mattson	mattson	NOUN
eurjchem-265	24	12	5000	5000	NUM
eurjchem-265	24	13	ftir	ftir	PROPN
eurjchem-265	24	14	spectrometer	spectrometer	NOUN
eurjchem-265	24	15	.	.	PUNCT
eurjchem-265	25	1	the	the	DET
eurjchem-265	25	2	1h	1h	NUM
eurjchem-265	25	3	nmr	nmr	NOUN
eurjchem-265	25	4	data	datum	NOUN
eurjchem-265	25	5	were	be	AUX
eurjchem-265	25	6	obtained	obtain	VERB
eurjchem-265	25	7	in	in	ADP
eurjchem-265	25	8	cdcl3	cdcl3	NOUN
eurjchem-265	25	9	or	or	CCONJ
eurjchem-265	25	10	dmso‐d6	dmso‐d6	PROPN
eurjchem-265	25	11	on	on	ADP
eurjchem-265	25	12	varian	varian	PROPN
eurjchem-265	25	13	xl	xl	PROPN
eurjchem-265	25	14	200	200	NUM
eurjchem-265	25	15	mhz	mhz	ADJ
eurjchem-265	25	16	instrument	instrument	NOUN
eurjchem-265	25	17	using	use	VERB
eurjchem-265	25	18	tms	tms	PROPN
eurjchem-265	25	19	as	as	ADP
eurjchem-265	25	20	internal	internal	ADJ
eurjchem-265	25	21	standard	standard	NOUN
eurjchem-265	25	22	.	.	PUNCT
eurjchem-265	26	1	chemical	chemical	ADJ
eurjchem-265	26	2	shifts	shift	NOUN
eurjchem-265	26	3	were	be	AUX
eurjchem-265	26	4	reported	report	VERB
eurjchem-265	26	5	in	in	ADP
eurjchem-265	26	6	ppm	ppm	PROPN
eurjchem-265	26	7	(	(	PUNCT
eurjchem-265	26	8	δ	δ	NOUN
eurjchem-265	26	9	)	)	PUNCT
eurjchem-265	26	10	downfield	downfield	VERB
eurjchem-265	26	11	from	from	ADP
eurjchem-265	26	12	internal	internal	ADJ
eurjchem-265	26	13	tms	tms	PROPN
eurjchem-265	26	14	and	and	CCONJ
eurjchem-265	26	15	coupling	coupling	NOUN
eurjchem-265	26	16	constants	constant	NOUN
eurjchem-265	26	17	were	be	AUX
eurjchem-265	26	18	expressed	express	VERB
eurjchem-265	26	19	in	in	ADP
eurjchem-265	26	20	hertz	hertz	NOUN
eurjchem-265	26	21	.	.	PUNCT
eurjchem-265	27	1	electron	electron	NOUN
eurjchem-265	27	2	impact	impact	NOUN
eurjchem-265	27	3	(	(	PUNCT
eurjchem-265	27	4	ei	ei	NOUN
eurjchem-265	27	5	)	)	PUNCT
eurjchem-265	27	6	mass	mass	NOUN
eurjchem-265	27	7	spectra	spectra	NOUN
eurjchem-265	27	8	were	be	AUX
eurjchem-265	27	9	recorded	record	VERB
eurjchem-265	27	10	on	on	ADP
eurjchem-265	27	11	gc‐ms	gc‐ms	NOUN
eurjchem-265	27	12	qp‐1000	qp‐1000	ADJ
eurjchem-265	27	13	ex	ex	X
eurjchem-265	27	14	.	.	NOUN
eurjchem-265	27	15	shimadzu	shimadzu	PROPN
eurjchem-265	27	16	instrument	instrument	NOUN
eurjchem-265	27	17	at	at	ADP
eurjchem-265	27	18	70	70	NUM
eurjchem-265	27	19	ev	ev	NOUN
eurjchem-265	27	20	.	.	PROPN
eurjchem-265	27	21	reactions	reaction	NOUN
eurjchem-265	27	22	were	be	AUX
eurjchem-265	27	23	monitored	monitor	VERB
eurjchem-265	27	24	by	by	ADP
eurjchem-265	27	25	thin	thin	ADJ
eurjchem-265	27	26	layer	layer	NOUN
eurjchem-265	27	27	chromatography	chromatography	NOUN
eurjchem-265	27	28	(	(	PUNCT
eurjchem-265	27	29	tlc	tlc	NOUN
eurjchem-265	27	30	)	)	PUNCT
eurjchem-265	27	31	using	use	VERB
eurjchem-265	27	32	em	em	PRON
eurjchem-265	27	33	science	science	NOUN
eurjchem-265	27	34	silica	silica	NOUN
eurjchem-265	27	35	gel	gel	NOUN
eurjchem-265	27	36	coated	coat	VERB
eurjchem-265	27	37	plates	plate	NOUN
eurjchem-265	27	38	with	with	ADP
eurjchem-265	27	39	visualization	visualization	NOUN
eurjchem-265	27	40	by	by	ADP
eurjchem-265	27	41	irradiation	irradiation	NOUN
eurjchem-265	27	42	with	with	ADP
eurjchem-265	27	43	ultraviolet	ultraviolet	ADJ
eurjchem-265	27	44	lamp	lamp	NOUN
eurjchem-265	27	45	.	.	PUNCT
eurjchem-265	28	1	the	the	DET
eurjchem-265	28	2	starting	start	VERB
eurjchem-265	28	3	quinuclidine	quinuclidine	NOUN
eurjchem-265	28	4	(	(	PUNCT
eurjchem-265	28	5	1	1	NUM
eurjchem-265	28	6	)	)	PUNCT
eurjchem-265	28	7	of	of	ADP
eurjchem-265	28	8	code	code	NOUN
eurjchem-265	28	9	number	number	NOUN
eurjchem-265	28	10	(	(	PUNCT
eurjchem-265	28	11	q190‐5	q190‐5	NOUN
eurjchem-265	28	12	)	)	PUNCT
eurjchem-265	28	13	was	be	AUX
eurjchem-265	28	14	purchased	purchase	VERB
eurjchem-265	28	15	from	from	ADP
eurjchem-265	28	16	aldrich	aldrich	PROPN
eurjchem-265	28	17	company	company	NOUN
eurjchem-265	28	18	.	.	PUNCT
eurjchem-265	29	1	2.2	2.2	NUM
eurjchem-265	29	2	.	.	PUNCT
eurjchem-265	29	3	synthesis	synthesis	NOUN
eurjchem-265	29	4	2.2.1	2.2.1	NUM
eurjchem-265	29	5	.	.	PUNCT
eurjchem-265	30	1	4‐((3‐oxoquinuclidin‐2‐yl)methyl)morpholin‐4‐ium	4‐((3‐oxoquinuclidin‐2‐yl)methyl)morpholin‐4‐ium	NUM
eurjchem-265	30	2	chloride	chloride	NOUN
eurjchem-265	30	3	(	(	PUNCT
eurjchem-265	30	4	2	2	NUM
eurjchem-265	30	5	)	)	PUNCT
eurjchem-265	30	6	and	and	CCONJ
eurjchem-265	30	7	1‐((3‐oxoquinuclidin‐2‐yl)methyl	1‐((3‐oxoquinuclidin‐2‐yl)methyl	NUM
eurjchem-265	30	8	)	)	PUNCT
eurjchem-265	30	9	piperidinium	piperidinium	NOUN
eurjchem-265	30	10	acetate	acetate	NOUN
eurjchem-265	30	11	(	(	PUNCT
eurjchem-265	30	12	3	3	NUM
eurjchem-265	30	13	)	)	PUNCT
eurjchem-265	30	14	general	general	ADJ
eurjchem-265	30	15	procedure	procedure	NOUN
eurjchem-265	30	16	:	:	PUNCT
eurjchem-265	30	17	a	a	DET
eurjchem-265	30	18	mixture	mixture	NOUN
eurjchem-265	30	19	of	of	ADP
eurjchem-265	30	20	1	1	NUM
eurjchem-265	30	21	(	(	PUNCT
eurjchem-265	30	22	0.8	0.8	NUM
eurjchem-265	30	23	g	g	NOUN
eurjchem-265	30	24	,	,	PUNCT
eurjchem-265	30	25	5	5	NUM
eurjchem-265	30	26	mmol	mmol	NOUN
eurjchem-265	30	27	)	)	PUNCT
eurjchem-265	30	28	,	,	PUNCT
eurjchem-265	30	29	formalin	formalin	NOUN
eurjchem-265	30	30	(	(	PUNCT
eurjchem-265	30	31	6	6	NUM
eurjchem-265	30	32	mmol	mmol	NOUN
eurjchem-265	30	33	)	)	PUNCT
eurjchem-265	30	34	and	and	CCONJ
eurjchem-265	30	35	morpholine	morpholine	NOUN
eurjchem-265	30	36	or	or	CCONJ
eurjchem-265	30	37	piperidine	piperidine	NOUN
eurjchem-265	30	38	(	(	PUNCT
eurjchem-265	30	39	5	5	NUM
eurjchem-265	30	40	mmol	mmol	NOUN
eurjchem-265	30	41	)	)	PUNCT
eurjchem-265	30	42	was	be	AUX
eurjchem-265	30	43	refluxed	refluxe	VERB
eurjchem-265	30	44	in	in	ADP
eurjchem-265	30	45	ethanol	ethanol	NOUN
eurjchem-265	30	46	(	(	PUNCT
eurjchem-265	30	47	15	15	NUM
eurjchem-265	30	48	cm3	cm3	NOUN
eurjchem-265	30	49	)	)	PUNCT
eurjchem-265	30	50	for	for	ADP
eurjchem-265	30	51	8	8	NUM
eurjchem-265	30	52	h	h	NOUN
eurjchem-265	30	53	over	over	ADP
eurjchem-265	30	54	water	water	NOUN
eurjchem-265	30	55	bath	bath	NOUN
eurjchem-265	30	56	.	.	PUNCT
eurjchem-265	31	1	after	after	ADP
eurjchem-265	31	2	adding	add	VERB
eurjchem-265	31	3	few	few	ADJ
eurjchem-265	31	4	drops	drop	NOUN
eurjchem-265	31	5	of	of	ADP
eurjchem-265	31	6	hydrochloric	hydrochloric	ADJ
eurjchem-265	31	7	or	or	CCONJ
eurjchem-265	31	8	acetic	acetic	ADJ
eurjchem-265	31	9	acids	acid	NOUN
eurjchem-265	31	10	,	,	PUNCT
eurjchem-265	31	11	the	the	DET
eurjchem-265	31	12	precipitate	precipitate	NOUN
eurjchem-265	31	13	was	be	AUX
eurjchem-265	31	14	formed	form	VERB
eurjchem-265	31	15	,	,	PUNCT
eurjchem-265	31	16	filtered	filter	VERB
eurjchem-265	31	17	off	off	ADP
eurjchem-265	31	18	,	,	PUNCT
eurjchem-265	31	19	dried	dry	VERB
eurjchem-265	31	20	and	and	CCONJ
eurjchem-265	31	21	crystallized	crystallize	VERB
eurjchem-265	31	22	from	from	ADP
eurjchem-265	31	23	ethanol	ethanol	NOUN
eurjchem-265	31	24	to	to	PART
eurjchem-265	31	25	afford	afford	VERB
eurjchem-265	31	26	salts	salt	NOUN
eurjchem-265	31	27	of	of	ADP
eurjchem-265	31	28	mannich	mannich	PRON
eurjchem-265	31	29	bases	basis	NOUN
eurjchem-265	31	30	2	2	NUM
eurjchem-265	31	31	and	and	CCONJ
eurjchem-265	31	32	3	3	NUM
eurjchem-265	31	33	,	,	PUNCT
eurjchem-265	31	34	respectively	respectively	ADV
eurjchem-265	31	35	(	(	PUNCT
eurjchem-265	31	36	scheme	scheme	NOUN
eurjchem-265	31	37	1	1	NUM
eurjchem-265	31	38	)	)	PUNCT
eurjchem-265	31	39	.	.	PUNCT
eurjchem-265	32	1	4‐((3‐oxoquinuclidin‐2‐yl)methyl)morpholin‐4‐ium	4‐((3‐oxoquinuclidin‐2‐yl)methyl)morpholin‐4‐ium	NUM
eurjchem-265	32	2	chloride	chloride	NOUN
eurjchem-265	32	3	(	(	PUNCT
eurjchem-265	32	4	2	2	NUM
eurjchem-265	32	5	):	):	PUNCT
eurjchem-265	32	6	white	white	ADJ
eurjchem-265	32	7	crystals	crystal	NOUN
eurjchem-265	32	8	.	.	PUNCT
eurjchem-265	33	1	yield	yield	NOUN
eurjchem-265	33	2	:	:	PUNCT
eurjchem-265	33	3	15.4	15.4	NUM
eurjchem-265	33	4	%	%	NOUN
eurjchem-265	33	5	.	.	PUNCT
eurjchem-265	34	1	m.p	m.p	PROPN
eurjchem-265	34	2	.	.	PROPN
eurjchem-265	34	3	:	:	PUNCT
eurjchem-265	35	1	285	285	NUM
eurjchem-265	35	2	°	°	SYM
eurjchem-265	35	3	c	c	NOUN
eurjchem-265	35	4	.	.	PUNCT
eurjchem-265	36	1	1h	1h	NUM
eurjchem-265	36	2	nmr	nmr	NOUN
eurjchem-265	36	3	(	(	PUNCT
eurjchem-265	36	4	d2o	d2o	PROPN
eurjchem-265	36	5	,	,	PUNCT
eurjchem-265	36	6			NUM
eurjchem-265	36	7	,	,	PUNCT
eurjchem-265	36	8	ppm	ppm	NUM
eurjchem-265	36	9	):	):	PUNCT
eurjchem-265	36	10	1.8‐2.4	1.8‐2.4	NUM
eurjchem-265	36	11	(	(	PUNCT
eurjchem-265	36	12	m	m	PROPN
eurjchem-265	36	13	,	,	PUNCT
eurjchem-265	36	14	4h	4h	NUM
eurjchem-265	36	15	,	,	PUNCT
eurjchem-265	36	16	(	(	PUNCT
eurjchem-265	36	17	ch2)2c	ch2)2c	PROPN
eurjchem-265	36	18	)	)	PUNCT
eurjchem-265	36	19	,	,	PUNCT
eurjchem-265	36	20	2.66	2.66	NUM
eurjchem-265	36	21	(	(	PUNCT
eurjchem-265	36	22	m	m	PROPN
eurjchem-265	36	23	,	,	PUNCT
eurjchem-265	36	24	1h	1h	NUM
eurjchem-265	36	25	,	,	PUNCT
eurjchem-265	36	26	bridgehead	bridgehead	NOUN
eurjchem-265	36	27	)	)	PUNCT
eurjchem-265	36	28	,	,	PUNCT
eurjchem-265	36	29	3.2‐	3.2‐	NUM
eurjchem-265	36	30	4.2	4.2	NUM
eurjchem-265	36	31	(	(	PUNCT
eurjchem-265	36	32	complex	complex	ADJ
eurjchem-265	36	33	pattern	pattern	NOUN
eurjchem-265	36	34	.	.	PUNCT
eurjchem-265	36	35	,	,	PUNCT
eurjchem-265	36	36	14h	14h	NUM
eurjchem-265	36	37	,	,	PUNCT
eurjchem-265	36	38	(	(	PUNCT
eurjchem-265	36	39	ch2)5n	ch2)5n	PROPN
eurjchem-265	36	40	and	and	CCONJ
eurjchem-265	36	41	(	(	PUNCT
eurjchem-265	36	42	och2)2	och2)2	PROPN
eurjchem-265	36	43	)	)	PUNCT
eurjchem-265	36	44	,	,	PUNCT
eurjchem-265	36	45	5.6	5.6	NUM
eurjchem-265	36	46	(	(	PUNCT
eurjchem-265	36	47	t	t	PROPN
eurjchem-265	36	48	,	,	PUNCT
eurjchem-265	36	49	1h	1h	NUM
eurjchem-265	36	50	,	,	PUNCT
eurjchem-265	36	51	nchco	nchco	NOUN
eurjchem-265	36	52	)	)	PUNCT
eurjchem-265	36	53	.	.	PUNCT
eurjchem-265	37	1	ir	ir	PROPN
eurjchem-265	37	2	(	(	PUNCT
eurjchem-265	37	3	cm‐1	cm‐1	PROPN
eurjchem-265	37	4	):	):	PUNCT
eurjchem-265	37	5	1751	1751	NUM
eurjchem-265	37	6	(	(	PUNCT
eurjchem-265	37	7	co	co	NOUN
eurjchem-265	37	8	)	)	PUNCT
eurjchem-265	37	9	.	.	PUNCT
eurjchem-265	38	1	ms	ms	NOUN
eurjchem-265	38	2	(	(	PUNCT
eurjchem-265	38	3	m	m	PROPN
eurjchem-265	38	4	/	/	SYM
eurjchem-265	38	5	z	z	NOUN
eurjchem-265	38	6	,	,	PUNCT
eurjchem-265	38	7	(	(	PUNCT
eurjchem-265	38	8	%	%	INTJ
eurjchem-265	38	9	)	)	PUNCT
eurjchem-265	38	10	):	):	PUNCT
eurjchem-265	38	11	224	224	NUM
eurjchem-265	38	12	(	(	PUNCT
eurjchem-265	38	13	m+‐hcl	m+‐hcl	PROPN
eurjchem-265	38	14	,	,	PUNCT
eurjchem-265	38	15	4.70	4.70	NUM
eurjchem-265	38	16	%	%	NOUN
eurjchem-265	38	17	)	)	PUNCT
eurjchem-265	38	18	,	,	PUNCT
eurjchem-265	38	19	138	138	NUM
eurjchem-265	38	20	(	(	PUNCT
eurjchem-265	38	21	11.0	11.0	NUM
eurjchem-265	38	22	)	)	PUNCT
eurjchem-265	38	23	,	,	PUNCT
eurjchem-265	38	24	137	137	NUM
eurjchem-265	38	25	(	(	PUNCT
eurjchem-265	38	26	21.1	21.1	NUM
eurjchem-265	38	27	)	)	PUNCT
eurjchem-265	38	28	,	,	PUNCT
eurjchem-265	38	29	125	125	NUM
eurjchem-265	38	30	(	(	PUNCT
eurjchem-265	38	31	9.8	9.8	NUM
eurjchem-265	38	32	)	)	PUNCT
eurjchem-265	38	33	,	,	PUNCT
eurjchem-265	38	34	124	124	NUM
eurjchem-265	38	35	(	(	PUNCT
eurjchem-265	38	36	9.4	9.4	NUM
eurjchem-265	38	37	)	)	PUNCT
eurjchem-265	38	38	,	,	PUNCT
eurjchem-265	38	39	123	123	NUM
eurjchem-265	38	40	(	(	PUNCT
eurjchem-265	38	41	15.5	15.5	NUM
eurjchem-265	38	42	)	)	PUNCT
eurjchem-265	38	43	,	,	PUNCT
eurjchem-265	38	44	108	108	NUM
eurjchem-265	38	45	(	(	PUNCT
eurjchem-265	38	46	25.7	25.7	NUM
eurjchem-265	38	47	)	)	PUNCT
eurjchem-265	38	48	,	,	PUNCT
eurjchem-265	38	49	101	101	NUM
eurjchem-265	38	50	(	(	PUNCT
eurjchem-265	38	51	7.4	7.4	NUM
eurjchem-265	38	52	)	)	PUNCT
eurjchem-265	38	53	,	,	PUNCT
eurjchem-265	38	54	100	100	NUM
eurjchem-265	38	55	(	(	PUNCT
eurjchem-265	38	56	32.6	32.6	NUM
eurjchem-265	38	57	)	)	PUNCT
eurjchem-265	38	58	,	,	PUNCT
eurjchem-265	38	59	56	56	NUM
eurjchem-265	38	60	(	(	PUNCT
eurjchem-265	38	61	28.8	28.8	NUM
eurjchem-265	38	62	)	)	PUNCT
eurjchem-265	38	63	,	,	PUNCT
eurjchem-265	38	64	55	55	NUM
eurjchem-265	38	65	(	(	PUNCT
eurjchem-265	38	66	100	100	NUM
eurjchem-265	38	67	)	)	PUNCT
eurjchem-265	38	68	.	.	PUNCT
eurjchem-265	39	1	anal	anal	PROPN
eurjchem-265	39	2	.	.	PUNCT
eurjchem-265	39	3	calcd	calcd	NOUN
eurjchem-265	39	4	.	.	PUNCT
eurjchem-265	40	1	for	for	ADP
eurjchem-265	40	2	c12h21cln2o2	c12h21cln2o2	NOUN
eurjchem-265	40	3	(	(	PUNCT
eurjchem-265	40	4	260.76	260.76	NUM
eurjchem-265	40	5	):	):	PUNCT
eurjchem-265	40	6	c	c	X
eurjchem-265	40	7	,	,	PUNCT
eurjchem-265	40	8	55.27	55.27	NUM
eurjchem-265	40	9	;	;	PUNCT
eurjchem-265	40	10	h	h	NOUN
eurjchem-265	40	11	,	,	PUNCT
eurjchem-265	40	12	8.12	8.12	NUM
eurjchem-265	40	13	;	;	PUNCT
eurjchem-265	40	14	n	n	CCONJ
eurjchem-265	40	15	,	,	PUNCT
eurjchem-265	40	16	10.74	10.74	NUM
eurjchem-265	40	17	.	.	PUNCT
eurjchem-265	41	1	found	find	VERB
eurjchem-265	41	2	:	:	PUNCT
eurjchem-265	42	1	c	c	X
eurjchem-265	42	2	,	,	PUNCT
eurjchem-265	42	3	55.41	55.41	NUM
eurjchem-265	42	4	;	;	PUNCT
eurjchem-265	42	5	h	h	NOUN
eurjchem-265	42	6	,	,	PUNCT
eurjchem-265	42	7	8.32	8.32	NUM
eurjchem-265	42	8	;	;	PUNCT
eurjchem-265	42	9	n	n	CCONJ
eurjchem-265	42	10	,	,	PUNCT
eurjchem-265	42	11	10.62	10.62	NUM
eurjchem-265	42	12	%	%	NOUN
eurjchem-265	42	13	.	.	PUNCT
eurjchem-265	43	1	zoorob	zoorob	PROPN
eurjchem-265	43	2	et	et	PROPN
eurjchem-265	43	3	al	al	PROPN
eurjchem-265	43	4	.	.	PUNCT
eurjchem-265	43	5	/	/	SYM
eurjchem-265	43	6	european	european	PROPN
eurjchem-265	43	7	journal	journal	PROPN
eurjchem-265	43	8	of	of	ADP
eurjchem-265	43	9	chemistry	chemistry	NOUN
eurjchem-265	43	10	2	2	NUM
eurjchem-265	43	11	(	(	PUNCT
eurjchem-265	43	12	4	4	NUM
eurjchem-265	43	13	)	)	PUNCT
eurjchem-265	43	14	(	(	PUNCT
eurjchem-265	43	15	2011	2011	NUM
eurjchem-265	43	16	)	)	PUNCT
eurjchem-265	44	1	552‐557	552‐557	PROPN
eurjchem-265	44	2	553	553	NUM
eurjchem-265	44	3	reaction	reaction	NOUN
eurjchem-265	44	4	conditions	condition	NOUN
eurjchem-265	44	5	:	:	PUNCT
eurjchem-265	45	1	i	i	PRON
eurjchem-265	45	2	,	,	PUNCT
eurjchem-265	45	3	morpholine	morpholine	ADJ
eurjchem-265	45	4	,	,	PUNCT
eurjchem-265	45	5	formalin	formalin	NOUN
eurjchem-265	45	6	(	(	PUNCT
eurjchem-265	45	7	1:1:1.2	1:1:1.2	NOUN
eurjchem-265	45	8	)	)	PUNCT
eurjchem-265	45	9	,	,	PUNCT
eurjchem-265	45	10	hcl	hcl	PROPN
eurjchem-265	45	11	;	;	PUNCT
eurjchem-265	45	12	ii	ii	PROPN
eurjchem-265	45	13	,	,	PUNCT
eurjchem-265	45	14	piperidine	piperidine	NOUN
eurjchem-265	45	15	,	,	PUNCT
eurjchem-265	45	16	formalin	formalin	NOUN
eurjchem-265	45	17	(	(	PUNCT
eurjchem-265	45	18	1:1:1.2	1:1:1.2	NOUN
eurjchem-265	45	19	)	)	PUNCT
eurjchem-265	45	20	,	,	PUNCT
eurjchem-265	45	21	ch3cooh	ch3cooh	PROPN
eurjchem-265	45	22	;	;	PUNCT
eurjchem-265	45	23	iii	iii	NOUN
eurjchem-265	45	24	,	,	PUNCT
eurjchem-265	45	25	piperazine	piperazine	NOUN
eurjchem-265	45	26	,	,	PUNCT
eurjchem-265	45	27	formalin	formalin	NOUN
eurjchem-265	45	28	(	(	PUNCT
eurjchem-265	45	29	2:1:2	2:1:2	NUM
eurjchem-265	45	30	)	)	PUNCT
eurjchem-265	45	31	;	;	PUNCT
eurjchem-265	45	32	iv	iv	X
eurjchem-265	45	33	,	,	PUNCT
eurjchem-265	45	34	malononitrile	malononitrile	NOUN
eurjchem-265	45	35	;	;	PUNCT
eurjchem-265	45	36	v	v	X
eurjchem-265	45	37	,	,	PUNCT
eurjchem-265	45	38	sulfuric	sulfuric	ADJ
eurjchem-265	45	39	acid	acid	NOUN
eurjchem-265	45	40	,	,	PUNCT
eurjchem-265	45	41	chloroform	chloroform	NOUN
eurjchem-265	45	42	,	,	PUNCT
eurjchem-265	45	43	vi	vi	NOUN
eurjchem-265	45	44	,	,	PUNCT
eurjchem-265	45	45	formalin	formalin	NOUN
eurjchem-265	45	46	,	,	PUNCT
eurjchem-265	45	47	methylamine	methylamine	NOUN
eurjchem-265	45	48	(	(	PUNCT
eurjchem-265	45	49	1:20:2	1:20:2	NUM
eurjchem-265	45	50	)	)	PUNCT
eurjchem-265	45	51	;	;	PUNCT
eurjchem-265	45	52	vii	vii	PROPN
eurjchem-265	45	53	,	,	PUNCT
eurjchem-265	45	54	glucose	glucose	NOUN
eurjchem-265	45	55	,	,	PUNCT
eurjchem-265	45	56	morpholin	morpholin	PROPN
eurjchem-265	45	57	;	;	PUNCT
eurjchem-265	45	58	nan3	nan3	PROPN
eurjchem-265	45	59	;	;	PUNCT
eurjchem-265	45	60	viii	viii	PROPN
eurjchem-265	45	61	,	,	PUNCT
eurjchem-265	45	62	aqueous	aqueous	PROPN
eurjchem-265	45	63	kcn	kcn	PROPN
eurjchem-265	45	64	,	,	PUNCT
eurjchem-265	45	65	thiourea	thiourea	NOUN
eurjchem-265	45	66	.	.	PUNCT
eurjchem-265	46	1	scheme	scheme	NOUN
eurjchem-265	46	2	1	1	NUM
eurjchem-265	46	3	1‐((3‐oxoquinuclidin‐2‐yl)methyl)piperidinium	1‐((3‐oxoquinuclidin‐2‐yl)methyl)piperidinium	NUM
eurjchem-265	46	4	acetate	acetate	NOUN
eurjchem-265	46	5	(	(	PUNCT
eurjchem-265	46	6	3	3	NUM
eurjchem-265	46	7	):	):	PUNCT
eurjchem-265	46	8	white	white	ADJ
eurjchem-265	46	9	crystals	crystal	NOUN
eurjchem-265	46	10	.	.	PUNCT
eurjchem-265	47	1	yield	yield	NOUN
eurjchem-265	47	2	:	:	PUNCT
eurjchem-265	47	3	25	25	NUM
eurjchem-265	47	4	%	%	NOUN
eurjchem-265	47	5	.	.	PUNCT
eurjchem-265	48	1	m.p	m.p	PROPN
eurjchem-265	48	2	.	.	PROPN
eurjchem-265	48	3	:	:	PUNCT
eurjchem-265	49	1	250	250	NUM
eurjchem-265	49	2	°	°	NOUN
eurjchem-265	49	3	c	c	NOUN
eurjchem-265	49	4	.	.	PUNCT
eurjchem-265	50	1	ir	ir	PROPN
eurjchem-265	50	2	(	(	PUNCT
eurjchem-265	50	3	cm‐1	cm‐1	PROPN
eurjchem-265	50	4	):	):	PUNCT
eurjchem-265	50	5	1746	1746	NUM
eurjchem-265	50	6	(	(	PUNCT
eurjchem-265	50	7	co	co	NOUN
eurjchem-265	50	8	)	)	PUNCT
eurjchem-265	50	9	.	.	PUNCT
eurjchem-265	51	1	ms	ms	NOUN
eurjchem-265	51	2	(	(	PUNCT
eurjchem-265	51	3	m	m	PROPN
eurjchem-265	51	4	/	/	SYM
eurjchem-265	51	5	z	z	NOUN
eurjchem-265	51	6	,	,	PUNCT
eurjchem-265	51	7	(	(	PUNCT
eurjchem-265	51	8	%	%	INTJ
eurjchem-265	51	9	)	)	PUNCT
eurjchem-265	51	10	):	):	PUNCT
eurjchem-265	51	11	222	222	NUM
eurjchem-265	51	12	(	(	PUNCT
eurjchem-265	51	13	m+‐ch3cooh	m+‐ch3cooh	NOUN
eurjchem-265	51	14	,	,	PUNCT
eurjchem-265	51	15	0.1	0.1	NUM
eurjchem-265	51	16	%	%	NOUN
eurjchem-265	51	17	)	)	PUNCT
eurjchem-265	51	18	,	,	PUNCT
eurjchem-265	51	19	221	221	NUM
eurjchem-265	51	20	(	(	PUNCT
eurjchem-265	51	21	0.1	0.1	NUM
eurjchem-265	51	22	)	)	PUNCT
eurjchem-265	51	23	,	,	PUNCT
eurjchem-265	51	24	137	137	NUM
eurjchem-265	51	25	(	(	PUNCT
eurjchem-265	51	26	19.8	19.8	NUM
eurjchem-265	51	27	)	)	PUNCT
eurjchem-265	51	28	,	,	PUNCT
eurjchem-265	51	29	124	124	NUM
eurjchem-265	51	30	(	(	PUNCT
eurjchem-265	51	31	0.7	0.7	NUM
eurjchem-265	51	32	)	)	PUNCT
eurjchem-265	51	33	,	,	PUNCT
eurjchem-265	51	34	54	54	NUM
eurjchem-265	51	35	(	(	PUNCT
eurjchem-265	51	36	100	100	NUM
eurjchem-265	51	37	)	)	PUNCT
eurjchem-265	51	38	.	.	PUNCT
eurjchem-265	52	1	anal	anal	PROPN
eurjchem-265	52	2	.	.	PUNCT
eurjchem-265	52	3	calcd	calcd	NOUN
eurjchem-265	52	4	.	.	PUNCT
eurjchem-265	53	1	for	for	ADP
eurjchem-265	53	2	c15h26n2o3	c15h26n2o3	PROPN
eurjchem-265	53	3	(	(	PUNCT
eurjchem-265	53	4	282.38	282.38	NUM
eurjchem-265	53	5	):	):	PUNCT
eurjchem-265	53	6	c	c	X
eurjchem-265	53	7	,	,	PUNCT
eurjchem-265	53	8	63.80	63.80	NUM
eurjchem-265	53	9	;	;	PUNCT
eurjchem-265	53	10	h	h	NOUN
eurjchem-265	53	11	,	,	PUNCT
eurjchem-265	53	12	9.28	9.28	NUM
eurjchem-265	53	13	;	;	PUNCT
eurjchem-265	53	14	n	n	CCONJ
eurjchem-265	53	15	,	,	PUNCT
eurjchem-265	53	16	9.92	9.92	NUM
eurjchem-265	53	17	.	.	PUNCT
eurjchem-265	53	18	found	find	VERB
eurjchem-265	53	19	:	:	PUNCT
eurjchem-265	54	1	c	c	X
eurjchem-265	54	2	,	,	PUNCT
eurjchem-265	54	3	63.72	63.72	NUM
eurjchem-265	54	4	;	;	PUNCT
eurjchem-265	54	5	h	h	X
eurjchem-265	54	6	,	,	PUNCT
eurjchem-265	54	7	9.31	9.31	NUM
eurjchem-265	54	8	;	;	PUNCT
eurjchem-265	54	9	n	n	CCONJ
eurjchem-265	54	10	,	,	PUNCT
eurjchem-265	54	11	9.87	9.87	NUM
eurjchem-265	54	12	%	%	NOUN
eurjchem-265	54	13	.	.	PUNCT
eurjchem-265	55	1	2.2.2	2.2.2	NUM
eurjchem-265	55	2	.	.	NOUN
eurjchem-265	55	3	2,2'‐(piperazine‐1,4‐diylbis(methylene	2,2'‐(piperazine‐1,4‐diylbis(methylene	NUM
eurjchem-265	55	4	)	)	PUNCT
eurjchem-265	55	5	)	)	PUNCT
eurjchem-265	55	6	bis(quinuclidin‐3‐one	bis(quinuclidin‐3‐one	NOUN
eurjchem-265	55	7	)	)	PUNCT
eurjchem-265	55	8	(	(	PUNCT
eurjchem-265	55	9	4	4	X
eurjchem-265	55	10	)	)	PUNCT
eurjchem-265	55	11	compound	compound	NOUN
eurjchem-265	55	12	1	1	NUM
eurjchem-265	55	13	(	(	PUNCT
eurjchem-265	55	14	0.8	0.8	NUM
eurjchem-265	55	15	g	g	NOUN
eurjchem-265	55	16	,	,	PUNCT
eurjchem-265	55	17	5	5	NUM
eurjchem-265	55	18	mmol	mmol	NOUN
eurjchem-265	55	19	)	)	PUNCT
eurjchem-265	55	20	was	be	AUX
eurjchem-265	55	21	added	add	VERB
eurjchem-265	55	22	to	to	ADP
eurjchem-265	55	23	a	a	DET
eurjchem-265	55	24	mixture	mixture	NOUN
eurjchem-265	55	25	of	of	ADP
eurjchem-265	55	26	formalin	formalin	NOUN
eurjchem-265	55	27	(	(	PUNCT
eurjchem-265	55	28	0.2	0.2	NUM
eurjchem-265	55	29	g	g	NOUN
eurjchem-265	55	30	,	,	PUNCT
eurjchem-265	55	31	6	6	NUM
eurjchem-265	55	32	mmol	mmol	NOUN
eurjchem-265	55	33	)	)	PUNCT
eurjchem-265	55	34	and	and	CCONJ
eurjchem-265	55	35	piperazine	piperazine	NOUN
eurjchem-265	55	36	(	(	PUNCT
eurjchem-265	55	37	0.46	0.46	NUM
eurjchem-265	55	38	g	g	NOUN
eurjchem-265	55	39	,	,	PUNCT
eurjchem-265	55	40	2.5	2.5	NUM
eurjchem-265	55	41	mmol	mmol	NOUN
eurjchem-265	55	42	)	)	PUNCT
eurjchem-265	55	43	in	in	ADP
eurjchem-265	55	44	ethanol	ethanol	NOUN
eurjchem-265	55	45	(	(	PUNCT
eurjchem-265	55	46	15	15	NUM
eurjchem-265	55	47	cm3	cm3	NOUN
eurjchem-265	55	48	)	)	PUNCT
eurjchem-265	55	49	.	.	PUNCT
eurjchem-265	56	1	the	the	DET
eurjchem-265	56	2	reaction	reaction	NOUN
eurjchem-265	56	3	mixture	mixture	NOUN
eurjchem-265	56	4	was	be	AUX
eurjchem-265	56	5	refluxed	refluxe	VERB
eurjchem-265	56	6	for	for	ADP
eurjchem-265	56	7	2	2	NUM
eurjchem-265	56	8	h	h	NOUN
eurjchem-265	56	9	over	over	ADP
eurjchem-265	56	10	water	water	NOUN
eurjchem-265	56	11	bath	bath	NOUN
eurjchem-265	56	12	.	.	PUNCT
eurjchem-265	57	1	after	after	ADP
eurjchem-265	57	2	addition	addition	NOUN
eurjchem-265	57	3	of	of	ADP
eurjchem-265	57	4	few	few	ADJ
eurjchem-265	57	5	drops	drop	NOUN
eurjchem-265	57	6	of	of	ADP
eurjchem-265	57	7	concentrated	concentrated	ADJ
eurjchem-265	57	8	hydrochloric	hydrochloric	ADJ
eurjchem-265	57	9	acid	acid	NOUN
eurjchem-265	57	10	,	,	PUNCT
eurjchem-265	57	11	the	the	DET
eurjchem-265	57	12	precipitate	precipitate	NOUN
eurjchem-265	57	13	was	be	AUX
eurjchem-265	57	14	formed	form	VERB
eurjchem-265	57	15	,	,	PUNCT
eurjchem-265	57	16	filtered	filter	VERB
eurjchem-265	57	17	off	off	ADP
eurjchem-265	57	18	,	,	PUNCT
eurjchem-265	57	19	washed	wash	VERB
eurjchem-265	57	20	with	with	ADP
eurjchem-265	57	21	ethanol	ethanol	NOUN
eurjchem-265	57	22	,	,	PUNCT
eurjchem-265	57	23	dried	dry	VERB
eurjchem-265	57	24	and	and	CCONJ
eurjchem-265	57	25	crystallized	crystallize	VERB
eurjchem-265	57	26	from	from	ADP
eurjchem-265	57	27	ethanol	ethanol	NOUN
eurjchem-265	57	28	to	to	PART
eurjchem-265	57	29	give	give	VERB
eurjchem-265	57	30	the	the	DET
eurjchem-265	57	31	bis(quinuclidin‐3‐one	bis(quinuclidin‐3‐one	NOUN
eurjchem-265	57	32	)	)	PUNCT
eurjchem-265	57	33	4	4	NUM
eurjchem-265	57	34	as	as	ADP
eurjchem-265	57	35	white	white	ADJ
eurjchem-265	57	36	crystals	crystal	NOUN
eurjchem-265	57	37	(	(	PUNCT
eurjchem-265	57	38	scheme	scheme	NOUN
eurjchem-265	57	39	1	1	NUM
eurjchem-265	57	40	)	)	PUNCT
eurjchem-265	57	41	.	.	PUNCT
eurjchem-265	58	1	yield	yield	NOUN
eurjchem-265	58	2	:	:	PUNCT
eurjchem-265	58	3	51.7	51.7	NUM
eurjchem-265	58	4	%	%	NOUN
eurjchem-265	58	5	.	.	PUNCT
eurjchem-265	59	1	m.p	m.p	PROPN
eurjchem-265	59	2	.	.	PROPN
eurjchem-265	59	3	:	:	PUNCT
eurjchem-265	60	1	274	274	NUM
eurjchem-265	60	2	°	°	NOUN
eurjchem-265	60	3	c	c	X
eurjchem-265	60	4	.	.	PUNCT
eurjchem-265	61	1	ir	ir	PROPN
eurjchem-265	61	2	(	(	PUNCT
eurjchem-265	61	3	cm‐1	cm‐1	PROPN
eurjchem-265	61	4	):	):	PUNCT
eurjchem-265	61	5	1745	1745	NUM
eurjchem-265	61	6	,	,	PUNCT
eurjchem-265	61	7	1750	1750	NUM
eurjchem-265	61	8	(	(	PUNCT
eurjchem-265	61	9	2co	2co	NOUN
eurjchem-265	61	10	)	)	PUNCT
eurjchem-265	61	11	.	.	PUNCT
eurjchem-265	62	1	ms	ms	NOUN
eurjchem-265	62	2	(	(	PUNCT
eurjchem-265	62	3	m	m	PROPN
eurjchem-265	62	4	/	/	SYM
eurjchem-265	62	5	z	z	NOUN
eurjchem-265	62	6	,	,	PUNCT
eurjchem-265	62	7	(	(	PUNCT
eurjchem-265	62	8	%	%	INTJ
eurjchem-265	62	9	)	)	PUNCT
eurjchem-265	62	10	):	):	PUNCT
eurjchem-265	62	11	363	363	NUM
eurjchem-265	62	12	(	(	PUNCT
eurjchem-265	62	13	m+3	m+3	PROPN
eurjchem-265	62	14	,	,	PUNCT
eurjchem-265	62	15	3.8	3.8	NUM
eurjchem-265	62	16	%	%	NOUN
eurjchem-265	62	17	)	)	PUNCT
eurjchem-265	62	18	,	,	PUNCT
eurjchem-265	62	19	303	303	NUM
eurjchem-265	62	20	(	(	PUNCT
eurjchem-265	62	21	3.9	3.9	NUM
eurjchem-265	62	22	)	)	PUNCT
eurjchem-265	62	23	,	,	PUNCT
eurjchem-265	62	24	236	236	NUM
eurjchem-265	62	25	(	(	PUNCT
eurjchem-265	62	26	2.7	2.7	NUM
eurjchem-265	62	27	)	)	PUNCT
eurjchem-265	62	28	,	,	PUNCT
eurjchem-265	62	29	235	235	NUM
eurjchem-265	62	30	(	(	PUNCT
eurjchem-265	62	31	2.7	2.7	NUM
eurjchem-265	62	32	)	)	PUNCT
eurjchem-265	62	33	,	,	PUNCT
eurjchem-265	62	34	224	224	NUM
eurjchem-265	62	35	(	(	PUNCT
eurjchem-265	62	36	2.7	2.7	NUM
eurjchem-265	62	37	)	)	PUNCT
eurjchem-265	62	38	,	,	PUNCT
eurjchem-265	62	39	138	138	NUM
eurjchem-265	62	40	(	(	PUNCT
eurjchem-265	62	41	3.5	3.5	NUM
eurjchem-265	62	42	)	)	PUNCT
eurjchem-265	62	43	,	,	PUNCT
eurjchem-265	62	44	125	125	NUM
eurjchem-265	62	45	(	(	PUNCT
eurjchem-265	62	46	3.1	3.1	NUM
eurjchem-265	62	47	)	)	PUNCT
eurjchem-265	62	48	,	,	PUNCT
eurjchem-265	62	49	124	124	NUM
eurjchem-265	62	50	(	(	PUNCT
eurjchem-265	62	51	5.0	5.0	NUM
eurjchem-265	62	52	)	)	PUNCT
eurjchem-265	62	53	,	,	PUNCT
eurjchem-265	62	54	123	123	NUM
eurjchem-265	62	55	(	(	PUNCT
eurjchem-265	62	56	4.5	4.5	NUM
eurjchem-265	62	57	)	)	PUNCT
eurjchem-265	62	58	,	,	PUNCT
eurjchem-265	62	59	112	112	NUM
eurjchem-265	62	60	(	(	PUNCT
eurjchem-265	62	61	3.9	3.9	NUM
eurjchem-265	62	62	)	)	PUNCT
eurjchem-265	62	63	,	,	PUNCT
eurjchem-265	62	64	110	110	NUM
eurjchem-265	62	65	(	(	PUNCT
eurjchem-265	62	66	8.1	8.1	NUM
eurjchem-265	62	67	)	)	PUNCT
eurjchem-265	62	68	,	,	PUNCT
eurjchem-265	62	69	84	84	NUM
eurjchem-265	62	70	(	(	PUNCT
eurjchem-265	62	71	1.2	1.2	NUM
eurjchem-265	62	72	)	)	PUNCT
eurjchem-265	62	73	,	,	PUNCT
eurjchem-265	62	74	82	82	NUM
eurjchem-265	62	75	(	(	PUNCT
eurjchem-265	62	76	10.6	10.6	NUM
eurjchem-265	62	77	)	)	PUNCT
eurjchem-265	62	78	,	,	PUNCT
eurjchem-265	62	79	69	69	NUM
eurjchem-265	62	80	(	(	PUNCT
eurjchem-265	62	81	100	100	NUM
eurjchem-265	62	82	)	)	PUNCT
eurjchem-265	62	83	.	.	PUNCT
eurjchem-265	63	1	anal	anal	PROPN
eurjchem-265	63	2	.	.	PUNCT
eurjchem-265	63	3	calcd	calcd	NOUN
eurjchem-265	63	4	.	.	PUNCT
eurjchem-265	64	1	for	for	SCONJ
eurjchem-265	64	2	c20h32n4o2	c20h32n4o2	PROPN
eurjchem-265	64	3	(	(	PUNCT
eurjchem-265	64	4	360.49	360.49	NUM
eurjchem-265	64	5	):	):	PUNCT
eurjchem-265	64	6	c	c	X
eurjchem-265	64	7	,	,	PUNCT
eurjchem-265	64	8	66.63	66.63	NUM
eurjchem-265	64	9	;	;	PUNCT
eurjchem-265	64	10	h	h	NOUN
eurjchem-265	64	11	,	,	PUNCT
eurjchem-265	64	12	8.95	8.95	NUM
eurjchem-265	64	13	;	;	PUNCT
eurjchem-265	64	14	n	n	CCONJ
eurjchem-265	64	15	,	,	PUNCT
eurjchem-265	64	16	15.54	15.54	NUM
eurjchem-265	64	17	.	.	PUNCT
eurjchem-265	64	18	found	find	VERB
eurjchem-265	64	19	:	:	PUNCT
eurjchem-265	65	1	c	c	X
eurjchem-265	65	2	,	,	PUNCT
eurjchem-265	65	3	66.72	66.72	NUM
eurjchem-265	65	4	;	;	PUNCT
eurjchem-265	65	5	h	h	NOUN
eurjchem-265	65	6	,	,	PUNCT
eurjchem-265	65	7	8.81	8.81	NUM
eurjchem-265	65	8	;	;	PUNCT
eurjchem-265	65	9	n	n	CCONJ
eurjchem-265	65	10	,	,	PUNCT
eurjchem-265	65	11	15.44	15.44	NUM
eurjchem-265	65	12	%	%	NOUN
eurjchem-265	65	13	.	.	PUNCT
eurjchem-265	66	1	2.2.3	2.2.3	X
eurjchem-265	66	2	.	.	X
eurjchem-265	67	1	5‐amino‐6‐oxa‐1‐aza‐tricyclo[6.2.2.02,7]dodeca‐2(7),4‐	5‐amino‐6‐oxa‐1‐aza‐tricyclo[6.2.2.02,7]dodeca‐2(7),4‐	NUM
eurjchem-265	67	2	diene‐4‐carbonitrile	diene‐4‐carbonitrile	PROPN
eurjchem-265	67	3	(	(	PUNCT
eurjchem-265	67	4	5	5	NUM
eurjchem-265	67	5	)	)	PUNCT
eurjchem-265	67	6	a	a	DET
eurjchem-265	67	7	solution	solution	NOUN
eurjchem-265	67	8	of	of	ADP
eurjchem-265	67	9	mannish	mannish	ADJ
eurjchem-265	67	10	base	base	NOUN
eurjchem-265	67	11	2	2	NUM
eurjchem-265	67	12	(	(	PUNCT
eurjchem-265	67	13	0.18	0.18	NUM
eurjchem-265	67	14	g	g	NOUN
eurjchem-265	67	15	,	,	PUNCT
eurjchem-265	67	16	0.7	0.7	NUM
eurjchem-265	67	17	mmol	mmol	NOUN
eurjchem-265	67	18	)	)	PUNCT
eurjchem-265	67	19	in	in	ADP
eurjchem-265	67	20	ethanol	ethanol	NOUN
eurjchem-265	67	21	(	(	PUNCT
eurjchem-265	67	22	10	10	NUM
eurjchem-265	67	23	cm3	cm3	NOUN
eurjchem-265	67	24	)	)	PUNCT
eurjchem-265	67	25	and	and	CCONJ
eurjchem-265	67	26	malononitrile	malononitrile	NOUN
eurjchem-265	67	27	(	(	PUNCT
eurjchem-265	67	28	0.05	0.05	NUM
eurjchem-265	67	29	g	g	NOUN
eurjchem-265	67	30	,	,	PUNCT
eurjchem-265	67	31	0.7	0.7	NUM
eurjchem-265	67	32	mmol	mmol	NOUN
eurjchem-265	67	33	)	)	PUNCT
eurjchem-265	67	34	heated	heat	VERB
eurjchem-265	67	35	for	for	ADP
eurjchem-265	67	36	deamination	deamination	NOUN
eurjchem-265	67	37	[	[	X
eurjchem-265	67	38	detected	detect	VERB
eurjchem-265	67	39	by	by	ADP
eurjchem-265	67	40	red	red	ADJ
eurjchem-265	67	41	litmus	litmus	PROPN
eurjchem-265	67	42	paper	paper	NOUN
eurjchem-265	67	43	change	change	NOUN
eurjchem-265	67	44	to	to	PART
eurjchem-265	67	45	blue	blue	VERB
eurjchem-265	67	46	]	]	PUNCT
eurjchem-265	67	47	then	then	ADV
eurjchem-265	67	48	evaporated	evaporate	VERB
eurjchem-265	67	49	ethanol	ethanol	NOUN
eurjchem-265	67	50	under	under	ADP
eurjchem-265	67	51	reduced	reduced	ADJ
eurjchem-265	67	52	pressure	pressure	NOUN
eurjchem-265	67	53	then	then	ADV
eurjchem-265	67	54	the	the	DET
eurjchem-265	67	55	reaction	reaction	NOUN
eurjchem-265	67	56	mixture	mixture	NOUN
eurjchem-265	67	57	was	be	AUX
eurjchem-265	67	58	refluxed	refluxe	VERB
eurjchem-265	67	59	in	in	ADP
eurjchem-265	67	60	dry	dry	ADJ
eurjchem-265	67	61	toluene	toluene	NOUN
eurjchem-265	67	62	for	for	ADP
eurjchem-265	67	63	3	3	NUM
eurjchem-265	67	64	h.	h.	NOUN
eurjchem-265	67	65	the	the	DET
eurjchem-265	67	66	reaction	reaction	NOUN
eurjchem-265	67	67	mixture	mixture	NOUN
eurjchem-265	67	68	was	be	AUX
eurjchem-265	67	69	left	leave	VERB
eurjchem-265	67	70	to	to	PART
eurjchem-265	67	71	stand	stand	VERB
eurjchem-265	67	72	overnight	overnight	ADV
eurjchem-265	67	73	;	;	PUNCT
eurjchem-265	67	74	after	after	SCONJ
eurjchem-265	67	75	the	the	DET
eurjchem-265	67	76	solvent	solvent	NOUN
eurjchem-265	67	77	was	be	AUX
eurjchem-265	67	78	evaporated	evaporate	VERB
eurjchem-265	67	79	an	an	DET
eurjchem-265	67	80	oily	oily	ADJ
eurjchem-265	67	81	product	product	NOUN
eurjchem-265	67	82	was	be	AUX
eurjchem-265	67	83	obtained	obtain	VERB
eurjchem-265	67	84	which	which	PRON
eurjchem-265	67	85	crystallized	crystallize	VERB
eurjchem-265	67	86	from	from	ADP
eurjchem-265	67	87	ethanol	ethanol	NOUN
eurjchem-265	67	88	to	to	PART
eurjchem-265	67	89	give	give	VERB
eurjchem-265	67	90	5	5	NUM
eurjchem-265	67	91	as	as	ADP
eurjchem-265	67	92	brown	brown	ADJ
eurjchem-265	67	93	crystals	crystal	NOUN
eurjchem-265	67	94	(	(	PUNCT
eurjchem-265	67	95	scheme	scheme	NOUN
eurjchem-265	67	96	1	1	NUM
eurjchem-265	67	97	)	)	PUNCT
eurjchem-265	67	98	.	.	PUNCT
eurjchem-265	68	1	yield	yield	NOUN
eurjchem-265	68	2	:	:	PUNCT
eurjchem-265	68	3	42.2	42.2	NUM
eurjchem-265	68	4	%	%	NOUN
eurjchem-265	68	5	.	.	PUNCT
eurjchem-265	69	1	m.p	m.p	PROPN
eurjchem-265	69	2	.	.	PROPN
eurjchem-265	69	3	:	:	PUNCT
eurjchem-265	70	1	205	205	NUM
eurjchem-265	70	2	°	°	SYM
eurjchem-265	70	3	c	c	X
eurjchem-265	70	4	.	.	PUNCT
eurjchem-265	70	5	1h	1h	NUM
eurjchem-265	70	6	nmr	nmr	NOUN
eurjchem-265	70	7	(	(	PUNCT
eurjchem-265	70	8	cdcl3	cdcl3	NOUN
eurjchem-265	70	9	,	,	PUNCT
eurjchem-265	70	10			NUM
eurjchem-265	70	11	,	,	PUNCT
eurjchem-265	70	12	ppm	ppm	NUM
eurjchem-265	70	13	):	):	PUNCT
eurjchem-265	70	14	1.90‐2.19	1.90‐2.19	NUM
eurjchem-265	70	15	(	(	PUNCT
eurjchem-265	70	16	m	m	PROPN
eurjchem-265	70	17	,	,	PUNCT
eurjchem-265	70	18	4h	4h	NUM
eurjchem-265	70	19	,	,	PUNCT
eurjchem-265	70	20	(	(	PUNCT
eurjchem-265	70	21	ch2)2c	ch2)2c	PROPN
eurjchem-265	70	22	)	)	PUNCT
eurjchem-265	70	23	,	,	PUNCT
eurjchem-265	70	24	2.52	2.52	NUM
eurjchem-265	70	25	(	(	PUNCT
eurjchem-265	70	26	s	s	PROPN
eurjchem-265	70	27	,	,	PUNCT
eurjchem-265	70	28	2h	2h	NUM
eurjchem-265	70	29	,	,	PUNCT
eurjchem-265	70	30	nh2	nh2	PROPN
eurjchem-265	70	31	)	)	PUNCT
eurjchem-265	70	32	,	,	PUNCT
eurjchem-265	70	33	3.24‐3.31	3.24‐3.31	PROPN
eurjchem-265	70	34	(	(	PUNCT
eurjchem-265	70	35	m	m	PROPN
eurjchem-265	70	36	,	,	PUNCT
eurjchem-265	70	37	5h	5h	NUM
eurjchem-265	70	38	,	,	PUNCT
eurjchem-265	70	39	bridgehead	bridgehead	ADJ
eurjchem-265	70	40	proton	proton	NOUN
eurjchem-265	70	41	and	and	CCONJ
eurjchem-265	70	42	(	(	PUNCT
eurjchem-265	70	43	ch2)2n	ch2)2n	NUM
eurjchem-265	70	44	)	)	PUNCT
eurjchem-265	70	45	)	)	PUNCT
eurjchem-265	70	46	,	,	PUNCT
eurjchem-265	70	47	4.58	4.58	NUM
eurjchem-265	70	48	(	(	PUNCT
eurjchem-265	70	49	s	s	PROPN
eurjchem-265	70	50	,	,	PUNCT
eurjchem-265	70	51	2h	2h	NUM
eurjchem-265	70	52	,	,	PUNCT
eurjchem-265	70	53	c	c	X
eurjchem-265	70	54	=	=	NOUN
eurjchem-265	70	55	c‐ch2‐c	c‐ch2‐c	NOUN
eurjchem-265	70	56	=	=	SYM
eurjchem-265	70	57	c	c	NOUN
eurjchem-265	70	58	)	)	PUNCT
eurjchem-265	70	59	.	.	PUNCT
eurjchem-265	71	1	ir	ir	PROPN
eurjchem-265	71	2	(	(	PUNCT
eurjchem-265	71	3	cm‐1	cm‐1	PROPN
eurjchem-265	71	4	):	):	PUNCT
eurjchem-265	71	5	3458	3458	NUM
eurjchem-265	71	6	,	,	PUNCT
eurjchem-265	71	7	3300	3300	NUM
eurjchem-265	71	8	(	(	PUNCT
eurjchem-265	71	9	nh2	nh2	PROPN
eurjchem-265	71	10	)	)	PUNCT
eurjchem-265	71	11	,	,	PUNCT
eurjchem-265	71	12	2236	2236	NUM
eurjchem-265	71	13	(	(	PUNCT
eurjchem-265	71	14	cn	cn	PROPN
eurjchem-265	71	15	)	)	PUNCT
eurjchem-265	71	16	,	,	PUNCT
eurjchem-265	71	17	1620	1620	NUM
eurjchem-265	71	18	(	(	PUNCT
eurjchem-265	71	19	c	c	NOUN
eurjchem-265	71	20	=	=	SYM
eurjchem-265	71	21	c	c	NOUN
eurjchem-265	71	22	)	)	PUNCT
eurjchem-265	71	23	,	,	PUNCT
eurjchem-265	71	24	1381	1381	NUM
eurjchem-265	71	25	(	(	PUNCT
eurjchem-265	71	26	stretching	stretch	VERB
eurjchem-265	71	27	c‐	c‐	NOUN
eurjchem-265	71	28	n	n	CCONJ
eurjchem-265	71	29	)	)	PUNCT
eurjchem-265	71	30	.	.	PUNCT
eurjchem-265	72	1	ms	ms	NOUN
eurjchem-265	72	2	(	(	PUNCT
eurjchem-265	72	3	m	m	PROPN
eurjchem-265	72	4	/	/	SYM
eurjchem-265	72	5	z	z	NOUN
eurjchem-265	72	6	,	,	PUNCT
eurjchem-265	72	7	(	(	PUNCT
eurjchem-265	72	8	%	%	INTJ
eurjchem-265	72	9	)	)	PUNCT
eurjchem-265	72	10	):	):	PUNCT
eurjchem-265	72	11	202	202	NUM
eurjchem-265	72	12	(	(	PUNCT
eurjchem-265	72	13	m+‐h	m+‐h	NOUN
eurjchem-265	72	14	,	,	PUNCT
eurjchem-265	72	15	1.3	1.3	NUM
eurjchem-265	72	16	%	%	NOUN
eurjchem-265	72	17	)	)	PUNCT
eurjchem-265	72	18	,	,	PUNCT
eurjchem-265	72	19	176	176	NUM
eurjchem-265	72	20	(	(	PUNCT
eurjchem-265	72	21	2.5	2.5	NUM
eurjchem-265	72	22	)	)	PUNCT
eurjchem-265	72	23	,	,	PUNCT
eurjchem-265	72	24	175	175	NUM
eurjchem-265	72	25	(	(	PUNCT
eurjchem-265	72	26	3.5	3.5	NUM
eurjchem-265	72	27	)	)	PUNCT
eurjchem-265	72	28	,	,	PUNCT
eurjchem-265	72	29	174	174	NUM
eurjchem-265	72	30	(	(	PUNCT
eurjchem-265	72	31	18.8	18.8	NUM
eurjchem-265	72	32	)	)	PUNCT
eurjchem-265	72	33	,	,	PUNCT
eurjchem-265	72	34	173	173	NUM
eurjchem-265	72	35	(	(	PUNCT
eurjchem-265	72	36	100	100	NUM
eurjchem-265	72	37	)	)	PUNCT
eurjchem-265	72	38	,	,	PUNCT
eurjchem-265	72	39	159	159	NUM
eurjchem-265	72	40	(	(	PUNCT
eurjchem-265	72	41	4.6	4.6	NUM
eurjchem-265	72	42	)	)	PUNCT
eurjchem-265	72	43	,	,	PUNCT
eurjchem-265	72	44	158	158	NUM
eurjchem-265	72	45	(	(	PUNCT
eurjchem-265	72	46	23.4	23.4	NUM
eurjchem-265	72	47	)	)	PUNCT
eurjchem-265	72	48	,	,	PUNCT
eurjchem-265	72	49	125	125	NUM
eurjchem-265	72	50	(	(	PUNCT
eurjchem-265	72	51	1.3	1.3	NUM
eurjchem-265	72	52	)	)	PUNCT
eurjchem-265	72	53	,	,	PUNCT
eurjchem-265	72	54	108	108	NUM
eurjchem-265	72	55	(	(	PUNCT
eurjchem-265	72	56	6.4	6.4	NUM
eurjchem-265	72	57	)	)	PUNCT
eurjchem-265	72	58	,	,	PUNCT
eurjchem-265	72	59	94	94	NUM
eurjchem-265	72	60	(	(	PUNCT
eurjchem-265	72	61	14.7	14.7	NUM
eurjchem-265	72	62	)	)	PUNCT
eurjchem-265	72	63	.	.	PUNCT
eurjchem-265	73	1	anal	anal	PROPN
eurjchem-265	73	2	.	.	PUNCT
eurjchem-265	73	3	calcd	calcd	NOUN
eurjchem-265	73	4	.	.	PUNCT
eurjchem-265	74	1	for	for	ADP
eurjchem-265	74	2	c11h13n3o	c11h13n3o	PROPN
eurjchem-265	74	3	(	(	PUNCT
eurjchem-265	74	4	203.23	203.23	NUM
eurjchem-265	74	5	):	):	PUNCT
eurjchem-265	74	6	c	c	X
eurjchem-265	74	7	,	,	PUNCT
eurjchem-265	74	8	65.01	65.01	NUM
eurjchem-265	74	9	;	;	PUNCT
eurjchem-265	74	10	h	h	NOUN
eurjchem-265	74	11	,	,	PUNCT
eurjchem-265	74	12	6.45	6.45	NUM
eurjchem-265	74	13	;	;	PUNCT
eurjchem-265	74	14	n	n	CCONJ
eurjchem-265	74	15	,	,	PUNCT
eurjchem-265	74	16	20.68	20.68	NUM
eurjchem-265	74	17	.	.	PUNCT
eurjchem-265	74	18	found	find	VERB
eurjchem-265	74	19	:	:	PUNCT
eurjchem-265	75	1	c	c	X
eurjchem-265	75	2	,	,	PUNCT
eurjchem-265	75	3	64.96	64.96	NUM
eurjchem-265	75	4	;	;	PUNCT
eurjchem-265	75	5	h	h	NOUN
eurjchem-265	75	6	,	,	PUNCT
eurjchem-265	75	7	6.38	6.38	NUM
eurjchem-265	75	8	;	;	PUNCT
eurjchem-265	75	9	n	n	CCONJ
eurjchem-265	75	10	,	,	PUNCT
eurjchem-265	75	11	20.74	20.74	NUM
eurjchem-265	75	12	%	%	NOUN
eurjchem-265	75	13	.	.	PUNCT
eurjchem-265	76	1	2.2.4	2.2.4	NUM
eurjchem-265	76	2	.	.	X
eurjchem-265	76	3	2‐morpholin‐4‐ylmethyl‐1,3‐diaza‐bicyclo[3.2,2	2‐morpholin‐4‐ylmethyl‐1,3‐diaza‐bicyclo[3.2,2	NUM
eurjchem-265	76	4	]	]	SYM
eurjchem-265	76	5	nonan‐4‐one	nonan‐4‐one	NUM
eurjchem-265	76	6	(	(	PUNCT
eurjchem-265	76	7	6	6	NUM
eurjchem-265	76	8	)	)	PUNCT
eurjchem-265	76	9	to	to	ADP
eurjchem-265	76	10	a	a	DET
eurjchem-265	76	11	stirred	stirred	ADJ
eurjchem-265	76	12	mixture	mixture	NOUN
eurjchem-265	76	13	of	of	ADP
eurjchem-265	76	14	sulphuric	sulphuric	PROPN
eurjchem-265	76	15	acid	acid	NOUN
eurjchem-265	76	16	(	(	PUNCT
eurjchem-265	76	17	10	10	NUM
eurjchem-265	76	18	cm3	cm3	NOUN
eurjchem-265	76	19	,	,	PUNCT
eurjchem-265	76	20	90	90	NUM
eurjchem-265	76	21	%	%	NOUN
eurjchem-265	76	22	)	)	PUNCT
eurjchem-265	76	23	and	and	CCONJ
eurjchem-265	76	24	chloroform	chloroform	NOUN
eurjchem-265	76	25	(	(	PUNCT
eurjchem-265	76	26	20	20	NUM
eurjchem-265	76	27	cm3	cm3	NOUN
eurjchem-265	76	28	)	)	PUNCT
eurjchem-265	76	29	at	at	ADP
eurjchem-265	76	30	0	0	NUM
eurjchem-265	76	31	°	°	NOUN
eurjchem-265	76	32	c	c	NOUN
eurjchem-265	76	33	,	,	PUNCT
eurjchem-265	76	34	was	be	AUX
eurjchem-265	76	35	added	add	VERB
eurjchem-265	76	36	a	a	DET
eurjchem-265	76	37	solution	solution	NOUN
eurjchem-265	76	38	of	of	ADP
eurjchem-265	76	39	2	2	NUM
eurjchem-265	76	40	(	(	PUNCT
eurjchem-265	76	41	1.04	1.04	NUM
eurjchem-265	76	42	g	g	NOUN
eurjchem-265	76	43	,	,	PUNCT
eurjchem-265	76	44	4	4	NUM
eurjchem-265	76	45	mmol	mmol	NOUN
eurjchem-265	76	46	)	)	PUNCT
eurjchem-265	76	47	in	in	ADP
eurjchem-265	76	48	ethanol	ethanol	NOUN
eurjchem-265	76	49	(	(	PUNCT
eurjchem-265	76	50	5	5	NUM
eurjchem-265	76	51	cm3	cm3	NOUN
eurjchem-265	76	52	)	)	PUNCT
eurjchem-265	76	53	followed	follow	VERB
eurjchem-265	76	54	by	by	ADP
eurjchem-265	76	55	addition	addition	NOUN
eurjchem-265	76	56	of	of	ADP
eurjchem-265	76	57	sodium	sodium	NOUN
eurjchem-265	76	58	azide	azide	NOUN
eurjchem-265	76	59	(	(	PUNCT
eurjchem-265	76	60	0.26	0.26	NUM
eurjchem-265	76	61	g	g	NOUN
eurjchem-265	76	62	,	,	PUNCT
eurjchem-265	76	63	4	4	NUM
eurjchem-265	76	64	mmol	mmol	NOUN
eurjchem-265	76	65	)	)	PUNCT
eurjchem-265	76	66	.	.	PUNCT
eurjchem-265	77	1	the	the	DET
eurjchem-265	77	2	reaction	reaction	NOUN
eurjchem-265	77	3	mixture	mixture	NOUN
eurjchem-265	77	4	was	be	AUX
eurjchem-265	77	5	stirred	stir	VERB
eurjchem-265	77	6	at	at	ADP
eurjchem-265	77	7	0	0	NUM
eurjchem-265	77	8	°	°	ADP
eurjchem-265	77	9	c	c	NOUN
eurjchem-265	77	10	for	for	ADP
eurjchem-265	77	11	1	1	NUM
eurjchem-265	77	12	h	h	NOUN
eurjchem-265	77	13	,	,	PUNCT
eurjchem-265	77	14	then	then	ADV
eurjchem-265	77	15	further	far	ADV
eurjchem-265	77	16	at	at	ADP
eurjchem-265	77	17	25	25	NUM
eurjchem-265	77	18	°	°	NOUN
eurjchem-265	77	19	c	c	NOUN
eurjchem-265	77	20	for	for	ADP
eurjchem-265	77	21	4	4	NUM
eurjchem-265	77	22	h.	h.	NOUN
eurjchem-265	77	23	it	it	PRON
eurjchem-265	77	24	was	be	AUX
eurjchem-265	77	25	diluted	dilute	VERB
eurjchem-265	77	26	with	with	ADP
eurjchem-265	77	27	ice	ice	NOUN
eurjchem-265	77	28	water	water	NOUN
eurjchem-265	77	29	basified	basify	VERB
eurjchem-265	77	30	with	with	ADP
eurjchem-265	77	31	ammonia	ammonia	NOUN
eurjchem-265	77	32	(	(	PUNCT
eurjchem-265	77	33	40	40	NUM
eurjchem-265	77	34	%	%	NOUN
eurjchem-265	77	35	)	)	PUNCT
eurjchem-265	77	36	,	,	PUNCT
eurjchem-265	77	37	then	then	ADV
eurjchem-265	77	38	extracted	extract	VERB
eurjchem-265	77	39	with	with	ADP
eurjchem-265	77	40	ether	ether	NOUN
eurjchem-265	77	41	(	(	PUNCT
eurjchem-265	77	42	3	3	NUM
eurjchem-265	77	43	x	x	SYM
eurjchem-265	77	44	15	15	NUM
eurjchem-265	77	45	cm3	cm3	NOUN
eurjchem-265	77	46	)	)	PUNCT
eurjchem-265	77	47	;	;	PUNCT
eurjchem-265	77	48	the	the	DET
eurjchem-265	77	49	ether	ether	NOUN
eurjchem-265	77	50	solution	solution	NOUN
eurjchem-265	77	51	was	be	AUX
eurjchem-265	77	52	dried	dry	VERB
eurjchem-265	77	53	on	on	ADP
eurjchem-265	77	54	sodium	sodium	NOUN
eurjchem-265	77	55	sulphate	sulphate	NOUN
eurjchem-265	77	56	and	and	CCONJ
eurjchem-265	77	57	evaporated	evaporate	VERB
eurjchem-265	77	58	under	under	ADP
eurjchem-265	77	59	vacuum	vacuum	NOUN
eurjchem-265	77	60	to	to	PART
eurjchem-265	77	61	give	give	VERB
eurjchem-265	77	62	a	a	DET
eurjchem-265	77	63	solid	solid	ADJ
eurjchem-265	77	64	product	product	NOUN
eurjchem-265	77	65	which	which	PRON
eurjchem-265	77	66	was	be	AUX
eurjchem-265	77	67	crystallized	crystallize	VERB
eurjchem-265	77	68	from	from	ADP
eurjchem-265	77	69	ether	ether	NOUN
eurjchem-265	77	70	/	/	SYM
eurjchem-265	77	71	petroleum	petroleum	NOUN
eurjchem-265	77	72	ether	ether	NOUN
eurjchem-265	77	73	40‐60	40‐60	NUM
eurjchem-265	77	74	°	°	ADP
eurjchem-265	77	75	c	c	NOUN
eurjchem-265	77	76	to	to	PART
eurjchem-265	77	77	give	give	VERB
eurjchem-265	77	78	6	6	NUM
eurjchem-265	77	79	as	as	ADP
eurjchem-265	77	80	white	white	ADJ
eurjchem-265	77	81	crystals	crystal	NOUN
eurjchem-265	77	82	(	(	PUNCT
eurjchem-265	77	83	scheme	scheme	NOUN
eurjchem-265	77	84	1	1	NUM
eurjchem-265	77	85	)	)	PUNCT
eurjchem-265	77	86	.	.	PUNCT
eurjchem-265	78	1	yield	yield	NOUN
eurjchem-265	78	2	:	:	PUNCT
eurjchem-265	78	3	25	25	NUM
eurjchem-265	78	4	%	%	NOUN
eurjchem-265	78	5	.	.	PUNCT
eurjchem-265	79	1	m.p	m.p	PROPN
eurjchem-265	79	2	.	.	PROPN
eurjchem-265	79	3	:	:	PUNCT
eurjchem-265	80	1	265	265	NUM
eurjchem-265	80	2	°	°	SYM
eurjchem-265	80	3	c	c	X
eurjchem-265	80	4	.	.	PUNCT
eurjchem-265	81	1	ir	ir	PROPN
eurjchem-265	81	2	(	(	PUNCT
eurjchem-265	81	3	cm‐1	cm‐1	PROPN
eurjchem-265	81	4	):	):	PUNCT
eurjchem-265	81	5	1657	1657	NUM
eurjchem-265	81	6	(	(	PUNCT
eurjchem-265	81	7	co	co	NOUN
eurjchem-265	81	8	)	)	PUNCT
eurjchem-265	81	9	,	,	PUNCT
eurjchem-265	81	10	3273	3273	NUM
eurjchem-265	81	11	(	(	PUNCT
eurjchem-265	81	12	nh	nh	NOUN
eurjchem-265	81	13	)	)	PUNCT
eurjchem-265	81	14	.	.	PUNCT
eurjchem-265	82	1	ms	ms	NOUN
eurjchem-265	82	2	:	:	PUNCT
eurjchem-265	82	3	m	m	PROPN
eurjchem-265	82	4	/	/	SYM
eurjchem-265	82	5	z	z	PROPN
eurjchem-265	82	6	241	241	NUM
eurjchem-265	82	7	(	(	PUNCT
eurjchem-265	82	8	m+2	m+2	NOUN
eurjchem-265	82	9	,	,	PUNCT
eurjchem-265	82	10	75	75	NUM
eurjchem-265	82	11	%	%	NOUN
eurjchem-265	82	12	)	)	PUNCT
eurjchem-265	82	13	,	,	PUNCT
eurjchem-265	82	14	72	72	NUM
eurjchem-265	82	15	(	(	PUNCT
eurjchem-265	82	16	100	100	NUM
eurjchem-265	82	17	)	)	PUNCT
eurjchem-265	82	18	.	.	PUNCT
eurjchem-265	83	1	anal	anal	PROPN
eurjchem-265	83	2	.	.	PUNCT
eurjchem-265	83	3	calcd	calcd	NOUN
eurjchem-265	83	4	.	.	PUNCT
eurjchem-265	84	1	for	for	ADP
eurjchem-265	84	2	c12h21n3o2	c12h21n3o2	PROPN
eurjchem-265	84	3	(	(	PUNCT
eurjchem-265	84	4	239.31	239.31	NUM
eurjchem-265	84	5	):	):	PUNCT
eurjchem-265	84	6	c	c	X
eurjchem-265	84	7	,	,	PUNCT
eurjchem-265	84	8	60.22	60.22	NUM
eurjchem-265	84	9	;	;	PUNCT
eurjchem-265	84	10	h	h	X
eurjchem-265	84	11	,	,	PUNCT
eurjchem-265	84	12	8.85	8.85	NUM
eurjchem-265	84	13	;	;	PUNCT
eurjchem-265	84	14	n	n	CCONJ
eurjchem-265	84	15	,	,	PUNCT
eurjchem-265	84	16	17.56	17.56	NUM
eurjchem-265	84	17	.	.	PUNCT
eurjchem-265	84	18	found	find	VERB
eurjchem-265	84	19	:	:	PUNCT
eurjchem-265	85	1	c	c	X
eurjchem-265	85	2	,	,	PUNCT
eurjchem-265	85	3	60.41	60.41	NUM
eurjchem-265	85	4	;	;	PUNCT
eurjchem-265	85	5	h	h	X
eurjchem-265	85	6	,	,	PUNCT
eurjchem-265	85	7	8.71	8.71	NUM
eurjchem-265	85	8	;	;	PUNCT
eurjchem-265	85	9	n	n	CCONJ
eurjchem-265	85	10	,	,	PUNCT
eurjchem-265	85	11	17.61	17.61	NUM
eurjchem-265	85	12	%	%	NOUN
eurjchem-265	85	13	.	.	PUNCT
eurjchem-265	86	1	2.2.5	2.2.5	NUM
eurjchem-265	86	2	.	.	PUNCT
eurjchem-265	87	1	1,4‐ethano‐8,10‐dimethyl‐1,8,10‐triaza‐spiro[5.5	1,4‐ethano‐8,10‐dimethyl‐1,8,10‐triaza‐spiro[5.5	NUM
eurjchem-265	87	2	]	]	X
eurjchem-265	87	3	undecan‐5‐one	undecan‐5‐one	PROPN
eurjchem-265	87	4	(	(	PUNCT
eurjchem-265	87	5	7	7	X
eurjchem-265	87	6	)	)	PUNCT
eurjchem-265	87	7	a	a	DET
eurjchem-265	87	8	solution	solution	NOUN
eurjchem-265	87	9	of	of	ADP
eurjchem-265	87	10	1	1	NUM
eurjchem-265	87	11	(	(	PUNCT
eurjchem-265	87	12	0.8	0.8	NUM
eurjchem-265	87	13	g	g	NOUN
eurjchem-265	87	14	,	,	PUNCT
eurjchem-265	87	15	5	5	NUM
eurjchem-265	87	16	mmol	mmol	NOUN
eurjchem-265	87	17	)	)	PUNCT
eurjchem-265	87	18	in	in	ADP
eurjchem-265	87	19	ethanol	ethanol	NOUN
eurjchem-265	87	20	(	(	PUNCT
eurjchem-265	87	21	15	15	NUM
eurjchem-265	87	22	cm3	cm3	NOUN
eurjchem-265	87	23	)	)	PUNCT
eurjchem-265	87	24	and	and	CCONJ
eurjchem-265	87	25	formalin	formalin	NOUN
eurjchem-265	87	26	(	(	PUNCT
eurjchem-265	87	27	7.5	7.5	NUM
eurjchem-265	87	28	cm3	cm3	NOUN
eurjchem-265	87	29	,	,	PUNCT
eurjchem-265	87	30	100	100	NUM
eurjchem-265	87	31	mmol	mmol	NOUN
eurjchem-265	87	32	)	)	PUNCT
eurjchem-265	87	33	was	be	AUX
eurjchem-265	87	34	heated	heat	VERB
eurjchem-265	87	35	at	at	ADP
eurjchem-265	87	36	60	60	NUM
eurjchem-265	87	37	°	°	ADP
eurjchem-265	87	38	c	c	NOUN
eurjchem-265	87	39	for	for	ADP
eurjchem-265	87	40	2	2	NUM
eurjchem-265	87	41	h	h	NOUN
eurjchem-265	87	42	,	,	PUNCT
eurjchem-265	87	43	then	then	ADV
eurjchem-265	87	44	methylamine	methylamine	NOUN
eurjchem-265	87	45	(	(	PUNCT
eurjchem-265	87	46	0.45	0.45	NUM
eurjchem-265	87	47	g	g	NOUN
eurjchem-265	87	48	,	,	PUNCT
eurjchem-265	87	49	10	10	NUM
eurjchem-265	87	50	mmol	mmol	NOUN
eurjchem-265	87	51	,	,	PUNCT
eurjchem-265	87	52	33	33	NUM
eurjchem-265	87	53	%	%	NOUN
eurjchem-265	87	54	)	)	PUNCT
eurjchem-265	87	55	and	and	CCONJ
eurjchem-265	87	56	excess	excess	ADJ
eurjchem-265	87	57	formalin	formalin	NOUN
eurjchem-265	87	58	(	(	PUNCT
eurjchem-265	87	59	0.5	0.5	NUM
eurjchem-265	87	60	cm3	cm3	NOUN
eurjchem-265	87	61	)	)	PUNCT
eurjchem-265	87	62	were	be	AUX
eurjchem-265	87	63	added	add	VERB
eurjchem-265	87	64	.	.	PUNCT
eurjchem-265	88	1	the	the	DET
eurjchem-265	88	2	reaction	reaction	NOUN
eurjchem-265	88	3	mixture	mixture	NOUN
eurjchem-265	88	4	was	be	AUX
eurjchem-265	88	5	further	far	ADV
eurjchem-265	88	6	heated	heated	ADJ
eurjchem-265	88	7	for	for	ADP
eurjchem-265	88	8	3	3	NUM
eurjchem-265	88	9	h.	h.	NOUN
eurjchem-265	88	10	the	the	DET
eurjchem-265	88	11	formed	form	VERB
eurjchem-265	88	12	precipitate	precipitate	NOUN
eurjchem-265	88	13	after	after	ADP
eurjchem-265	88	14	cooling	cool	VERB
eurjchem-265	88	15	the	the	DET
eurjchem-265	88	16	reaction	reaction	NOUN
eurjchem-265	88	17	mixture	mixture	NOUN
eurjchem-265	88	18	was	be	AUX
eurjchem-265	88	19	filtered	filter	VERB
eurjchem-265	88	20	off	off	ADP
eurjchem-265	88	21	,	,	PUNCT
eurjchem-265	88	22	dried	dry	VERB
eurjchem-265	88	23	and	and	CCONJ
eurjchem-265	88	24	crystallized	crystallize	VERB
eurjchem-265	88	25	from	from	ADP
eurjchem-265	88	26	ethanol	ethanol	NOUN
eurjchem-265	88	27	to	to	PART
eurjchem-265	88	28	afford	afford	VERB
eurjchem-265	88	29	7	7	NUM
eurjchem-265	88	30	as	as	ADP
eurjchem-265	88	31	white	white	ADJ
eurjchem-265	88	32	crystals	crystal	NOUN
eurjchem-265	88	33	(	(	PUNCT
eurjchem-265	88	34	scheme	scheme	NOUN
eurjchem-265	88	35	1	1	NUM
eurjchem-265	88	36	)	)	PUNCT
eurjchem-265	88	37	.	.	PUNCT
eurjchem-265	89	1	yield	yield	NOUN
eurjchem-265	89	2	:	:	PUNCT
eurjchem-265	89	3	35	35	NUM
eurjchem-265	89	4	%	%	NOUN
eurjchem-265	89	5	.	.	PUNCT
eurjchem-265	90	1	m.p	m.p	PROPN
eurjchem-265	90	2	.	.	PROPN
eurjchem-265	90	3	:	:	PUNCT
eurjchem-265	91	1	240	240	NUM
eurjchem-265	91	2	°	°	NUM
eurjchem-265	91	3	c	c	X
eurjchem-265	91	4	.	.	PUNCT
eurjchem-265	92	1	1h	1h	NUM
eurjchem-265	92	2	nmr	nmr	NOUN
eurjchem-265	92	3	(	(	PUNCT
eurjchem-265	92	4	dmso‐d6	dmso‐d6	PROPN
eurjchem-265	92	5	,	,	PUNCT
eurjchem-265	92	6			NUM
eurjchem-265	92	7	,	,	PUNCT
eurjchem-265	92	8	ppm	ppm	NUM
eurjchem-265	92	9	):	):	PUNCT
eurjchem-265	92	10	2.04	2.04	NUM
eurjchem-265	92	11	(	(	PUNCT
eurjchem-265	92	12	m	m	PROPN
eurjchem-265	92	13	,	,	PUNCT
eurjchem-265	92	14	4h	4h	NUM
eurjchem-265	92	15	,	,	PUNCT
eurjchem-265	92	16	(	(	PUNCT
eurjchem-265	92	17	ch2)2c	ch2)2c	PROPN
eurjchem-265	92	18	)	)	PUNCT
eurjchem-265	92	19	,	,	PUNCT
eurjchem-265	92	20	2.12	2.12	NUM
eurjchem-265	92	21	(	(	PUNCT
eurjchem-265	92	22	s	s	PROPN
eurjchem-265	92	23	,	,	PUNCT
eurjchem-265	92	24	6h	6h	NUM
eurjchem-265	92	25	,	,	PUNCT
eurjchem-265	92	26	(	(	PUNCT
eurjchem-265	92	27	ch3‐n)2	ch3‐n)2	PROPN
eurjchem-265	92	28	)	)	PUNCT
eurjchem-265	92	29	,	,	PUNCT
eurjchem-265	92	30	2.5	2.5	NUM
eurjchem-265	92	31	(	(	PUNCT
eurjchem-265	92	32	m	m	PROPN
eurjchem-265	92	33	,	,	PUNCT
eurjchem-265	92	34	1h	1h	NUM
eurjchem-265	92	35	,	,	PUNCT
eurjchem-265	92	36	bridgehead	bridgehead	NOUN
eurjchem-265	92	37	)	)	PUNCT
eurjchem-265	92	38	,	,	PUNCT
eurjchem-265	92	39	3.36‐3.39	3.36‐3.39	NUM
eurjchem-265	92	40	(	(	PUNCT
eurjchem-265	92	41	complex	complex	ADJ
eurjchem-265	92	42	pattern	pattern	NOUN
eurjchem-265	92	43	,	,	PUNCT
eurjchem-265	92	44	8h	8h	NUM
eurjchem-265	92	45	,	,	PUNCT
eurjchem-265	92	46	(	(	PUNCT
eurjchem-265	92	47	ch2)4n	ch2)4n	NOUN
eurjchem-265	92	48	)	)	PUNCT
eurjchem-265	92	49	,	,	PUNCT
eurjchem-265	92	50	3.99	3.99	NUM
eurjchem-265	92	51	(	(	PUNCT
eurjchem-265	92	52	s	s	PROPN
eurjchem-265	92	53	,	,	PUNCT
eurjchem-265	92	54	2h	2h	NUM
eurjchem-265	92	55	,	,	PUNCT
eurjchem-265	92	56	n‐ch2‐n	n‐ch2‐n	NUM
eurjchem-265	92	57	)	)	PUNCT
eurjchem-265	92	58	.	.	PUNCT
eurjchem-265	93	1	ir	ir	INTJ
eurjchem-265	93	2	(	(	PUNCT
eurjchem-265	93	3	cm‐1	cm‐1	PROPN
eurjchem-265	93	4	):	):	PUNCT
eurjchem-265	93	5	1751	1751	NUM
eurjchem-265	93	6	(	(	PUNCT
eurjchem-265	93	7	co	co	NOUN
eurjchem-265	93	8	)	)	PUNCT
eurjchem-265	93	9	.	.	PUNCT
eurjchem-265	94	1	ms	ms	NOUN
eurjchem-265	94	2	(	(	PUNCT
eurjchem-265	94	3	m	m	PROPN
eurjchem-265	94	4	/	/	SYM
eurjchem-265	94	5	z	z	NOUN
eurjchem-265	94	6	,	,	PUNCT
eurjchem-265	94	7	(	(	PUNCT
eurjchem-265	94	8	%	%	INTJ
eurjchem-265	94	9	)	)	PUNCT
eurjchem-265	94	10	):	):	PUNCT
eurjchem-265	94	11	221	221	NUM
eurjchem-265	94	12	(	(	PUNCT
eurjchem-265	94	13	m+‐2	m+‐2	NOUN
eurjchem-265	94	14	,	,	PUNCT
eurjchem-265	94	15	0.1	0.1	NUM
eurjchem-265	94	16	%	%	NOUN
eurjchem-265	94	17	)	)	PUNCT
eurjchem-265	94	18	,	,	PUNCT
eurjchem-265	94	19	207	207	NUM
eurjchem-265	94	20	(	(	PUNCT
eurjchem-265	94	21	0.1	0.1	NUM
eurjchem-265	94	22	)	)	PUNCT
eurjchem-265	94	23	,	,	PUNCT
eurjchem-265	94	24	125	125	NUM
eurjchem-265	94	25	(	(	PUNCT
eurjchem-265	94	26	18.0	18.0	NUM
eurjchem-265	94	27	)	)	PUNCT
eurjchem-265	94	28	,	,	PUNCT
eurjchem-265	94	29	97	97	NUM
eurjchem-265	94	30	(	(	PUNCT
eurjchem-265	94	31	100	100	NUM
eurjchem-265	94	32	)	)	PUNCT
eurjchem-265	94	33	.	.	PUNCT
eurjchem-265	95	1	anal	anal	PROPN
eurjchem-265	95	2	.	.	PUNCT
eurjchem-265	95	3	calcd	calcd	NOUN
eurjchem-265	95	4	.	.	PUNCT
eurjchem-265	96	1	for	for	ADP
eurjchem-265	96	2	c12h21n3o	c12h21n3o	PROPN
eurjchem-265	96	3	(	(	PUNCT
eurjchem-265	96	4	223.31	223.31	NUM
eurjchem-265	96	5	):	):	PUNCT
eurjchem-265	96	6	c	c	X
eurjchem-265	96	7	,	,	PUNCT
eurjchem-265	96	8	64.54	64.54	NUM
eurjchem-265	96	9	;	;	PUNCT
eurjchem-265	96	10	h	h	X
eurjchem-265	96	11	,	,	PUNCT
eurjchem-265	96	12	9.48	9.48	NUM
eurjchem-265	96	13	;	;	PUNCT
eurjchem-265	96	14	n	n	CCONJ
eurjchem-265	96	15	,	,	PUNCT
eurjchem-265	96	16	18.82	18.82	NUM
eurjchem-265	96	17	.	.	PUNCT
eurjchem-265	96	18	found	find	VERB
eurjchem-265	96	19	:	:	PUNCT
eurjchem-265	97	1	c	c	X
eurjchem-265	97	2	,	,	PUNCT
eurjchem-265	97	3	64.43	64.43	NUM
eurjchem-265	97	4	;	;	PUNCT
eurjchem-265	97	5	h	h	NOUN
eurjchem-265	97	6	,	,	PUNCT
eurjchem-265	97	7	9.59	9.59	NUM
eurjchem-265	97	8	;	;	PUNCT
eurjchem-265	97	9	n	n	CCONJ
eurjchem-265	97	10	,	,	PUNCT
eurjchem-265	97	11	18.75	18.75	NUM
eurjchem-265	97	12	%	%	NOUN
eurjchem-265	97	13	.	.	PUNCT
eurjchem-265	98	1	554	554	NUM
eurjchem-265	98	2	zoorob	zoorob	NOUN
eurjchem-265	98	3	et	et	PROPN
eurjchem-265	98	4	al	al	PROPN
eurjchem-265	98	5	.	.	PUNCT
eurjchem-265	98	6	/	/	SYM
eurjchem-265	98	7	european	european	PROPN
eurjchem-265	98	8	journal	journal	PROPN
eurjchem-265	98	9	of	of	ADP
eurjchem-265	98	10	chemistry	chemistry	NOUN
eurjchem-265	98	11	2	2	NUM
eurjchem-265	98	12	(	(	PUNCT
eurjchem-265	98	13	4	4	NUM
eurjchem-265	98	14	)	)	PUNCT
eurjchem-265	98	15	(	(	PUNCT
eurjchem-265	98	16	2011	2011	NUM
eurjchem-265	98	17	)	)	PUNCT
eurjchem-265	98	18	552‐557	552‐557	PROPN
eurjchem-265	98	19	reaction	reaction	NOUN
eurjchem-265	98	20	conditions	condition	NOUN
eurjchem-265	98	21	:	:	PUNCT
eurjchem-265	98	22	i	i	PRON
eurjchem-265	98	23	,	,	PUNCT
eurjchem-265	98	24	aqueous	aqueous	PROPN
eurjchem-265	98	25	kcn	kcn	PROPN
eurjchem-265	98	26	;	;	PUNCT
eurjchem-265	98	27	ii	ii	PROPN
eurjchem-265	98	28	,	,	PUNCT
eurjchem-265	98	29	thiourea	thiourea	NOUN
eurjchem-265	98	30	scheme	scheme	NOUN
eurjchem-265	98	31	2	2	NUM
eurjchem-265	98	32	2.2.6	2.2.6	NUM
eurjchem-265	98	33	.	.	PUNCT
eurjchem-265	99	1	2‐(2,3,4,5,6‐pentahydroxy‐1‐morpholin‐4‐ylhexyl)‐1‐	2‐(2,3,4,5,6‐pentahydroxy‐1‐morpholin‐4‐ylhexyl)‐1‐	NUM
eurjchem-265	99	2	aza‐bicyclo[2.2.2]octan‐3‐one	aza‐bicyclo[2.2.2]octan‐3‐one	X
eurjchem-265	99	3	(	(	PUNCT
eurjchem-265	99	4	8)	8)	NUM
eurjchem-265	99	5	a	a	DET
eurjchem-265	99	6	mixture	mixture	NOUN
eurjchem-265	99	7	of	of	ADP
eurjchem-265	99	8	morpholine	morpholine	NOUN
eurjchem-265	99	9	(	(	PUNCT
eurjchem-265	99	10	0.44	0.44	NUM
eurjchem-265	99	11	cm3	cm3	NOUN
eurjchem-265	99	12	,	,	PUNCT
eurjchem-265	99	13	5	5	NUM
eurjchem-265	99	14	mmol	mmol	NOUN
eurjchem-265	99	15	)	)	PUNCT
eurjchem-265	99	16	and	and	CCONJ
eurjchem-265	99	17	glucose	glucose	NOUN
eurjchem-265	99	18	(	(	PUNCT
eurjchem-265	99	19	0.91	0.91	NUM
eurjchem-265	99	20	g	g	NOUN
eurjchem-265	99	21	,	,	PUNCT
eurjchem-265	99	22	5	5	NUM
eurjchem-265	99	23	mmol	mmol	NOUN
eurjchem-265	99	24	)	)	PUNCT
eurjchem-265	99	25	in	in	ADP
eurjchem-265	99	26	ethanol	ethanol	NOUN
eurjchem-265	99	27	(	(	PUNCT
eurjchem-265	99	28	10	10	NUM
eurjchem-265	99	29	cm3	cm3	NOUN
eurjchem-265	99	30	)	)	PUNCT
eurjchem-265	99	31	was	be	AUX
eurjchem-265	99	32	added	add	VERB
eurjchem-265	99	33	to	to	ADP
eurjchem-265	99	34	a	a	DET
eurjchem-265	99	35	solution	solution	NOUN
eurjchem-265	99	36	of	of	ADP
eurjchem-265	99	37	1	1	NUM
eurjchem-265	99	38	(	(	PUNCT
eurjchem-265	99	39	0.8	0.8	NUM
eurjchem-265	99	40	g	g	NOUN
eurjchem-265	99	41	,	,	PUNCT
eurjchem-265	99	42	5	5	NUM
eurjchem-265	99	43	mmol	mmol	NOUN
eurjchem-265	99	44	)	)	PUNCT
eurjchem-265	99	45	in	in	ADP
eurjchem-265	99	46	ethanol	ethanol	NOUN
eurjchem-265	99	47	(	(	PUNCT
eurjchem-265	99	48	15	15	NUM
eurjchem-265	99	49	cm3	cm3	NOUN
eurjchem-265	99	50	)	)	PUNCT
eurjchem-265	99	51	and	and	CCONJ
eurjchem-265	99	52	the	the	DET
eurjchem-265	99	53	mixture	mixture	NOUN
eurjchem-265	99	54	was	be	AUX
eurjchem-265	99	55	refluxed	refluxe	VERB
eurjchem-265	99	56	for	for	ADP
eurjchem-265	99	57	3	3	NUM
eurjchem-265	99	58	h.	h.	NOUN
eurjchem-265	99	59	after	after	ADP
eurjchem-265	99	60	cooling	cool	VERB
eurjchem-265	99	61	,	,	PUNCT
eurjchem-265	99	62	the	the	DET
eurjchem-265	99	63	formed	form	VERB
eurjchem-265	99	64	precipitate	precipitate	NOUN
eurjchem-265	99	65	was	be	AUX
eurjchem-265	99	66	filtered	filter	VERB
eurjchem-265	99	67	off	off	ADP
eurjchem-265	99	68	,	,	PUNCT
eurjchem-265	99	69	dried	dry	VERB
eurjchem-265	99	70	and	and	CCONJ
eurjchem-265	99	71	crystallized	crystallize	VERB
eurjchem-265	99	72	from	from	ADP
eurjchem-265	99	73	ethanol	ethanol	NOUN
eurjchem-265	99	74	to	to	PART
eurjchem-265	99	75	give	give	VERB
eurjchem-265	99	76	8	8	NUM
eurjchem-265	99	77	as	as	ADP
eurjchem-265	99	78	white	white	ADJ
eurjchem-265	99	79	crystals	crystal	NOUN
eurjchem-265	99	80	.	.	PUNCT
eurjchem-265	100	1	yield	yield	NOUN
eurjchem-265	100	2	:	:	PUNCT
eurjchem-265	100	3	42	42	NUM
eurjchem-265	100	4	%	%	NOUN
eurjchem-265	100	5	.	.	PUNCT
eurjchem-265	101	1	m.p	m.p	PROPN
eurjchem-265	101	2	.	.	PROPN
eurjchem-265	101	3	:	:	PUNCT
eurjchem-265	102	1	180	180	NUM
eurjchem-265	102	2	°	°	SYM
eurjchem-265	102	3	c	c	X
eurjchem-265	102	4	.	.	PUNCT
eurjchem-265	103	1	ir	ir	PROPN
eurjchem-265	103	2	(	(	PUNCT
eurjchem-265	103	3	cm‐1	cm‐1	PROPN
eurjchem-265	103	4	):	):	PUNCT
eurjchem-265	103	5	1751	1751	NUM
eurjchem-265	103	6	(	(	PUNCT
eurjchem-265	103	7	co	co	NOUN
eurjchem-265	103	8	)	)	PUNCT
eurjchem-265	103	9	,	,	PUNCT
eurjchem-265	103	10	3369	3369	NUM
eurjchem-265	103	11	(	(	PUNCT
eurjchem-265	103	12	oh	oh	INTJ
eurjchem-265	103	13	)	)	PUNCT
eurjchem-265	103	14	.	.	PUNCT
eurjchem-265	104	1	ms	ms	NOUN
eurjchem-265	104	2	(	(	PUNCT
eurjchem-265	104	3	m	m	PROPN
eurjchem-265	104	4	/	/	SYM
eurjchem-265	104	5	z	z	NOUN
eurjchem-265	104	6	,	,	PUNCT
eurjchem-265	104	7	(	(	PUNCT
eurjchem-265	104	8	%	%	INTJ
eurjchem-265	104	9	)	)	PUNCT
eurjchem-265	104	10	):	):	PUNCT
eurjchem-265	104	11	374	374	NUM
eurjchem-265	104	12	(	(	PUNCT
eurjchem-265	104	13	m+	m+	NUM
eurjchem-265	104	14	,	,	PUNCT
eurjchem-265	104	15	7.3	7.3	NUM
eurjchem-265	104	16	%	%	NOUN
eurjchem-265	104	17	)	)	PUNCT
eurjchem-265	104	18	,	,	PUNCT
eurjchem-265	104	19	158	158	NUM
eurjchem-265	104	20	(	(	PUNCT
eurjchem-265	104	21	7.4	7.4	NUM
eurjchem-265	104	22	)	)	PUNCT
eurjchem-265	104	23	,	,	PUNCT
eurjchem-265	104	24	125	125	NUM
eurjchem-265	104	25	(	(	PUNCT
eurjchem-265	104	26	18.2	18.2	NUM
eurjchem-265	104	27	)	)	PUNCT
eurjchem-265	104	28	,	,	PUNCT
eurjchem-265	104	29	99	99	NUM
eurjchem-265	104	30	(	(	PUNCT
eurjchem-265	104	31	0.1	0.1	NUM
eurjchem-265	104	32	)	)	PUNCT
eurjchem-265	104	33	,	,	PUNCT
eurjchem-265	104	34	98	98	NUM
eurjchem-265	104	35	(	(	PUNCT
eurjchem-265	104	36	11.2	11.2	NUM
eurjchem-265	104	37	)	)	PUNCT
eurjchem-265	104	38	,	,	PUNCT
eurjchem-265	104	39	97	97	NUM
eurjchem-265	104	40	(	(	PUNCT
eurjchem-265	104	41	50.7	50.7	NUM
eurjchem-265	104	42	)	)	PUNCT
eurjchem-265	104	43	,	,	PUNCT
eurjchem-265	104	44	90	90	NUM
eurjchem-265	104	45	(	(	PUNCT
eurjchem-265	104	46	5.9	5.9	NUM
eurjchem-265	104	47	)	)	PUNCT
eurjchem-265	104	48	,	,	PUNCT
eurjchem-265	104	49	62	62	NUM
eurjchem-265	104	50	(	(	PUNCT
eurjchem-265	104	51	10.5	10.5	NUM
eurjchem-265	104	52	)	)	PUNCT
eurjchem-265	104	53	,	,	PUNCT
eurjchem-265	104	54	55	55	NUM
eurjchem-265	104	55	(	(	PUNCT
eurjchem-265	104	56	100	100	NUM
eurjchem-265	104	57	)	)	PUNCT
eurjchem-265	104	58	.	.	PUNCT
eurjchem-265	105	1	anal	anal	PROPN
eurjchem-265	105	2	.	.	PUNCT
eurjchem-265	105	3	calcd	calcd	NOUN
eurjchem-265	105	4	.	.	PUNCT
eurjchem-265	106	1	for	for	ADP
eurjchem-265	106	2	c17h30n2o7	c17h30n2o7	PROPN
eurjchem-265	106	3	(	(	PUNCT
eurjchem-265	106	4	374.43	374.43	NUM
eurjchem-265	106	5	):	):	PUNCT
eurjchem-265	106	6	c	c	X
eurjchem-265	106	7	,	,	PUNCT
eurjchem-265	106	8	54.53	54.53	NUM
eurjchem-265	106	9	;	;	PUNCT
eurjchem-265	106	10	h	h	NOUN
eurjchem-265	106	11	,	,	PUNCT
eurjchem-265	106	12	8.08	8.08	NUM
eurjchem-265	106	13	;	;	PUNCT
eurjchem-265	106	14	n	n	CCONJ
eurjchem-265	106	15	,	,	PUNCT
eurjchem-265	106	16	7.48	7.48	NUM
eurjchem-265	106	17	.	.	PUNCT
eurjchem-265	106	18	found	find	VERB
eurjchem-265	106	19	:	:	PUNCT
eurjchem-265	107	1	c	c	X
eurjchem-265	107	2	,	,	PUNCT
eurjchem-265	107	3	54.41	54.41	NUM
eurjchem-265	107	4	;	;	PUNCT
eurjchem-265	107	5	h	h	NOUN
eurjchem-265	107	6	,	,	PUNCT
eurjchem-265	107	7	8.21	8.21	NUM
eurjchem-265	107	8	;	;	PUNCT
eurjchem-265	107	9	n	n	CCONJ
eurjchem-265	107	10	,	,	PUNCT
eurjchem-265	107	11	7.51	7.51	NUM
eurjchem-265	107	12	%	%	NOUN
eurjchem-265	107	13	.	.	PUNCT
eurjchem-265	108	1	2.2.7	2.2.7	X
eurjchem-265	108	2	.	.	PUNCT
eurjchem-265	109	1	7,10‐ethano‐2‐thioxo‐1,3,7‐triaza‐spiro[5.4]decan‐4‐	7,10‐ethano‐2‐thioxo‐1,3,7‐triaza‐spiro[5.4]decan‐4‐	NUM
eurjchem-265	109	2	one	one	NUM
eurjchem-265	109	3	(	(	PUNCT
eurjchem-265	109	4	9	9	NUM
eurjchem-265	109	5	)	)	PUNCT
eurjchem-265	109	6	a	a	DET
eurjchem-265	109	7	solution	solution	NOUN
eurjchem-265	109	8	of	of	ADP
eurjchem-265	109	9	1	1	NUM
eurjchem-265	109	10	(	(	PUNCT
eurjchem-265	109	11	0.5	0.5	NUM
eurjchem-265	109	12	g	g	NOUN
eurjchem-265	109	13	,	,	PUNCT
eurjchem-265	109	14	3	3	NUM
eurjchem-265	109	15	mmol	mmol	NOUN
eurjchem-265	109	16	)	)	PUNCT
eurjchem-265	109	17	,	,	PUNCT
eurjchem-265	109	18	kcn	kcn	PROPN
eurjchem-265	109	19	(	(	PUNCT
eurjchem-265	109	20	0.195	0.195	NUM
eurjchem-265	109	21	g	g	NOUN
eurjchem-265	109	22	,	,	PUNCT
eurjchem-265	109	23	3	3	NUM
eurjchem-265	109	24	mmol	mmol	NOUN
eurjchem-265	109	25	)	)	PUNCT
eurjchem-265	109	26	and	and	CCONJ
eurjchem-265	109	27	thiourea	thiourea	NOUN
eurjchem-265	109	28	(	(	PUNCT
eurjchem-265	109	29	0.228	0.228	NUM
eurjchem-265	109	30	g	g	NOUN
eurjchem-265	109	31	,	,	PUNCT
eurjchem-265	109	32	3	3	NUM
eurjchem-265	109	33	mmol	mmol	NOUN
eurjchem-265	109	34	)	)	PUNCT
eurjchem-265	109	35	in	in	ADP
eurjchem-265	109	36	etoh	etoh	PROPN
eurjchem-265	109	37	/	/	SYM
eurjchem-265	109	38	h2o	h2o	PROPN
eurjchem-265	109	39	mixture	mixture	NOUN
eurjchem-265	109	40	(	(	PUNCT
eurjchem-265	109	41	15	15	NUM
eurjchem-265	109	42	cm3	cm3	NOUN
eurjchem-265	109	43	,	,	PUNCT
eurjchem-265	109	44	1:1	1:1	NUM
eurjchem-265	109	45	)	)	PUNCT
eurjchem-265	109	46	was	be	AUX
eurjchem-265	109	47	heated	heat	VERB
eurjchem-265	109	48	for	for	ADP
eurjchem-265	109	49	48	48	NUM
eurjchem-265	109	50	h	h	NOUN
eurjchem-265	109	51	,	,	PUNCT
eurjchem-265	109	52	at	at	ADP
eurjchem-265	109	53	60	60	NUM
eurjchem-265	109	54	°	°	ADP
eurjchem-265	109	55	c	c	NOUN
eurjchem-265	109	56	on	on	ADP
eurjchem-265	109	57	water	water	NOUN
eurjchem-265	109	58	bath	bath	NOUN
eurjchem-265	109	59	.	.	PUNCT
eurjchem-265	110	1	the	the	DET
eurjchem-265	110	2	solvent	solvent	NOUN
eurjchem-265	110	3	was	be	AUX
eurjchem-265	110	4	evaporated	evaporate	VERB
eurjchem-265	110	5	under	under	ADP
eurjchem-265	110	6	vacuum	vacuum	NOUN
eurjchem-265	110	7	and	and	CCONJ
eurjchem-265	110	8	the	the	DET
eurjchem-265	110	9	obtained	obtain	VERB
eurjchem-265	110	10	solid	solid	NOUN
eurjchem-265	110	11	was	be	AUX
eurjchem-265	110	12	filtered	filter	VERB
eurjchem-265	110	13	off	off	ADP
eurjchem-265	110	14	,	,	PUNCT
eurjchem-265	110	15	dried	dry	VERB
eurjchem-265	110	16	and	and	CCONJ
eurjchem-265	110	17	crystallized	crystallize	VERB
eurjchem-265	110	18	from	from	ADP
eurjchem-265	110	19	ethanol	ethanol	NOUN
eurjchem-265	110	20	to	to	PART
eurjchem-265	110	21	give	give	VERB
eurjchem-265	110	22	9	9	NUM
eurjchem-265	110	23	as	as	ADP
eurjchem-265	110	24	pale	pale	ADJ
eurjchem-265	110	25	yellow	yellow	ADJ
eurjchem-265	110	26	crystals	crystal	NOUN
eurjchem-265	110	27	(	(	PUNCT
eurjchem-265	110	28	scheme	scheme	NOUN
eurjchem-265	110	29	2	2	NUM
eurjchem-265	110	30	)	)	PUNCT
eurjchem-265	110	31	.	.	PUNCT
eurjchem-265	111	1	yield	yield	NOUN
eurjchem-265	111	2	:	:	PUNCT
eurjchem-265	111	3	55	55	NUM
eurjchem-265	111	4	%	%	NOUN
eurjchem-265	111	5	.	.	PUNCT
eurjchem-265	112	1	m.p	m.p	PROPN
eurjchem-265	112	2	.	.	PROPN
eurjchem-265	112	3	:	:	PUNCT
eurjchem-265	113	1	162oc	162oc	PROPN
eurjchem-265	113	2	.	.	PUNCT
eurjchem-265	114	1	1h	1h	NUM
eurjchem-265	114	2	nmr	nmr	NOUN
eurjchem-265	114	3	(	(	PUNCT
eurjchem-265	114	4	dmso‐d6	dmso‐d6	PROPN
eurjchem-265	114	5	,	,	PUNCT
eurjchem-265	114	6			NUM
eurjchem-265	114	7	,	,	PUNCT
eurjchem-265	114	8	ppm	ppm	NUM
eurjchem-265	114	9	):	):	PUNCT
eurjchem-265	114	10	1.99	1.99	NUM
eurjchem-265	114	11	(	(	PUNCT
eurjchem-265	114	12	m	m	PROPN
eurjchem-265	114	13	,	,	PUNCT
eurjchem-265	114	14	4h	4h	NUM
eurjchem-265	114	15	,	,	PUNCT
eurjchem-265	114	16	(	(	PUNCT
eurjchem-265	114	17	ch2)2c	ch2)2c	PROPN
eurjchem-265	114	18	)	)	PUNCT
eurjchem-265	114	19	,	,	PUNCT
eurjchem-265	114	20	2.36	2.36	NUM
eurjchem-265	114	21	(	(	PUNCT
eurjchem-265	114	22	m	m	PROPN
eurjchem-265	114	23	,	,	PUNCT
eurjchem-265	114	24	1h	1h	NUM
eurjchem-265	114	25	,	,	PUNCT
eurjchem-265	114	26	bridgehead	bridgehead	NOUN
eurjchem-265	114	27	)	)	PUNCT
eurjchem-265	114	28	,	,	PUNCT
eurjchem-265	114	29	2.96	2.96	NUM
eurjchem-265	114	30	(	(	PUNCT
eurjchem-265	114	31	m	m	PROPN
eurjchem-265	114	32	,	,	PUNCT
eurjchem-265	114	33	6h	6h	NUM
eurjchem-265	114	34	,	,	PUNCT
eurjchem-265	114	35	(	(	PUNCT
eurjchem-265	114	36	ch2)3n	ch2)3n	PROPN
eurjchem-265	114	37	)	)	PUNCT
eurjchem-265	114	38	,	,	PUNCT
eurjchem-265	114	39	7.1	7.1	NUM
eurjchem-265	114	40	(	(	PUNCT
eurjchem-265	114	41	s	s	PROPN
eurjchem-265	114	42	,	,	PUNCT
eurjchem-265	114	43	1h	1h	NUM
eurjchem-265	114	44	,	,	PUNCT
eurjchem-265	114	45	nh	nh	PROPN
eurjchem-265	114	46	)	)	PUNCT
eurjchem-265	114	47	.	.	PUNCT
eurjchem-265	115	1	ir	ir	PROPN
eurjchem-265	115	2	(	(	PUNCT
eurjchem-265	115	3	cm‐1	cm‐1	PROPN
eurjchem-265	115	4	):	):	PUNCT
eurjchem-265	115	5	3311	3311	NUM
eurjchem-265	115	6	(	(	PUNCT
eurjchem-265	115	7	nh	nh	NOUN
eurjchem-265	115	8	)	)	PUNCT
eurjchem-265	115	9	,	,	PUNCT
eurjchem-265	115	10	1736	1736	NUM
eurjchem-265	115	11	(	(	PUNCT
eurjchem-265	115	12	co	co	NOUN
eurjchem-265	115	13	)	)	PUNCT
eurjchem-265	115	14	,	,	PUNCT
eurjchem-265	115	15	1087	1087	NUM
eurjchem-265	115	16	(	(	PUNCT
eurjchem-265	115	17	c	c	NOUN
eurjchem-265	115	18	=	=	SYM
eurjchem-265	115	19	s	s	NOUN
eurjchem-265	115	20	)	)	PUNCT
eurjchem-265	115	21	.	.	PUNCT
eurjchem-265	116	1	ms	ms	NOUN
eurjchem-265	116	2	(	(	PUNCT
eurjchem-265	116	3	m	m	PROPN
eurjchem-265	116	4	/	/	SYM
eurjchem-265	116	5	z	z	NOUN
eurjchem-265	116	6	,	,	PUNCT
eurjchem-265	116	7	(	(	PUNCT
eurjchem-265	116	8	%	%	INTJ
eurjchem-265	116	9	)	)	PUNCT
eurjchem-265	116	10	):	):	PUNCT
eurjchem-265	116	11	212	212	NUM
eurjchem-265	116	12	(	(	PUNCT
eurjchem-265	116	13	m++1	m++1	NOUN
eurjchem-265	116	14	,	,	PUNCT
eurjchem-265	116	15	3.4	3.4	NUM
eurjchem-265	116	16	%	%	NOUN
eurjchem-265	116	17	)	)	PUNCT
eurjchem-265	116	18	,	,	PUNCT
eurjchem-265	116	19	135	135	NUM
eurjchem-265	116	20	(	(	PUNCT
eurjchem-265	116	21	3.9	3.9	NUM
eurjchem-265	116	22	)	)	PUNCT
eurjchem-265	116	23	,	,	PUNCT
eurjchem-265	116	24	88	88	NUM
eurjchem-265	116	25	(	(	PUNCT
eurjchem-265	116	26	3.9	3.9	NUM
eurjchem-265	116	27	)	)	PUNCT
eurjchem-265	116	28	,	,	PUNCT
eurjchem-265	116	29	82	82	NUM
eurjchem-265	116	30	(	(	PUNCT
eurjchem-265	116	31	33	33	NUM
eurjchem-265	116	32	)	)	PUNCT
eurjchem-265	116	33	,	,	PUNCT
eurjchem-265	116	34	55	55	NUM
eurjchem-265	116	35	(	(	PUNCT
eurjchem-265	116	36	100	100	NUM
eurjchem-265	116	37	)	)	PUNCT
eurjchem-265	116	38	,	,	PUNCT
eurjchem-265	116	39	54	54	NUM
eurjchem-265	116	40	(	(	PUNCT
eurjchem-265	116	41	95.5	95.5	NUM
eurjchem-265	116	42	)	)	PUNCT
eurjchem-265	116	43	,	,	PUNCT
eurjchem-265	116	44	53	53	NUM
eurjchem-265	116	45	(	(	PUNCT
eurjchem-265	116	46	76.8	76.8	NUM
eurjchem-265	116	47	)	)	PUNCT
eurjchem-265	116	48	.	.	PUNCT
eurjchem-265	117	1	anal	anal	PROPN
eurjchem-265	117	2	.	.	PUNCT
eurjchem-265	117	3	calcd	calcd	NOUN
eurjchem-265	117	4	.	.	PUNCT
eurjchem-265	118	1	for	for	ADP
eurjchem-265	118	2	c9h13n3os	c9h13n3os	NOUN
eurjchem-265	118	3	(	(	PUNCT
eurjchem-265	118	4	211.28	211.28	NUM
eurjchem-265	118	5	):	):	PUNCT
eurjchem-265	118	6	c	c	X
eurjchem-265	118	7	,	,	PUNCT
eurjchem-265	118	8	51.16	51.16	NUM
eurjchem-265	118	9	;	;	PUNCT
eurjchem-265	118	10	h	h	NOUN
eurjchem-265	118	11	,	,	PUNCT
eurjchem-265	118	12	6.2	6.2	NUM
eurjchem-265	118	13	;	;	PUNCT
eurjchem-265	118	14	n	n	CCONJ
eurjchem-265	118	15	,	,	PUNCT
eurjchem-265	118	16	19.89	19.89	NUM
eurjchem-265	118	17	.	.	PUNCT
eurjchem-265	119	1	found	find	VERB
eurjchem-265	119	2	:	:	PUNCT
eurjchem-265	120	1	c	c	X
eurjchem-265	120	2	,	,	PUNCT
eurjchem-265	120	3	51.23	51.23	NUM
eurjchem-265	120	4	;	;	PUNCT
eurjchem-265	120	5	h	h	NOUN
eurjchem-265	120	6	,	,	PUNCT
eurjchem-265	120	7	6.32	6.32	NUM
eurjchem-265	120	8	;	;	PUNCT
eurjchem-265	120	9	n	n	CCONJ
eurjchem-265	120	10	,	,	PUNCT
eurjchem-265	120	11	19.93	19.93	NUM
eurjchem-265	120	12	%	%	NOUN
eurjchem-265	120	13	.	.	PUNCT
eurjchem-265	121	1	2.2.8	2.2.8	X
eurjchem-265	121	2	.	.	PUNCT
eurjchem-265	122	1	reaction	reaction	NOUN
eurjchem-265	122	2	of	of	ADP
eurjchem-265	122	3	1‐azabicyclo[2.2.2]octan‐3‐one	1‐azabicyclo[2.2.2]octan‐3‐one	NUM
eurjchem-265	122	4	(	(	PUNCT
eurjchem-265	122	5	1	1	NUM
eurjchem-265	122	6	)	)	PUNCT
eurjchem-265	122	7	with	with	ADP
eurjchem-265	122	8	sugar	sugar	NOUN
eurjchem-265	122	9	molecules	molecule	NOUN
eurjchem-265	122	10	:	:	PUNCT
eurjchem-265	122	11	formation	formation	NOUN
eurjchem-265	122	12	of	of	ADP
eurjchem-265	122	13	c‐nucleoside	c‐nucleoside	ADJ
eurjchem-265	122	14	derivatives	derivative	NOUN
eurjchem-265	122	15	10	10	NUM
eurjchem-265	122	16	,	,	PUNCT
eurjchem-265	122	17	12‐14	12‐14	X
eurjchem-265	122	18	general	general	ADJ
eurjchem-265	122	19	procedure	procedure	NOUN
eurjchem-265	122	20	:	:	PUNCT
eurjchem-265	122	21	a	a	DET
eurjchem-265	122	22	mixture	mixture	NOUN
eurjchem-265	122	23	of	of	ADP
eurjchem-265	122	24	1	1	NUM
eurjchem-265	122	25	(	(	PUNCT
eurjchem-265	122	26	0.59	0.59	NUM
eurjchem-265	122	27	g	g	NOUN
eurjchem-265	122	28	,	,	PUNCT
eurjchem-265	122	29	3	3	NUM
eurjchem-265	122	30	mmol	mmol	NOUN
eurjchem-265	122	31	)	)	PUNCT
eurjchem-265	122	32	and	and	CCONJ
eurjchem-265	122	33	aldohexsoses	aldohexsose	NOUN
eurjchem-265	122	34	or	or	CCONJ
eurjchem-265	122	35	aldopentose	aldopentose	PROPN
eurjchem-265	122	36	(	(	PUNCT
eurjchem-265	122	37	3	3	NUM
eurjchem-265	122	38	mmol	mmol	NOUN
eurjchem-265	122	39	)	)	PUNCT
eurjchem-265	122	40	in	in	ADP
eurjchem-265	122	41	ethanol	ethanol	NOUN
eurjchem-265	122	42	(	(	PUNCT
eurjchem-265	122	43	5	5	NUM
eurjchem-265	122	44	cm3	cm3	NOUN
eurjchem-265	122	45	)	)	PUNCT
eurjchem-265	122	46	and	and	CCONJ
eurjchem-265	122	47	bidistilled	bidistille	VERB
eurjchem-265	122	48	water	water	NOUN
eurjchem-265	122	49	(	(	PUNCT
eurjchem-265	122	50	0.5	0.5	NUM
eurjchem-265	122	51	cm3	cm3	NOUN
eurjchem-265	122	52	)	)	PUNCT
eurjchem-265	122	53	was	be	AUX
eurjchem-265	122	54	heated	heat	VERB
eurjchem-265	122	55	at	at	ADP
eurjchem-265	122	56	60	60	NUM
eurjchem-265	122	57	°	°	ADP
eurjchem-265	122	58	c	c	NOUN
eurjchem-265	122	59	for	for	ADP
eurjchem-265	122	60	20	20	NUM
eurjchem-265	122	61	min	min	NOUN
eurjchem-265	122	62	on	on	ADP
eurjchem-265	122	63	water	water	NOUN
eurjchem-265	122	64	bath	bath	NOUN
eurjchem-265	122	65	.	.	PUNCT
eurjchem-265	123	1	a	a	DET
eurjchem-265	123	2	catalytic	catalytic	ADJ
eurjchem-265	123	3	amount	amount	NOUN
eurjchem-265	123	4	of	of	ADP
eurjchem-265	123	5	zncl2	zncl2	NOUN
eurjchem-265	123	6	was	be	AUX
eurjchem-265	123	7	added	add	VERB
eurjchem-265	123	8	and	and	CCONJ
eurjchem-265	123	9	the	the	DET
eurjchem-265	123	10	reaction	reaction	NOUN
eurjchem-265	123	11	mixture	mixture	NOUN
eurjchem-265	123	12	was	be	AUX
eurjchem-265	123	13	heated	heat	VERB
eurjchem-265	123	14	till	till	SCONJ
eurjchem-265	123	15	complete	complete	ADJ
eurjchem-265	123	16	dissolution	dissolution	PROPN
eurjchem-265	123	17	zncl2	zncl2	PROPN
eurjchem-265	123	18	.	.	PUNCT
eurjchem-265	124	1	the	the	DET
eurjchem-265	124	2	reaction	reaction	NOUN
eurjchem-265	124	3	mixture	mixture	NOUN
eurjchem-265	124	4	was	be	AUX
eurjchem-265	124	5	filtered	filter	VERB
eurjchem-265	124	6	off	off	ADP
eurjchem-265	124	7	and	and	CCONJ
eurjchem-265	124	8	left	leave	VERB
eurjchem-265	124	9	to	to	PART
eurjchem-265	124	10	cool	cool	ADJ
eurjchem-265	124	11	.	.	PUNCT
eurjchem-265	125	1	the	the	DET
eurjchem-265	125	2	formed	form	VERB
eurjchem-265	125	3	precipitate	precipitate	NOUN
eurjchem-265	125	4	was	be	AUX
eurjchem-265	125	5	after	after	SCONJ
eurjchem-265	125	6	cooling	cool	VERB
eurjchem-265	125	7	was	be	AUX
eurjchem-265	125	8	filtered	filter	VERB
eurjchem-265	125	9	off	off	ADP
eurjchem-265	125	10	,	,	PUNCT
eurjchem-265	125	11	dried	dry	VERB
eurjchem-265	125	12	and	and	CCONJ
eurjchem-265	125	13	crystallized	crystallize	VERB
eurjchem-265	125	14	from	from	ADP
eurjchem-265	125	15	ethanol	ethanol	NOUN
eurjchem-265	125	16	to	to	PART
eurjchem-265	125	17	yield	yield	VERB
eurjchem-265	125	18	compounds	compound	NOUN
eurjchem-265	125	19	10	10	NUM
eurjchem-265	125	20	,	,	PUNCT
eurjchem-265	125	21	12‐14	12‐14	PUNCT
eurjchem-265	125	22	(	(	PUNCT
eurjchem-265	125	23	scheme	scheme	NOUN
eurjchem-265	125	24	3	3	NUM
eurjchem-265	125	25	)	)	PUNCT
eurjchem-265	125	26	.	.	PUNCT
eurjchem-265	126	1	2‐glucopyranosyloxy‐1‐aza‐bicyclo[2.2.2]octan‐3‐one	2‐glucopyranosyloxy‐1‐aza‐bicyclo[2.2.2]octan‐3‐one	NUM
eurjchem-265	126	2	(	(	PUNCT
eurjchem-265	126	3	10	10	NUM
eurjchem-265	126	4	):	):	PUNCT
eurjchem-265	126	5	white	white	ADJ
eurjchem-265	126	6	crystals	crystal	NOUN
eurjchem-265	126	7	.	.	PUNCT
eurjchem-265	127	1	yield	yield	NOUN
eurjchem-265	127	2	:	:	PUNCT
eurjchem-265	127	3	43	43	NUM
eurjchem-265	127	4	%	%	NOUN
eurjchem-265	127	5	.	.	PUNCT
eurjchem-265	128	1	m.p	m.p	PROPN
eurjchem-265	128	2	.	.	PROPN
eurjchem-265	128	3	:	:	PUNCT
eurjchem-265	129	1	160	160	NUM
eurjchem-265	129	2	°	°	SYM
eurjchem-265	129	3	c	c	NOUN
eurjchem-265	129	4	.	.	PUNCT
eurjchem-265	130	1	1h	1h	NUM
eurjchem-265	130	2	nmr	nmr	NOUN
eurjchem-265	130	3	(	(	PUNCT
eurjchem-265	130	4	dmso‐d6	dmso‐d6	PROPN
eurjchem-265	130	5	,	,	PUNCT
eurjchem-265	130	6			NUM
eurjchem-265	130	7	,	,	PUNCT
eurjchem-265	130	8	ppm	ppm	NUM
eurjchem-265	130	9	):	):	PUNCT
eurjchem-265	130	10	2.15	2.15	NUM
eurjchem-265	130	11	(	(	PUNCT
eurjchem-265	130	12	m	m	PROPN
eurjchem-265	130	13	,	,	PUNCT
eurjchem-265	130	14	4h	4h	NUM
eurjchem-265	130	15	,	,	PUNCT
eurjchem-265	130	16	(	(	PUNCT
eurjchem-265	130	17	ch2)2c	ch2)2c	PROPN
eurjchem-265	130	18	)	)	PUNCT
eurjchem-265	130	19	,	,	PUNCT
eurjchem-265	130	20	2.52	2.52	NUM
eurjchem-265	130	21	(	(	PUNCT
eurjchem-265	130	22	m	m	PROPN
eurjchem-265	130	23	,	,	PUNCT
eurjchem-265	130	24	1h	1h	NUM
eurjchem-265	130	25	,	,	PUNCT
eurjchem-265	130	26	bridgehead	bridgehead	NOUN
eurjchem-265	130	27	)	)	PUNCT
eurjchem-265	130	28	,	,	PUNCT
eurjchem-265	130	29	3.15	3.15	NUM
eurjchem-265	130	30	(	(	PUNCT
eurjchem-265	130	31	m	m	PROPN
eurjchem-265	130	32	,	,	PUNCT
eurjchem-265	130	33	4h	4h	NUM
eurjchem-265	130	34	,	,	PUNCT
eurjchem-265	130	35	(	(	PUNCT
eurjchem-265	130	36	ch2)2n	ch2)2n	NUM
eurjchem-265	130	37	)	)	PUNCT
eurjchem-265	130	38	,	,	PUNCT
eurjchem-265	130	39	3.35	3.35	NUM
eurjchem-265	130	40	(	(	PUNCT
eurjchem-265	130	41	d	d	NOUN
eurjchem-265	130	42	,	,	PUNCT
eurjchem-265	130	43	j=	j=	ADP
eurjchem-265	130	44	4.0	4.0	NUM
eurjchem-265	130	45	hz	hz	NOUN
eurjchem-265	130	46	,	,	PUNCT
eurjchem-265	130	47	1h	1h	NUM
eurjchem-265	130	48	,	,	PUNCT
eurjchem-265	130	49	c‐ch‐n	c‐ch‐n	PROPN
eurjchem-265	130	50	)	)	PUNCT
eurjchem-265	130	51	,	,	PUNCT
eurjchem-265	130	52	3.42‐3.55	3.42‐3.55	NUM
eurjchem-265	130	53	(	(	PUNCT
eurjchem-265	130	54	m	m	PROPN
eurjchem-265	130	55	,	,	PUNCT
eurjchem-265	130	56	3h	3h	NUM
eurjchem-265	130	57	,	,	PUNCT
eurjchem-265	130	58	h‐2	h‐2	NOUN
eurjchem-265	130	59	'	'	NUM
eurjchem-265	130	60	,	,	PUNCT
eurjchem-265	130	61	h‐3	h‐3	NOUN
eurjchem-265	130	62	'	'	PUNCT
eurjchem-265	130	63	and	and	CCONJ
eurjchem-265	130	64	h‐4	h‐4	NOUN
eurjchem-265	130	65	'	'	PUNCT
eurjchem-265	130	66	)	)	PUNCT
eurjchem-265	130	67	,	,	PUNCT
eurjchem-265	130	68	3.74	3.74	NUM
eurjchem-265	130	69	(	(	PUNCT
eurjchem-265	130	70	m	m	PROPN
eurjchem-265	130	71	,	,	PUNCT
eurjchem-265	130	72	1h	1h	NUM
eurjchem-265	130	73	,	,	PUNCT
eurjchem-265	130	74	h‐5	h‐5	NOUN
eurjchem-265	130	75	'	'	PUNCT
eurjchem-265	130	76	)	)	PUNCT
eurjchem-265	130	77	,	,	PUNCT
eurjchem-265	130	78	3.90	3.90	NUM
eurjchem-265	130	79	(	(	PUNCT
eurjchem-265	130	80	m	m	PROPN
eurjchem-265	130	81	,	,	PUNCT
eurjchem-265	130	82	1h	1h	NUM
eurjchem-265	130	83	,	,	PUNCT
eurjchem-265	130	84	h‐6'b	h‐6'b	NOUN
eurjchem-265	130	85	)	)	PUNCT
eurjchem-265	130	86	,	,	PUNCT
eurjchem-265	130	87	4.20	4.20	NUM
eurjchem-265	130	88	(	(	PUNCT
eurjchem-265	130	89	d	d	NOUN
eurjchem-265	130	90	,	,	PUNCT
eurjchem-265	130	91	j=	j=	ADP
eurjchem-265	130	92	8	8	NUM
eurjchem-265	130	93	hz	hz	VERB
eurjchem-265	130	94	,	,	PUNCT
eurjchem-265	130	95	1h	1h	NUM
eurjchem-265	130	96	,	,	PUNCT
eurjchem-265	130	97	h‐6'a	h‐6'a	NOUN
eurjchem-265	130	98	)	)	PUNCT
eurjchem-265	130	99	,	,	PUNCT
eurjchem-265	130	100	4.6	4.6	NUM
eurjchem-265	130	101	(	(	PUNCT
eurjchem-265	130	102	m	m	PROPN
eurjchem-265	130	103	,	,	PUNCT
eurjchem-265	130	104	4h	4h	NUM
eurjchem-265	130	105	,	,	PUNCT
eurjchem-265	130	106	4(oh	4(oh	NUM
eurjchem-265	130	107	)	)	PUNCT
eurjchem-265	130	108	,	,	PUNCT
eurjchem-265	130	109	exchangeable	exchangeable	ADJ
eurjchem-265	130	110	by	by	ADP
eurjchem-265	130	111	d2o	d2o	NOUN
eurjchem-265	130	112	)	)	PUNCT
eurjchem-265	130	113	,	,	PUNCT
eurjchem-265	130	114	4.9	4.9	NUM
eurjchem-265	130	115	(	(	PUNCT
eurjchem-265	130	116	d	d	NOUN
eurjchem-265	130	117	,	,	PUNCT
eurjchem-265	130	118	j=	j=	NOUN
eurjchem-265	130	119	3.4	3.4	NUM
eurjchem-265	130	120	,	,	PUNCT
eurjchem-265	130	121	1h	1h	NUM
eurjchem-265	130	122	,	,	PUNCT
eurjchem-265	130	123	h‐1'(α‐linkage	h‐1'(α‐linkage	NOUN
eurjchem-265	130	124	)	)	PUNCT
eurjchem-265	130	125	)	)	PUNCT
eurjchem-265	130	126	.	.	PUNCT
eurjchem-265	131	1	ir	ir	INTJ
eurjchem-265	131	2	(	(	PUNCT
eurjchem-265	131	3	cm‐1	cm‐1	PROPN
eurjchem-265	131	4	):	):	PUNCT
eurjchem-265	131	5	1746	1746	NUM
eurjchem-265	131	6	(	(	PUNCT
eurjchem-265	131	7	c	c	NOUN
eurjchem-265	131	8	=	=	NOUN
eurjchem-265	131	9	o	o	NOUN
eurjchem-265	131	10	)	)	PUNCT
eurjchem-265	131	11	,	,	PUNCT
eurjchem-265	131	12	2971	2971	NUM
eurjchem-265	131	13	(	(	PUNCT
eurjchem-265	131	14	c‐h	c‐h	NUM
eurjchem-265	131	15	stretching	stretching	NOUN
eurjchem-265	131	16	)	)	PUNCT
eurjchem-265	131	17	,	,	PUNCT
eurjchem-265	131	18	3366	3366	NUM
eurjchem-265	131	19	(	(	PUNCT
eurjchem-265	131	20	oh	oh	INTJ
eurjchem-265	131	21	)	)	PUNCT
eurjchem-265	131	22	.	.	PUNCT
eurjchem-265	132	1	uv	uv	INTJ
eurjchem-265	132	2	(	(	PUNCT
eurjchem-265	132	3	h2o	h2o	PROPN
eurjchem-265	132	4	)	)	PUNCT
eurjchem-265	132	5	λmax	λmax	NOUN
eurjchem-265	132	6	(	(	PUNCT
eurjchem-265	132	7	log	log	PROPN
eurjchem-265	132	8			PROPN
eurjchem-265	132	9	):	):	PUNCT
eurjchem-265	132	10	194	194	NUM
eurjchem-265	132	11	(	(	PUNCT
eurjchem-265	132	12	2.85	2.85	NUM
eurjchem-265	132	13	)	)	PUNCT
eurjchem-265	132	14	,	,	PUNCT
eurjchem-265	132	15	282	282	NUM
eurjchem-265	132	16	(	(	PUNCT
eurjchem-265	132	17	1.59	1.59	NUM
eurjchem-265	132	18	)	)	PUNCT
eurjchem-265	132	19	.	.	PUNCT
eurjchem-265	133	1	ms	ms	NOUN
eurjchem-265	133	2	(	(	PUNCT
eurjchem-265	133	3	m	m	PROPN
eurjchem-265	133	4	/	/	SYM
eurjchem-265	133	5	z	z	NOUN
eurjchem-265	133	6	,	,	PUNCT
eurjchem-265	133	7	(	(	PUNCT
eurjchem-265	133	8	%	%	INTJ
eurjchem-265	133	9	)	)	PUNCT
eurjchem-265	133	10	):	):	PUNCT
eurjchem-265	133	11	287	287	NUM
eurjchem-265	133	12	(	(	PUNCT
eurjchem-265	133	13	m+	m+	NUM
eurjchem-265	133	14	,	,	PUNCT
eurjchem-265	133	15	6.5	6.5	NUM
eurjchem-265	133	16	%	%	NOUN
eurjchem-265	133	17	)	)	PUNCT
eurjchem-265	133	18	,	,	PUNCT
eurjchem-265	133	19	165	165	NUM
eurjchem-265	133	20	(	(	PUNCT
eurjchem-265	133	21	0.4	0.4	NUM
eurjchem-265	133	22	)	)	PUNCT
eurjchem-265	133	23	,	,	PUNCT
eurjchem-265	133	24	136	136	NUM
eurjchem-265	133	25	(	(	PUNCT
eurjchem-265	133	26	2.2	2.2	NUM
eurjchem-265	133	27	)	)	PUNCT
eurjchem-265	133	28	,	,	PUNCT
eurjchem-265	133	29	125	125	NUM
eurjchem-265	133	30	(	(	PUNCT
eurjchem-265	133	31	28.1	28.1	NUM
eurjchem-265	133	32	)	)	PUNCT
eurjchem-265	133	33	,	,	PUNCT
eurjchem-265	133	34	103	103	NUM
eurjchem-265	133	35	(	(	PUNCT
eurjchem-265	133	36	9.4	9.4	NUM
eurjchem-265	133	37	)	)	PUNCT
eurjchem-265	133	38	,	,	PUNCT
eurjchem-265	133	39	97	97	NUM
eurjchem-265	133	40	(	(	PUNCT
eurjchem-265	133	41	100	100	NUM
eurjchem-265	133	42	)	)	PUNCT
eurjchem-265	133	43	,	,	PUNCT
eurjchem-265	133	44	96	96	NUM
eurjchem-265	133	45	(	(	PUNCT
eurjchem-265	133	46	49.6	49.6	NUM
eurjchem-265	133	47	)	)	PUNCT
eurjchem-265	133	48	,	,	PUNCT
eurjchem-265	133	49	73	73	NUM
eurjchem-265	133	50	(	(	PUNCT
eurjchem-265	133	51	5.1	5.1	NUM
eurjchem-265	133	52	)	)	PUNCT
eurjchem-265	133	53	,	,	PUNCT
eurjchem-265	133	54	60	60	NUM
eurjchem-265	133	55	(	(	PUNCT
eurjchem-265	133	56	6.5	6.5	NUM
eurjchem-265	133	57	)	)	PUNCT
eurjchem-265	133	58	.	.	PUNCT
eurjchem-265	134	1	anal	anal	PROPN
eurjchem-265	134	2	.	.	PUNCT
eurjchem-265	134	3	calcd	calcd	NOUN
eurjchem-265	134	4	.	.	PUNCT
eurjchem-265	135	1	for	for	ADP
eurjchem-265	135	2	c13h21no6	c13h21no6	PROPN
eurjchem-265	135	3	(	(	PUNCT
eurjchem-265	135	4	287.31	287.31	NUM
eurjchem-265	135	5	):	):	PUNCT
eurjchem-265	135	6	c	c	X
eurjchem-265	135	7	,	,	PUNCT
eurjchem-265	135	8	54.34	54.34	NUM
eurjchem-265	135	9	;	;	PUNCT
eurjchem-265	135	10	h	h	NOUN
eurjchem-265	135	11	,	,	PUNCT
eurjchem-265	135	12	7.37	7.37	NUM
eurjchem-265	135	13	;	;	PUNCT
eurjchem-265	135	14	n	n	CCONJ
eurjchem-265	135	15	,	,	PUNCT
eurjchem-265	135	16	4.88	4.88	NUM
eurjchem-265	135	17	.	.	PUNCT
eurjchem-265	135	18	found	find	VERB
eurjchem-265	135	19	:	:	PUNCT
eurjchem-265	136	1	c	c	X
eurjchem-265	136	2	,	,	PUNCT
eurjchem-265	136	3	54.43	54.43	NUM
eurjchem-265	136	4	;	;	PUNCT
eurjchem-265	136	5	h	h	NOUN
eurjchem-265	136	6	,	,	PUNCT
eurjchem-265	136	7	7.45	7.45	NUM
eurjchem-265	136	8	;	;	PUNCT
eurjchem-265	136	9	n	n	CCONJ
eurjchem-265	136	10	,	,	PUNCT
eurjchem-265	136	11	4.94	4.94	NUM
eurjchem-265	136	12	%	%	NOUN
eurjchem-265	136	13	.	.	PUNCT
eurjchem-265	137	1	2‐galactopyranosyloxy‐1‐aza‐bicyclo[2.2.2]octan‐3‐one	2‐galactopyranosyloxy‐1‐aza‐bicyclo[2.2.2]octan‐3‐one	NUM
eurjchem-265	137	2	(	(	PUNCT
eurjchem-265	137	3	12	12	NUM
eurjchem-265	137	4	):	):	PUNCT
eurjchem-265	137	5	white	white	ADJ
eurjchem-265	137	6	crystals	crystal	NOUN
eurjchem-265	137	7	.	.	PUNCT
eurjchem-265	138	1	yield	yield	NOUN
eurjchem-265	138	2	:	:	PUNCT
eurjchem-265	138	3	26	26	NUM
eurjchem-265	138	4	%	%	NOUN
eurjchem-265	138	5	.	.	PUNCT
eurjchem-265	139	1	m.p	m.p	PROPN
eurjchem-265	139	2	.	.	PROPN
eurjchem-265	139	3	:	:	PUNCT
eurjchem-265	140	1	195	195	NUM
eurjchem-265	140	2	°	°	NOUN
eurjchem-265	140	3	c	c	X
eurjchem-265	140	4	.	.	PUNCT
eurjchem-265	141	1	ir	ir	PROPN
eurjchem-265	141	2	(	(	PUNCT
eurjchem-265	141	3	cm‐1	cm‐1	PROPN
eurjchem-265	141	4	):	):	PUNCT
eurjchem-265	141	5	1744	1744	NUM
eurjchem-265	141	6	(	(	PUNCT
eurjchem-265	141	7	c	c	NOUN
eurjchem-265	141	8	=	=	NOUN
eurjchem-265	141	9	o	o	NOUN
eurjchem-265	141	10	)	)	PUNCT
eurjchem-265	141	11	,	,	PUNCT
eurjchem-265	141	12	2980	2980	NUM
eurjchem-265	141	13	(	(	PUNCT
eurjchem-265	141	14	c‐h	c‐h	CCONJ
eurjchem-265	141	15	stretching	stretching	NOUN
eurjchem-265	141	16	)	)	PUNCT
eurjchem-265	141	17	,	,	PUNCT
eurjchem-265	141	18	3392	3392	NUM
eurjchem-265	141	19	(	(	PUNCT
eurjchem-265	141	20	oh	oh	INTJ
eurjchem-265	141	21	)	)	PUNCT
eurjchem-265	141	22	.	.	PUNCT
eurjchem-265	142	1	uv	uv	INTJ
eurjchem-265	142	2	(	(	PUNCT
eurjchem-265	142	3	(	(	PUNCT
eurjchem-265	142	4	h2o	h2o	PROPN
eurjchem-265	142	5	,	,	PUNCT
eurjchem-265	142	6	λmax	λmax	NOUN
eurjchem-265	142	7	,	,	PUNCT
eurjchem-265	142	8	(	(	PUNCT
eurjchem-265	142	9	log	log	PROPN
eurjchem-265	142	10			PROPN
eurjchem-265	142	11	)	)	PUNCT
eurjchem-265	142	12	):	):	PUNCT
eurjchem-265	142	13	191	191	NUM
eurjchem-265	142	14	(	(	PUNCT
eurjchem-265	142	15	2.70	2.70	NUM
eurjchem-265	142	16	)	)	PUNCT
eurjchem-265	142	17	,	,	PUNCT
eurjchem-265	142	18	281	281	NUM
eurjchem-265	142	19	(	(	PUNCT
eurjchem-265	142	20	1.23	1.23	NUM
eurjchem-265	142	21	)	)	PUNCT
eurjchem-265	142	22	.	.	PUNCT
eurjchem-265	143	1	ms	ms	NOUN
eurjchem-265	143	2	(	(	PUNCT
eurjchem-265	143	3	m	m	PROPN
eurjchem-265	143	4	/	/	SYM
eurjchem-265	143	5	z	z	NOUN
eurjchem-265	143	6	,	,	PUNCT
eurjchem-265	143	7	(	(	PUNCT
eurjchem-265	143	8	%	%	INTJ
eurjchem-265	143	9	)	)	PUNCT
eurjchem-265	143	10	):	):	PUNCT
eurjchem-265	143	11	284	284	NUM
eurjchem-265	143	12	(	(	PUNCT
eurjchem-265	143	13	m+‐3	m+‐3	PROPN
eurjchem-265	143	14	,	,	PUNCT
eurjchem-265	143	15	0.7	0.7	NUM
eurjchem-265	143	16	%	%	NOUN
eurjchem-265	143	17	)	)	PUNCT
eurjchem-265	143	18	,	,	PUNCT
eurjchem-265	143	19	256	256	NUM
eurjchem-265	143	20	(	(	PUNCT
eurjchem-265	143	21	1.9	1.9	NUM
eurjchem-265	143	22	)	)	PUNCT
eurjchem-265	143	23	,	,	PUNCT
eurjchem-265	143	24	125	125	NUM
eurjchem-265	143	25	(	(	PUNCT
eurjchem-265	143	26	23.8	23.8	NUM
eurjchem-265	143	27	)	)	PUNCT
eurjchem-265	143	28	,	,	PUNCT
eurjchem-265	143	29	103	103	NUM
eurjchem-265	143	30	(	(	PUNCT
eurjchem-265	143	31	0.9	0.9	NUM
eurjchem-265	143	32	)	)	PUNCT
eurjchem-265	143	33	,	,	PUNCT
eurjchem-265	143	34	97	97	NUM
eurjchem-265	143	35	(	(	PUNCT
eurjchem-265	143	36	100	100	NUM
eurjchem-265	143	37	)	)	PUNCT
eurjchem-265	143	38	,	,	PUNCT
eurjchem-265	143	39	96	96	NUM
eurjchem-265	143	40	(	(	PUNCT
eurjchem-265	143	41	57.8	57.8	NUM
eurjchem-265	143	42	)	)	PUNCT
eurjchem-265	143	43	,	,	PUNCT
eurjchem-265	143	44	73	73	NUM
eurjchem-265	143	45	(	(	PUNCT
eurjchem-265	143	46	13.1	13.1	NUM
eurjchem-265	143	47	)	)	PUNCT
eurjchem-265	143	48	,	,	PUNCT
eurjchem-265	143	49	60	60	NUM
eurjchem-265	143	50	(	(	PUNCT
eurjchem-265	143	51	3.8	3.8	NUM
eurjchem-265	143	52	)	)	PUNCT
eurjchem-265	143	53	.	.	PUNCT
eurjchem-265	144	1	anal	anal	PROPN
eurjchem-265	144	2	.	.	PUNCT
eurjchem-265	144	3	calcd	calcd	NOUN
eurjchem-265	144	4	.	.	PUNCT
eurjchem-265	145	1	for	for	ADP
eurjchem-265	145	2	c13h21no6	c13h21no6	PROPN
eurjchem-265	145	3	(	(	PUNCT
eurjchem-265	145	4	287.31	287.31	NUM
eurjchem-265	145	5	):	):	PUNCT
eurjchem-265	145	6	c	c	X
eurjchem-265	145	7	,	,	PUNCT
eurjchem-265	145	8	54.34	54.34	NUM
eurjchem-265	145	9	;	;	PUNCT
eurjchem-265	145	10	h	h	NOUN
eurjchem-265	145	11	,	,	PUNCT
eurjchem-265	145	12	7.37	7.37	NUM
eurjchem-265	145	13	;	;	PUNCT
eurjchem-265	145	14	n	n	CCONJ
eurjchem-265	145	15	,	,	PUNCT
eurjchem-265	145	16	4.88	4.88	NUM
eurjchem-265	145	17	.	.	PUNCT
eurjchem-265	145	18	found	find	VERB
eurjchem-265	145	19	:	:	PUNCT
eurjchem-265	146	1	c	c	X
eurjchem-265	146	2	,	,	PUNCT
eurjchem-265	146	3	54.22	54.22	NUM
eurjchem-265	146	4	;	;	PUNCT
eurjchem-265	147	1	h	h	NOUN
eurjchem-265	147	2	,	,	PUNCT
eurjchem-265	147	3	7.46	7.46	NUM
eurjchem-265	147	4	;	;	PUNCT
eurjchem-265	147	5	n	n	CCONJ
eurjchem-265	147	6	,	,	PUNCT
eurjchem-265	147	7	4.86	4.86	NUM
eurjchem-265	147	8	%	%	NOUN
eurjchem-265	147	9	.	.	PUNCT
eurjchem-265	148	1	2‐mannopyranosyloxy‐1‐aza‐bicyclo[2.2.2]octan‐3‐one	2‐mannopyranosyloxy‐1‐aza‐bicyclo[2.2.2]octan‐3‐one	NUM
eurjchem-265	148	2	(	(	PUNCT
eurjchem-265	148	3	13	13	NUM
eurjchem-265	148	4	):	):	PUNCT
eurjchem-265	148	5	white	white	ADJ
eurjchem-265	148	6	crystals	crystal	NOUN
eurjchem-265	148	7	.	.	PUNCT
eurjchem-265	149	1	yield	yield	NOUN
eurjchem-265	149	2	:	:	PUNCT
eurjchem-265	149	3	35	35	NUM
eurjchem-265	149	4	%	%	NOUN
eurjchem-265	149	5	.	.	PUNCT
eurjchem-265	150	1	m.p	m.p	PROPN
eurjchem-265	150	2	.	.	PROPN
eurjchem-265	150	3	:	:	PUNCT
eurjchem-265	151	1	230	230	NUM
eurjchem-265	151	2	°	°	SYM
eurjchem-265	151	3	c	c	NOUN
eurjchem-265	151	4	.	.	PUNCT
eurjchem-265	152	1	1h	1h	NUM
eurjchem-265	152	2	nmr	nmr	NOUN
eurjchem-265	152	3	(	(	PUNCT
eurjchem-265	152	4	dmso‐d6	dmso‐d6	PROPN
eurjchem-265	152	5	,	,	PUNCT
eurjchem-265	152	6			NUM
eurjchem-265	152	7	,	,	PUNCT
eurjchem-265	152	8	ppm	ppm	NUM
eurjchem-265	152	9	):	):	PUNCT
eurjchem-265	152	10	2.00	2.00	NUM
eurjchem-265	152	11	(	(	PUNCT
eurjchem-265	152	12	m	m	PROPN
eurjchem-265	152	13	,	,	PUNCT
eurjchem-265	152	14	4h	4h	NUM
eurjchem-265	152	15	,	,	PUNCT
eurjchem-265	152	16	(	(	PUNCT
eurjchem-265	152	17	ch2)2c	ch2)2c	PROPN
eurjchem-265	152	18	)	)	PUNCT
eurjchem-265	152	19	,	,	PUNCT
eurjchem-265	152	20	2.50	2.50	NUM
eurjchem-265	152	21	(	(	PUNCT
eurjchem-265	152	22	m	m	PROPN
eurjchem-265	152	23	,	,	PUNCT
eurjchem-265	152	24	1h	1h	NUM
eurjchem-265	152	25	,	,	PUNCT
eurjchem-265	152	26	bridgehead	bridgehead	NOUN
eurjchem-265	152	27	)	)	PUNCT
eurjchem-265	152	28	,	,	PUNCT
eurjchem-265	152	29	3.25	3.25	NUM
eurjchem-265	152	30	(	(	PUNCT
eurjchem-265	152	31	m	m	PROPN
eurjchem-265	152	32	,	,	PUNCT
eurjchem-265	152	33	4h	4h	NUM
eurjchem-265	152	34	,	,	PUNCT
eurjchem-265	152	35	(	(	PUNCT
eurjchem-265	152	36	ch2)2n	ch2)2n	NUM
eurjchem-265	152	37	)	)	PUNCT
eurjchem-265	152	38	,	,	PUNCT
eurjchem-265	152	39	3.35	3.35	NUM
eurjchem-265	152	40	(	(	PUNCT
eurjchem-265	152	41	d	d	NOUN
eurjchem-265	152	42	,	,	PUNCT
eurjchem-265	152	43	j=	j=	ADP
eurjchem-265	152	44	4.0	4.0	NUM
eurjchem-265	152	45	hz	hz	NOUN
eurjchem-265	152	46	,	,	PUNCT
eurjchem-265	152	47	1h	1h	NUM
eurjchem-265	152	48	,	,	PUNCT
eurjchem-265	152	49	c‐ch‐n	c‐ch‐n	PROPN
eurjchem-265	152	50	)	)	PUNCT
eurjchem-265	152	51	,	,	PUNCT
eurjchem-265	152	52	3.42‐3.55	3.42‐3.55	NUM
eurjchem-265	152	53	(	(	PUNCT
eurjchem-265	152	54	m	m	PROPN
eurjchem-265	152	55	,	,	PUNCT
eurjchem-265	152	56	3h	3h	NUM
eurjchem-265	152	57	,	,	PUNCT
eurjchem-265	152	58	h‐2	h‐2	NOUN
eurjchem-265	152	59	'	'	NUM
eurjchem-265	152	60	,	,	PUNCT
eurjchem-265	152	61	h‐3	h‐3	NOUN
eurjchem-265	152	62	'	'	PUNCT
eurjchem-265	152	63	and	and	CCONJ
eurjchem-265	152	64	h‐4	h‐4	NOUN
eurjchem-265	152	65	'	'	PUNCT
eurjchem-265	152	66	)	)	PUNCT
eurjchem-265	152	67	,	,	PUNCT
eurjchem-265	152	68	3.75	3.75	NUM
eurjchem-265	152	69	(	(	PUNCT
eurjchem-265	152	70	m	m	PROPN
eurjchem-265	152	71	,	,	PUNCT
eurjchem-265	152	72	1h	1h	NUM
eurjchem-265	152	73	,	,	PUNCT
eurjchem-265	152	74	h‐5	h‐5	NOUN
eurjchem-265	152	75	'	'	PUNCT
eurjchem-265	152	76	)	)	PUNCT
eurjchem-265	152	77	,	,	PUNCT
eurjchem-265	152	78	3.90	3.90	NUM
eurjchem-265	152	79	(	(	PUNCT
eurjchem-265	152	80	m	m	PROPN
eurjchem-265	152	81	,	,	PUNCT
eurjchem-265	152	82	1h	1h	NUM
eurjchem-265	152	83	,	,	PUNCT
eurjchem-265	152	84	h‐6'b	h‐6'b	NOUN
eurjchem-265	152	85	)	)	PUNCT
eurjchem-265	152	86	,	,	PUNCT
eurjchem-265	152	87	4.22	4.22	NUM
eurjchem-265	152	88	(	(	PUNCT
eurjchem-265	152	89	d	d	NOUN
eurjchem-265	152	90	,	,	PUNCT
eurjchem-265	152	91	j=	j=	ADP
eurjchem-265	152	92	8	8	NUM
eurjchem-265	152	93	hz	hz	VERB
eurjchem-265	152	94	,	,	PUNCT
eurjchem-265	152	95	1h	1h	NUM
eurjchem-265	152	96	,	,	PUNCT
eurjchem-265	152	97	h‐6'a	h‐6'a	NOUN
eurjchem-265	152	98	)	)	PUNCT
eurjchem-265	152	99	,	,	PUNCT
eurjchem-265	152	100	4.6	4.6	NUM
eurjchem-265	152	101	(	(	PUNCT
eurjchem-265	152	102	m	m	PROPN
eurjchem-265	152	103	,	,	PUNCT
eurjchem-265	152	104	4h	4h	NUM
eurjchem-265	152	105	,	,	PUNCT
eurjchem-265	152	106	4(oh	4(oh	NUM
eurjchem-265	152	107	)	)	PUNCT
eurjchem-265	152	108	,	,	PUNCT
eurjchem-265	152	109	exchangeable	exchangeable	ADJ
eurjchem-265	152	110	by	by	ADP
eurjchem-265	152	111	d2o	d2o	NOUN
eurjchem-265	152	112	)	)	PUNCT
eurjchem-265	152	113	,	,	PUNCT
eurjchem-265	152	114	4.95	4.95	NUM
eurjchem-265	152	115	(	(	PUNCT
eurjchem-265	152	116	d	d	NOUN
eurjchem-265	152	117	,	,	PUNCT
eurjchem-265	152	118	j=	j=	NOUN
eurjchem-265	152	119	3.4	3.4	NUM
eurjchem-265	152	120	,	,	PUNCT
eurjchem-265	152	121	1h	1h	NUM
eurjchem-265	152	122	,	,	PUNCT
eurjchem-265	152	123	h‐1'(α‐linkage	h‐1'(α‐linkage	NOUN
eurjchem-265	152	124	)	)	PUNCT
eurjchem-265	152	125	)	)	PUNCT
eurjchem-265	152	126	.	.	PUNCT
eurjchem-265	153	1	ir	ir	INTJ
eurjchem-265	153	2	(	(	PUNCT
eurjchem-265	153	3	cm‐1	cm‐1	PROPN
eurjchem-265	153	4	):	):	PUNCT
eurjchem-265	153	5	1744	1744	NUM
eurjchem-265	153	6	(	(	PUNCT
eurjchem-265	153	7	c	c	NOUN
eurjchem-265	153	8	=	=	NOUN
eurjchem-265	153	9	o	o	NOUN
eurjchem-265	153	10	)	)	PUNCT
eurjchem-265	153	11	,	,	PUNCT
eurjchem-265	153	12	2982	2982	NUM
eurjchem-265	153	13	(	(	PUNCT
eurjchem-265	153	14	c‐h	c‐h	CCONJ
eurjchem-265	153	15	stretching	stretching	NOUN
eurjchem-265	153	16	)	)	PUNCT
eurjchem-265	153	17	,	,	PUNCT
eurjchem-265	153	18	3398	3398	NUM
eurjchem-265	153	19	(	(	PUNCT
eurjchem-265	153	20	oh	oh	INTJ
eurjchem-265	153	21	)	)	PUNCT
eurjchem-265	153	22	.	.	PUNCT
eurjchem-265	154	1	uv	uv	INTJ
eurjchem-265	154	2	(	(	PUNCT
eurjchem-265	154	3	(	(	PUNCT
eurjchem-265	154	4	h2o	h2o	PROPN
eurjchem-265	154	5	,	,	PUNCT
eurjchem-265	154	6	λmax	λmax	NOUN
eurjchem-265	154	7	,	,	PUNCT
eurjchem-265	154	8	(	(	PUNCT
eurjchem-265	154	9	log	log	PROPN
eurjchem-265	154	10			PROPN
eurjchem-265	154	11	)	)	PUNCT
eurjchem-265	154	12	):	):	PUNCT
eurjchem-265	154	13	191	191	NUM
eurjchem-265	154	14	(	(	PUNCT
eurjchem-265	154	15	2.95	2.95	NUM
eurjchem-265	154	16	)	)	PUNCT
eurjchem-265	154	17	,	,	PUNCT
eurjchem-265	154	18	194	194	NUM
eurjchem-265	154	19	(	(	PUNCT
eurjchem-265	154	20	2.99	2.99	NUM
eurjchem-265	154	21	)	)	PUNCT
eurjchem-265	154	22	,	,	PUNCT
eurjchem-265	154	23	283	283	NUM
eurjchem-265	154	24	(	(	PUNCT
eurjchem-265	154	25	2.50	2.50	NUM
eurjchem-265	154	26	)	)	PUNCT
eurjchem-265	154	27	.	.	PUNCT
eurjchem-265	155	1	ms	ms	NOUN
eurjchem-265	155	2	(	(	PUNCT
eurjchem-265	155	3	m	m	PROPN
eurjchem-265	155	4	/	/	SYM
eurjchem-265	155	5	z	z	NOUN
eurjchem-265	155	6	,	,	PUNCT
eurjchem-265	155	7	(	(	PUNCT
eurjchem-265	155	8	%	%	INTJ
eurjchem-265	155	9	)	)	PUNCT
eurjchem-265	155	10	):	):	PUNCT
eurjchem-265	155	11	286	286	NUM
eurjchem-265	155	12	(	(	PUNCT
eurjchem-265	155	13	m+‐h	m+‐h	NOUN
eurjchem-265	155	14	,	,	PUNCT
eurjchem-265	155	15	0.5	0.5	NUM
eurjchem-265	155	16	%	%	NOUN
eurjchem-265	155	17	)	)	PUNCT
eurjchem-265	155	18	,	,	PUNCT
eurjchem-265	155	19	163	163	NUM
eurjchem-265	155	20	(	(	PUNCT
eurjchem-265	155	21	0.5	0.5	NUM
eurjchem-265	155	22	)	)	PUNCT
eurjchem-265	155	23	,	,	PUNCT
eurjchem-265	155	24	161	161	NUM
eurjchem-265	155	25	(	(	PUNCT
eurjchem-265	155	26	5.4	5.4	NUM
eurjchem-265	155	27	)	)	PUNCT
eurjchem-265	155	28	,	,	PUNCT
eurjchem-265	155	29	133	133	NUM
eurjchem-265	155	30	(	(	PUNCT
eurjchem-265	155	31	1.6	1.6	NUM
eurjchem-265	155	32	)	)	PUNCT
eurjchem-265	155	33	,	,	PUNCT
eurjchem-265	155	34	125	125	NUM
eurjchem-265	155	35	(	(	PUNCT
eurjchem-265	155	36	100	100	NUM
eurjchem-265	155	37	)	)	PUNCT
eurjchem-265	155	38	,	,	PUNCT
eurjchem-265	155	39	103	103	NUM
eurjchem-265	155	40	(	(	PUNCT
eurjchem-265	155	41	0.6	0.6	NUM
eurjchem-265	155	42	)	)	PUNCT
eurjchem-265	155	43	,	,	PUNCT
eurjchem-265	155	44	96	96	NUM
eurjchem-265	155	45	(	(	PUNCT
eurjchem-265	155	46	7.0	7.0	NUM
eurjchem-265	155	47	)	)	PUNCT
eurjchem-265	155	48	,	,	PUNCT
eurjchem-265	155	49	73	73	NUM
eurjchem-265	155	50	(	(	PUNCT
eurjchem-265	155	51	5.4	5.4	NUM
eurjchem-265	155	52	)	)	PUNCT
eurjchem-265	155	53	,	,	PUNCT
eurjchem-265	155	54	60	60	NUM
eurjchem-265	155	55	(	(	PUNCT
eurjchem-265	155	56	4.6	4.6	NUM
eurjchem-265	155	57	)	)	PUNCT
eurjchem-265	155	58	.	.	PUNCT
eurjchem-265	156	1	anal	anal	PROPN
eurjchem-265	156	2	.	.	PUNCT
eurjchem-265	156	3	calcd	calcd	NOUN
eurjchem-265	156	4	.	.	PUNCT
eurjchem-265	157	1	for	for	ADP
eurjchem-265	157	2	c13h21no6	c13h21no6	PROPN
eurjchem-265	157	3	(	(	PUNCT
eurjchem-265	157	4	287.31	287.31	NUM
eurjchem-265	157	5	):	):	PUNCT
eurjchem-265	157	6	c	c	X
eurjchem-265	157	7	,	,	PUNCT
eurjchem-265	157	8	54.34	54.34	NUM
eurjchem-265	157	9	;	;	PUNCT
eurjchem-265	157	10	h	h	NOUN
eurjchem-265	157	11	,	,	PUNCT
eurjchem-265	157	12	7.37	7.37	NUM
eurjchem-265	157	13	;	;	PUNCT
eurjchem-265	157	14	n	n	CCONJ
eurjchem-265	157	15	,	,	PUNCT
eurjchem-265	157	16	4.88	4.88	NUM
eurjchem-265	157	17	.	.	PUNCT
eurjchem-265	157	18	found	find	VERB
eurjchem-265	157	19	:	:	PUNCT
eurjchem-265	158	1	c	c	X
eurjchem-265	158	2	,	,	PUNCT
eurjchem-265	158	3	54.27	54.27	NUM
eurjchem-265	158	4	;	;	PUNCT
eurjchem-265	158	5	h	h	NOUN
eurjchem-265	158	6	,	,	PUNCT
eurjchem-265	158	7	7.31	7.31	NUM
eurjchem-265	158	8	;	;	PUNCT
eurjchem-265	158	9	n	n	CCONJ
eurjchem-265	158	10	,	,	PUNCT
eurjchem-265	158	11	4%.92	4%.92	NOUN
eurjchem-265	158	12	.	.	PUNCT
eurjchem-265	159	1	2‐arabinopyranosyloxy‐1‐aza‐bicyclo[2.2.2]octan‐3‐one	2‐arabinopyranosyloxy‐1‐aza‐bicyclo[2.2.2]octan‐3‐one	NUM
eurjchem-265	159	2	(	(	PUNCT
eurjchem-265	159	3	14	14	NUM
eurjchem-265	159	4	):	):	PUNCT
eurjchem-265	159	5	white	white	ADJ
eurjchem-265	159	6	crystals	crystal	NOUN
eurjchem-265	159	7	.	.	PUNCT
eurjchem-265	160	1	yield	yield	NOUN
eurjchem-265	160	2	:	:	PUNCT
eurjchem-265	160	3	55	55	NUM
eurjchem-265	160	4	%	%	NOUN
eurjchem-265	160	5	.	.	PUNCT
eurjchem-265	161	1	m.p	m.p	PROPN
eurjchem-265	161	2	.	.	PROPN
eurjchem-265	161	3	:	:	PUNCT
eurjchem-265	162	1	138	138	NUM
eurjchem-265	162	2	°	°	SYM
eurjchem-265	162	3	c	c	X
eurjchem-265	162	4	.	.	PUNCT
eurjchem-265	163	1	ir	ir	PROPN
eurjchem-265	163	2	(	(	PUNCT
eurjchem-265	163	3	cm‐1	cm‐1	PROPN
eurjchem-265	163	4	):	):	PUNCT
eurjchem-265	163	5	1744	1744	NUM
eurjchem-265	163	6	(	(	PUNCT
eurjchem-265	163	7	c	c	NOUN
eurjchem-265	163	8	=	=	NOUN
eurjchem-265	163	9	o	o	NOUN
eurjchem-265	163	10	)	)	PUNCT
eurjchem-265	163	11	,	,	PUNCT
eurjchem-265	163	12	2982	2982	NUM
eurjchem-265	163	13	(	(	PUNCT
eurjchem-265	163	14	c‐h	c‐h	CCONJ
eurjchem-265	163	15	stretching	stretching	NOUN
eurjchem-265	163	16	)	)	PUNCT
eurjchem-265	163	17	,	,	PUNCT
eurjchem-265	163	18	3437	3437	NUM
eurjchem-265	163	19	(	(	PUNCT
eurjchem-265	163	20	oh	oh	INTJ
eurjchem-265	163	21	)	)	PUNCT
eurjchem-265	163	22	.	.	PUNCT
eurjchem-265	164	1	uv	uv	INTJ
eurjchem-265	164	2	(	(	PUNCT
eurjchem-265	164	3	(	(	PUNCT
eurjchem-265	164	4	h2o	h2o	PROPN
eurjchem-265	164	5	,	,	PUNCT
eurjchem-265	164	6	λmax	λmax	NOUN
eurjchem-265	164	7	,	,	PUNCT
eurjchem-265	164	8	(	(	PUNCT
eurjchem-265	164	9	log	log	PROPN
eurjchem-265	164	10			PROPN
eurjchem-265	164	11	)	)	PUNCT
eurjchem-265	164	12	):	):	PUNCT
eurjchem-265	164	13	195	195	NUM
eurjchem-265	164	14	(	(	PUNCT
eurjchem-265	164	15	2.76	2.76	NUM
eurjchem-265	164	16	)	)	PUNCT
eurjchem-265	164	17	,	,	PUNCT
eurjchem-265	164	18	252	252	NUM
eurjchem-265	164	19	(	(	PUNCT
eurjchem-265	164	20	1.80	1.80	NUM
eurjchem-265	164	21	)	)	PUNCT
eurjchem-265	164	22	,	,	PUNCT
eurjchem-265	164	23	257	257	NUM
eurjchem-265	164	24	(	(	PUNCT
eurjchem-265	164	25	184	184	NUM
eurjchem-265	164	26	)	)	PUNCT
eurjchem-265	164	27	,	,	PUNCT
eurjchem-265	164	28	262	262	NUM
eurjchem-265	164	29	(	(	PUNCT
eurjchem-265	164	30	1.78	1.78	NUM
eurjchem-265	164	31	)	)	PUNCT
eurjchem-265	164	32	,	,	PUNCT
eurjchem-265	164	33	280	280	NUM
eurjchem-265	164	34	(	(	PUNCT
eurjchem-265	164	35	1.55	1.55	NUM
eurjchem-265	164	36	)	)	PUNCT
eurjchem-265	164	37	.	.	PUNCT
eurjchem-265	165	1	ms	ms	NOUN
eurjchem-265	165	2	(	(	PUNCT
eurjchem-265	165	3	m	m	PROPN
eurjchem-265	165	4	/	/	SYM
eurjchem-265	165	5	z	z	NOUN
eurjchem-265	165	6	,	,	PUNCT
eurjchem-265	165	7	(	(	PUNCT
eurjchem-265	165	8	%	%	INTJ
eurjchem-265	165	9	)	)	PUNCT
eurjchem-265	165	10	):	):	PUNCT
eurjchem-265	165	11	258	258	NUM
eurjchem-265	165	12	(	(	PUNCT
eurjchem-265	165	13	m++1	m++1	NOUN
eurjchem-265	165	14	,	,	PUNCT
eurjchem-265	165	15	38.5	38.5	NUM
eurjchem-265	165	16	%	%	NOUN
eurjchem-265	165	17	)	)	PUNCT
eurjchem-265	165	18	,	,	PUNCT
eurjchem-265	165	19	257	257	NUM
eurjchem-265	165	20	(	(	PUNCT
eurjchem-265	165	21	m+	m+	NUM
eurjchem-265	165	22	,	,	PUNCT
eurjchem-265	165	23	35.4	35.4	NUM
eurjchem-265	165	24	)	)	PUNCT
eurjchem-265	165	25	,	,	PUNCT
eurjchem-265	165	26	256	256	NUM
eurjchem-265	165	27	(	(	PUNCT
eurjchem-265	165	28	m+‐h	m+‐h	NOUN
eurjchem-265	165	29	,	,	PUNCT
eurjchem-265	165	30	31.3	31.3	NUM
eurjchem-265	165	31	)	)	PUNCT
eurjchem-265	165	32	,	,	PUNCT
eurjchem-265	165	33	240	240	NUM
eurjchem-265	165	34	(	(	PUNCT
eurjchem-265	165	35	33.3	33.3	NUM
eurjchem-265	165	36	)	)	PUNCT
eurjchem-265	165	37	,	,	PUNCT
eurjchem-265	165	38	229	229	NUM
eurjchem-265	165	39	(	(	PUNCT
eurjchem-265	165	40	37.5	37.5	NUM
eurjchem-265	165	41	)	)	PUNCT
eurjchem-265	165	42	,	,	PUNCT
eurjchem-265	165	43	133	133	NUM
eurjchem-265	165	44	(	(	PUNCT
eurjchem-265	165	45	35.4	35.4	NUM
eurjchem-265	165	46	)	)	PUNCT
eurjchem-265	165	47	,	,	PUNCT
eurjchem-265	165	48	126	126	NUM
eurjchem-265	165	49	(	(	PUNCT
eurjchem-265	165	50	33.3	33.3	NUM
eurjchem-265	165	51	)	)	PUNCT
eurjchem-265	165	52	,	,	PUNCT
eurjchem-265	165	53	104	104	NUM
eurjchem-265	165	54	(	(	PUNCT
eurjchem-265	165	55	39.6	39.6	NUM
eurjchem-265	165	56	)	)	PUNCT
eurjchem-265	165	57	,	,	PUNCT
eurjchem-265	165	58	97	97	NUM
eurjchem-265	165	59	(	(	PUNCT
eurjchem-265	165	60	37.5	37.5	NUM
eurjchem-265	165	61	)	)	PUNCT
eurjchem-265	165	62	,	,	PUNCT
eurjchem-265	165	63	96	96	NUM
eurjchem-265	165	64	(	(	PUNCT
eurjchem-265	165	65	33.3	33.3	NUM
eurjchem-265	165	66	)	)	PUNCT
eurjchem-265	165	67	,	,	PUNCT
eurjchem-265	165	68	73	73	NUM
eurjchem-265	165	69	(	(	PUNCT
eurjchem-265	165	70	45.8	45.8	NUM
eurjchem-265	165	71	)	)	PUNCT
eurjchem-265	165	72	,	,	PUNCT
eurjchem-265	165	73	60	60	NUM
eurjchem-265	165	74	(	(	PUNCT
eurjchem-265	165	75	100	100	NUM
eurjchem-265	165	76	)	)	PUNCT
eurjchem-265	165	77	.	.	PUNCT
eurjchem-265	166	1	anal	anal	PROPN
eurjchem-265	166	2	.	.	PUNCT
eurjchem-265	166	3	calcd	calcd	NOUN
eurjchem-265	166	4	.	.	PUNCT
eurjchem-265	167	1	for	for	ADP
eurjchem-265	167	2	c12h19no5	c12h19no5	PROPN
eurjchem-265	167	3	(	(	PUNCT
eurjchem-265	167	4	257.28	257.28	NUM
eurjchem-265	167	5	):	):	PUNCT
eurjchem-265	167	6	c	c	NOUN
eurjchem-265	167	7	,	,	PUNCT
eurjchem-265	167	8	56.02	56.02	NUM
eurjchem-265	167	9	;	;	PUNCT
eurjchem-265	167	10	h	h	NOUN
eurjchem-265	167	11	,	,	PUNCT
eurjchem-265	167	12	7.44	7.44	NUM
eurjchem-265	167	13	;	;	PUNCT
eurjchem-265	167	14	n	n	CCONJ
eurjchem-265	167	15	,	,	PUNCT
eurjchem-265	167	16	5.44	5.44	NUM
eurjchem-265	167	17	.	.	PUNCT
eurjchem-265	167	18	found	find	VERB
eurjchem-265	167	19	:	:	PUNCT
eurjchem-265	168	1	c	c	X
eurjchem-265	168	2	,	,	PUNCT
eurjchem-265	168	3	56.12	56.12	NUM
eurjchem-265	168	4	;	;	PUNCT
eurjchem-265	168	5	h	h	NOUN
eurjchem-265	168	6	,	,	PUNCT
eurjchem-265	168	7	7.51	7.51	NUM
eurjchem-265	168	8	;	;	PUNCT
eurjchem-265	168	9	n	n	CCONJ
eurjchem-265	168	10	,	,	PUNCT
eurjchem-265	168	11	5.32	5.32	NUM
eurjchem-265	168	12	%	%	NOUN
eurjchem-265	168	13	.	.	PUNCT
eurjchem-265	169	1	2.2.9	2.2.9	X
eurjchem-265	169	2	.	.	PUNCT
eurjchem-265	169	3	acetic	acetic	ADJ
eurjchem-265	169	4	acid	acid	NOUN
eurjchem-265	169	5	4,5‐diacetoxy‐6‐acetoxymethyl‐2‐(3‐oxo‐1‐	4,5‐diacetoxy‐6‐acetoxymethyl‐2‐(3‐oxo‐1‐	PROPN
eurjchem-265	169	6	aza‐bicyclo[2.2.2]oct‐2‐yl)‐tetra‐hydro‐pyran‐3‐yl	aza‐bicyclo[2.2.2]oct‐2‐yl)‐tetra‐hydro‐pyran‐3‐yl	NOUN
eurjchem-265	169	7	ester	ester	NOUN
eurjchem-265	169	8	(	(	PUNCT
eurjchem-265	169	9	11	11	NUM
eurjchem-265	169	10	)	)	PUNCT
eurjchem-265	169	11	compound	compound	NOUN
eurjchem-265	169	12	10	10	NUM
eurjchem-265	169	13	(	(	PUNCT
eurjchem-265	169	14	0.72	0.72	NUM
eurjchem-265	169	15	g	g	NOUN
eurjchem-265	169	16	,	,	PUNCT
eurjchem-265	169	17	2.5	2.5	NUM
eurjchem-265	169	18	mmol	mmol	NOUN
eurjchem-265	169	19	)	)	PUNCT
eurjchem-265	169	20	was	be	AUX
eurjchem-265	169	21	refluxed	refluxe	VERB
eurjchem-265	169	22	in	in	ADP
eurjchem-265	169	23	acetic	acetic	ADJ
eurjchem-265	169	24	anhydride	anhydride	NOUN
eurjchem-265	169	25	/	/	SYM
eurjchem-265	169	26	glacial	glacial	ADJ
eurjchem-265	169	27	acetic	acetic	ADJ
eurjchem-265	169	28	acid	acid	NOUN
eurjchem-265	169	29	(	(	PUNCT
eurjchem-265	169	30	15	15	NUM
eurjchem-265	169	31	cm3	cm3	NOUN
eurjchem-265	169	32	,	,	PUNCT
eurjchem-265	169	33	1:1	1:1	NUM
eurjchem-265	169	34	)	)	PUNCT
eurjchem-265	169	35	mixture	mixture	NOUN
eurjchem-265	169	36	for	for	ADP
eurjchem-265	169	37	2	2	NUM
eurjchem-265	169	38	h	h	NOUN
eurjchem-265	169	39	,	,	PUNCT
eurjchem-265	169	40	and	and	CCONJ
eurjchem-265	169	41	left	leave	VERB
eurjchem-265	169	42	to	to	PART
eurjchem-265	169	43	cool	cool	VERB
eurjchem-265	169	44	whereby	whereby	SCONJ
eurjchem-265	169	45	a	a	DET
eurjchem-265	169	46	white	white	ADJ
eurjchem-265	169	47	precipitate	precipitate	NOUN
eurjchem-265	169	48	was	be	AUX
eurjchem-265	169	49	formed	form	VERB
eurjchem-265	169	50	.	.	PUNCT
eurjchem-265	170	1	the	the	DET
eurjchem-265	170	2	product	product	NOUN
eurjchem-265	170	3	was	be	AUX
eurjchem-265	170	4	filtered	filter	VERB
eurjchem-265	170	5	off	off	ADP
eurjchem-265	170	6	,	,	PUNCT
eurjchem-265	170	7	dried	dry	VERB
eurjchem-265	170	8	and	and	CCONJ
eurjchem-265	170	9	crystallized	crystallize	VERB
eurjchem-265	170	10	from	from	ADP
eurjchem-265	170	11	ethanol	ethanol	NOUN
eurjchem-265	170	12	to	to	PART
eurjchem-265	170	13	give	give	VERB
eurjchem-265	170	14	0.91	0.91	NUM
eurjchem-265	170	15	g	g	NOUN
eurjchem-265	170	16	of	of	ADP
eurjchem-265	170	17	11	11	NUM
eurjchem-265	170	18	as	as	ADP
eurjchem-265	170	19	white	white	ADJ
eurjchem-265	170	20	crystals	crystal	NOUN
eurjchem-265	170	21	(	(	PUNCT
eurjchem-265	170	22	scheme	scheme	NOUN
eurjchem-265	170	23	3	3	NUM
eurjchem-265	170	24	)	)	PUNCT
eurjchem-265	170	25	.	.	PUNCT
eurjchem-265	171	1	yield	yield	NOUN
eurjchem-265	171	2	:	:	PUNCT
eurjchem-265	171	3	80	80	NUM
eurjchem-265	171	4	%	%	NOUN
eurjchem-265	171	5	.	.	PUNCT
eurjchem-265	172	1	m.p	m.p	PROPN
eurjchem-265	172	2	.	.	PROPN
eurjchem-265	172	3	:	:	PUNCT
eurjchem-265	173	1	190	190	NUM
eurjchem-265	173	2	°	°	NOUN
eurjchem-265	173	3	c	c	X
eurjchem-265	173	4	.	.	PUNCT
eurjchem-265	174	1	ir	ir	PROPN
eurjchem-265	174	2	(	(	PUNCT
eurjchem-265	174	3	cm‐1	cm‐1	PROPN
eurjchem-265	174	4	):	):	PUNCT
eurjchem-265	174	5	1710	1710	NUM
eurjchem-265	174	6	(	(	PUNCT
eurjchem-265	174	7	co	co	NOUN
eurjchem-265	174	8	,	,	PUNCT
eurjchem-265	174	9	acetate	acetate	NOUN
eurjchem-265	174	10	)	)	PUNCT
eurjchem-265	174	11	,	,	PUNCT
eurjchem-265	174	12	1740	1740	NUM
eurjchem-265	174	13	(	(	PUNCT
eurjchem-265	174	14	co	co	NOUN
eurjchem-265	174	15	)	)	PUNCT
eurjchem-265	174	16	,	,	PUNCT
eurjchem-265	174	17	2970	2970	NUM
eurjchem-265	174	18	(	(	PUNCT
eurjchem-265	174	19	c‐h	c‐h	X
eurjchem-265	174	20	,	,	PUNCT
eurjchem-265	174	21	stretching	stretching	NOUN
eurjchem-265	174	22	)	)	PUNCT
eurjchem-265	174	23	.	.	PUNCT
eurjchem-265	175	1	ms	ms	NOUN
eurjchem-265	175	2	(	(	PUNCT
eurjchem-265	175	3	m	m	PROPN
eurjchem-265	175	4	/	/	SYM
eurjchem-265	175	5	z	z	NOUN
eurjchem-265	175	6	,	,	PUNCT
eurjchem-265	175	7	(	(	PUNCT
eurjchem-265	175	8	%	%	INTJ
eurjchem-265	175	9	)	)	PUNCT
eurjchem-265	175	10	):	):	PUNCT
eurjchem-265	175	11	454	454	NUM
eurjchem-265	175	12	(	(	PUNCT
eurjchem-265	175	13	m+‐h	m+‐h	NOUN
eurjchem-265	175	14	,	,	PUNCT
eurjchem-265	175	15	0.5	0.5	NUM
eurjchem-265	175	16	%	%	NOUN
eurjchem-265	175	17	)	)	PUNCT
eurjchem-265	175	18	,	,	PUNCT
eurjchem-265	175	19	240	240	NUM
eurjchem-265	175	20	(	(	PUNCT
eurjchem-265	175	21	0.6	0.6	NUM
eurjchem-265	175	22	)	)	PUNCT
eurjchem-265	175	23	,	,	PUNCT
eurjchem-265	175	24	171	171	NUM
eurjchem-265	175	25	(	(	PUNCT
eurjchem-265	175	26	0.6	0.6	NUM
eurjchem-265	175	27	)	)	PUNCT
eurjchem-265	175	28	,	,	PUNCT
eurjchem-265	175	29	170	170	NUM
eurjchem-265	175	30	(	(	PUNCT
eurjchem-265	175	31	0.8	0.8	NUM
eurjchem-265	175	32	)	)	PUNCT
eurjchem-265	175	33	,	,	PUNCT
eurjchem-265	175	34	167	167	NUM
eurjchem-265	175	35	(	(	PUNCT
eurjchem-265	175	36	0.9	0.9	NUM
eurjchem-265	175	37	)	)	PUNCT
eurjchem-265	175	38	,	,	PUNCT
eurjchem-265	175	39	161	161	NUM
eurjchem-265	175	40	(	(	PUNCT
eurjchem-265	175	41	0.7	0.7	NUM
eurjchem-265	175	42	)	)	PUNCT
eurjchem-265	175	43	,	,	PUNCT
eurjchem-265	175	44	137	137	NUM
eurjchem-265	175	45	(	(	PUNCT
eurjchem-265	175	46	1.1	1.1	NUM
eurjchem-265	175	47	)	)	PUNCT
eurjchem-265	175	48	,	,	PUNCT
eurjchem-265	175	49	124	124	NUM
eurjchem-265	175	50	(	(	PUNCT
eurjchem-265	175	51	0.7	0.7	NUM
eurjchem-265	175	52	)	)	PUNCT
eurjchem-265	175	53	,	,	PUNCT
eurjchem-265	175	54	104	104	NUM
eurjchem-265	175	55	(	(	PUNCT
eurjchem-265	175	56	0.6	0.6	NUM
eurjchem-265	175	57	)	)	PUNCT
eurjchem-265	175	58	,	,	PUNCT
eurjchem-265	175	59	96	96	NUM
eurjchem-265	175	60	(	(	PUNCT
eurjchem-265	175	61	1.2	1.2	NUM
eurjchem-265	175	62	)	)	PUNCT
eurjchem-265	175	63	,	,	PUNCT
eurjchem-265	175	64	73	73	NUM
eurjchem-265	175	65	(	(	PUNCT
eurjchem-265	175	66	1.5	1.5	NUM
eurjchem-265	175	67	)	)	PUNCT
eurjchem-265	175	68	,	,	PUNCT
eurjchem-265	175	69	52	52	NUM
eurjchem-265	175	70	(	(	PUNCT
eurjchem-265	175	71	100	100	NUM
eurjchem-265	175	72	)	)	PUNCT
eurjchem-265	175	73	.	.	PUNCT
eurjchem-265	176	1	anal	anal	PROPN
eurjchem-265	176	2	.	.	PUNCT
eurjchem-265	176	3	calcd	calcd	NOUN
eurjchem-265	176	4	.	.	PUNCT
eurjchem-265	177	1	for	for	ADP
eurjchem-265	177	2	c21h29no10	c21h29no10	NOUN
eurjchem-265	177	3	(	(	PUNCT
eurjchem-265	177	4	455.45	455.45	NUM
eurjchem-265	177	5	):	):	PUNCT
eurjchem-265	177	6	c	c	X
eurjchem-265	177	7	,	,	PUNCT
eurjchem-265	177	8	55.38	55.38	NUM
eurjchem-265	177	9	;	;	PUNCT
eurjchem-265	177	10	h	h	NOUN
eurjchem-265	177	11	,	,	PUNCT
eurjchem-265	177	12	6.42	6.42	NUM
eurjchem-265	177	13	;	;	PUNCT
eurjchem-265	177	14	n	n	CCONJ
eurjchem-265	177	15	,	,	PUNCT
eurjchem-265	177	16	3.10	3.10	NUM
eurjchem-265	177	17	.	.	PUNCT
eurjchem-265	178	1	found	find	VERB
eurjchem-265	178	2	:	:	PUNCT
eurjchem-265	179	1	c	c	X
eurjchem-265	179	2	,	,	PUNCT
eurjchem-265	179	3	55.42	55.42	NUM
eurjchem-265	179	4	;	;	PUNCT
eurjchem-265	179	5	h	h	NOUN
eurjchem-265	179	6	,	,	PUNCT
eurjchem-265	179	7	6.36	6.36	NUM
eurjchem-265	179	8	;	;	PUNCT
eurjchem-265	179	9	n	n	CCONJ
eurjchem-265	179	10	,	,	PUNCT
eurjchem-265	179	11	3.18	3.18	NUM
eurjchem-265	179	12	%	%	NOUN
eurjchem-265	179	13	.	.	PUNCT
eurjchem-265	180	1	2.2.10	2.2.10	NUM
eurjchem-265	180	2	.	.	PUNCT
eurjchem-265	181	1	1,2,3,4,5,6,7,8‐octahydro‐9‐(1,2,3,4,5‐pentahydroxy‐	1,2,3,4,5,6,7,8‐octahydro‐9‐(1,2,3,4,5‐pentahydroxy‐	NUM
eurjchem-265	181	2	1‐pent‐1‐yl)‐10‐oxa‐1,8‐diaza‐1,4,5,8‐diethanoanthracene	1‐pent‐1‐yl)‐10‐oxa‐1,8‐diaza‐1,4,5,8‐diethanoanthracene	NOUN
eurjchem-265	181	3	(	(	PUNCT
eurjchem-265	181	4	15	15	NUM
eurjchem-265	181	5	)	)	PUNCT
eurjchem-265	181	6	a	a	DET
eurjchem-265	181	7	mixture	mixture	NOUN
eurjchem-265	181	8	of	of	ADP
eurjchem-265	181	9	1	1	NUM
eurjchem-265	181	10	(	(	PUNCT
eurjchem-265	181	11	0.8	0.8	NUM
eurjchem-265	181	12	g	g	NOUN
eurjchem-265	181	13	,	,	PUNCT
eurjchem-265	181	14	5	5	NUM
eurjchem-265	181	15	mmol	mmol	NOUN
eurjchem-265	181	16	)	)	PUNCT
eurjchem-265	181	17	and	and	CCONJ
eurjchem-265	181	18	d‐glucose	d‐glucose	PROPN
eurjchem-265	181	19	(	(	PUNCT
eurjchem-265	181	20	0.9	0.9	NUM
eurjchem-265	181	21	g	g	NOUN
eurjchem-265	181	22	,	,	PUNCT
eurjchem-265	181	23	5	5	NUM
eurjchem-265	181	24	mmol	mmol	NOUN
eurjchem-265	181	25	)	)	PUNCT
eurjchem-265	181	26	in	in	ADP
eurjchem-265	181	27	sodium	sodium	NOUN
eurjchem-265	181	28	carbonate	carbonate	NOUN
eurjchem-265	181	29	solution	solution	NOUN
eurjchem-265	181	30	(	(	PUNCT
eurjchem-265	181	31	15	15	NUM
eurjchem-265	181	32	cm3	cm3	NOUN
eurjchem-265	181	33	,	,	PUNCT
eurjchem-265	181	34	4	4	NUM
eurjchem-265	181	35	%	%	NOUN
eurjchem-265	181	36	)	)	PUNCT
eurjchem-265	181	37	was	be	AUX
eurjchem-265	181	38	heated	heat	VERB
eurjchem-265	181	39	at	at	ADP
eurjchem-265	181	40	90	90	NUM
eurjchem-265	181	41	oc	oc	NOUN
eurjchem-265	181	42	for	for	ADP
eurjchem-265	181	43	6	6	NUM
eurjchem-265	181	44	h.	h.	NOUN
eurjchem-265	181	45	the	the	DET
eurjchem-265	181	46	reaction	reaction	NOUN
eurjchem-265	181	47	mixture	mixture	NOUN
eurjchem-265	181	48	was	be	AUX
eurjchem-265	181	49	cooled	cool	VERB
eurjchem-265	181	50	,	,	PUNCT
eurjchem-265	181	51	and	and	CCONJ
eurjchem-265	181	52	then	then	ADV
eurjchem-265	181	53	acidified	acidify	VERB
eurjchem-265	181	54	with	with	ADP
eurjchem-265	181	55	dilute	dilute	VERB
eurjchem-265	181	56	acetic	acetic	ADJ
eurjchem-265	181	57	acid	acid	NOUN
eurjchem-265	181	58	.	.	PUNCT
eurjchem-265	182	1	the	the	DET
eurjchem-265	182	2	obtained	obtain	VERB
eurjchem-265	182	3	solid	solid	ADJ
eurjchem-265	182	4	product	product	NOUN
eurjchem-265	182	5	was	be	AUX
eurjchem-265	182	6	filtered	filter	VERB
eurjchem-265	182	7	off	off	ADP
eurjchem-265	182	8	,	,	PUNCT
eurjchem-265	182	9	dried	dry	VERB
eurjchem-265	182	10	and	and	CCONJ
eurjchem-265	182	11	crystallized	crystallize	VERB
eurjchem-265	182	12	from	from	ADP
eurjchem-265	182	13	ethanol	ethanol	NOUN
eurjchem-265	182	14	to	to	PART
eurjchem-265	182	15	give	give	VERB
eurjchem-265	182	16	15	15	NUM
eurjchem-265	182	17	as	as	ADP
eurjchem-265	182	18	white	white	ADJ
eurjchem-265	182	19	crystals	crystal	NOUN
eurjchem-265	182	20	(	(	PUNCT
eurjchem-265	182	21	scheme	scheme	NOUN
eurjchem-265	182	22	3	3	NUM
eurjchem-265	182	23	)	)	PUNCT
eurjchem-265	182	24	.	.	PUNCT
eurjchem-265	183	1	yield	yield	NOUN
eurjchem-265	183	2	:	:	PUNCT
eurjchem-265	183	3	62	62	NUM
eurjchem-265	183	4	%	%	NOUN
eurjchem-265	183	5	.	.	PUNCT
eurjchem-265	184	1	m.p	m.p	PROPN
eurjchem-265	184	2	.	.	PROPN
eurjchem-265	184	3	:	:	PUNCT
eurjchem-265	185	1	>	>	PUNCT
eurjchem-265	185	2	290	290	NUM
eurjchem-265	185	3	°	°	SYM
eurjchem-265	185	4	c	c	NOUN
eurjchem-265	185	5	.	.	PUNCT
eurjchem-265	186	1	ir	ir	PROPN
eurjchem-265	186	2	(	(	PUNCT
eurjchem-265	186	3	cm‐1	cm‐1	PROPN
eurjchem-265	186	4	):	):	PUNCT
eurjchem-265	186	5	1602	1602	NUM
eurjchem-265	186	6	(	(	PUNCT
eurjchem-265	186	7	c	c	X
eurjchem-265	186	8	=	=	SYM
eurjchem-265	186	9	c	c	NOUN
eurjchem-265	186	10	)	)	PUNCT
eurjchem-265	186	11	,	,	PUNCT
eurjchem-265	186	12	2961	2961	NUM
eurjchem-265	186	13	(	(	PUNCT
eurjchem-265	186	14	c‐h	c‐h	X
eurjchem-265	186	15	,	,	PUNCT
eurjchem-265	186	16	stretching	stretching	NOUN
eurjchem-265	186	17	)	)	PUNCT
eurjchem-265	186	18	,	,	PUNCT
eurjchem-265	186	19	3395	3395	NUM
eurjchem-265	186	20	(	(	PUNCT
eurjchem-265	186	21	oh	oh	INTJ
eurjchem-265	186	22	)	)	PUNCT
eurjchem-265	186	23	.	.	PUNCT
eurjchem-265	187	1	ms	ms	NOUN
eurjchem-265	187	2	(	(	PUNCT
eurjchem-265	187	3	m	m	PROPN
eurjchem-265	187	4	/	/	SYM
eurjchem-265	187	5	z	z	NOUN
eurjchem-265	187	6	,	,	PUNCT
eurjchem-265	187	7	(	(	PUNCT
eurjchem-265	187	8	%	%	INTJ
eurjchem-265	187	9	)	)	PUNCT
eurjchem-265	187	10	):	):	PUNCT
eurjchem-265	187	11	394	394	NUM
eurjchem-265	187	12	(	(	PUNCT
eurjchem-265	187	13	m+	m+	NUM
eurjchem-265	187	14	,	,	PUNCT
eurjchem-265	187	15	60	60	NUM
eurjchem-265	187	16	%	%	NOUN
eurjchem-265	187	17	)	)	PUNCT
eurjchem-265	187	18	,	,	PUNCT
eurjchem-265	187	19	107	107	NUM
eurjchem-265	187	20	(	(	PUNCT
eurjchem-265	187	21	51.4	51.4	NUM
eurjchem-265	187	22	)	)	PUNCT
eurjchem-265	187	23	,	,	PUNCT
eurjchem-265	187	24	73	73	NUM
eurjchem-265	187	25	(	(	PUNCT
eurjchem-265	187	26	48.6	48.6	NUM
eurjchem-265	187	27	)	)	PUNCT
eurjchem-265	187	28	,	,	PUNCT
eurjchem-265	187	29	62	62	NUM
eurjchem-265	187	30	(	(	PUNCT
eurjchem-265	187	31	82.9	82.9	NUM
eurjchem-265	187	32	)	)	PUNCT
eurjchem-265	187	33	,	,	PUNCT
eurjchem-265	187	34	58	58	NUM
eurjchem-265	187	35	(	(	PUNCT
eurjchem-265	187	36	65.7	65.7	NUM
eurjchem-265	187	37	)	)	PUNCT
eurjchem-265	187	38	,	,	PUNCT
eurjchem-265	187	39	56	56	NUM
eurjchem-265	187	40	(	(	PUNCT
eurjchem-265	187	41	90	90	NUM
eurjchem-265	187	42	)	)	PUNCT
eurjchem-265	187	43	,	,	PUNCT
eurjchem-265	187	44	55	55	NUM
eurjchem-265	187	45	(	(	PUNCT
eurjchem-265	187	46	100	100	NUM
eurjchem-265	187	47	)	)	PUNCT
eurjchem-265	187	48	.	.	PUNCT
eurjchem-265	188	1	anal	anal	PROPN
eurjchem-265	188	2	.	.	PUNCT
eurjchem-265	188	3	calcd	calcd	NOUN
eurjchem-265	188	4	.	.	PUNCT
eurjchem-265	189	1	for	for	ADP
eurjchem-265	189	2	c20h30n2o6	c20h30n2o6	PROPN
eurjchem-265	189	3	(	(	PUNCT
eurjchem-265	189	4	394.46	394.46	NUM
eurjchem-265	189	5	):	):	PUNCT
eurjchem-265	189	6	c	c	X
eurjchem-265	189	7	,	,	PUNCT
eurjchem-265	189	8	60.98	60.98	NUM
eurjchem-265	189	9	;	;	PUNCT
eurjchem-265	189	10	h	h	NOUN
eurjchem-265	189	11	,	,	PUNCT
eurjchem-265	189	12	7.67	7.67	NUM
eurjchem-265	189	13	;	;	PUNCT
eurjchem-265	189	14	n	n	CCONJ
eurjchem-265	189	15	,	,	PUNCT
eurjchem-265	189	16	7.1	7.1	NUM
eurjchem-265	189	17	.	.	PUNCT
eurjchem-265	189	18	found	find	VERB
eurjchem-265	189	19	:	:	PUNCT
eurjchem-265	190	1	c	c	X
eurjchem-265	190	2	,	,	PUNCT
eurjchem-265	190	3	60.71	60.71	NUM
eurjchem-265	190	4	;	;	PUNCT
eurjchem-265	190	5	h	h	NOUN
eurjchem-265	190	6	,	,	PUNCT
eurjchem-265	190	7	7.72	7.72	NUM
eurjchem-265	190	8	;	;	PUNCT
eurjchem-265	190	9	n	n	CCONJ
eurjchem-265	190	10	,	,	PUNCT
eurjchem-265	190	11	7.32	7.32	NUM
eurjchem-265	190	12	%	%	NOUN
eurjchem-265	190	13	.	.	PUNCT
eurjchem-265	191	1	zoorob	zoorob	PROPN
eurjchem-265	191	2	et	et	PROPN
eurjchem-265	191	3	al	al	PROPN
eurjchem-265	191	4	.	.	PUNCT
eurjchem-265	191	5	/	/	SYM
eurjchem-265	191	6	european	european	PROPN
eurjchem-265	191	7	journal	journal	PROPN
eurjchem-265	191	8	of	of	ADP
eurjchem-265	191	9	chemistry	chemistry	NOUN
eurjchem-265	191	10	2	2	NUM
eurjchem-265	191	11	(	(	PUNCT
eurjchem-265	191	12	4	4	NUM
eurjchem-265	191	13	)	)	PUNCT
eurjchem-265	191	14	(	(	PUNCT
eurjchem-265	191	15	2011	2011	NUM
eurjchem-265	191	16	)	)	PUNCT
eurjchem-265	192	1	552‐557	552‐557	PROPN
eurjchem-265	192	2	555	555	NUM
eurjchem-265	192	3	reaction	reaction	NOUN
eurjchem-265	192	4	conditions	condition	NOUN
eurjchem-265	192	5	:	:	PUNCT
eurjchem-265	192	6	i	i	PRON
eurjchem-265	192	7	,	,	PUNCT
eurjchem-265	192	8	d‐glucose	d‐glucose	PROPN
eurjchem-265	192	9	,	,	PUNCT
eurjchem-265	192	10	zncl2	zncl2	PROPN
eurjchem-265	192	11	;	;	PUNCT
eurjchem-265	192	12	ii	ii	PROPN
eurjchem-265	192	13	,	,	PUNCT
eurjchem-265	192	14	acetic	acetic	ADJ
eurjchem-265	192	15	anhydride	anhydride	NOUN
eurjchem-265	192	16	,	,	PUNCT
eurjchem-265	192	17	acetic	acetic	ADJ
eurjchem-265	192	18	acid	acid	NOUN
eurjchem-265	192	19	;	;	PUNCT
eurjchem-265	192	20	iii	iii	NOUN
eurjchem-265	192	21	,	,	PUNCT
eurjchem-265	192	22	d‐galactose	d‐galactose	X
eurjchem-265	192	23	,	,	PUNCT
eurjchem-265	192	24	zncl2	zncl2	NOUN
eurjchem-265	192	25	;	;	PUNCT
eurjchem-265	192	26	iv	iv	NUM
eurjchem-265	192	27	,	,	PUNCT
eurjchem-265	192	28	d‐mannose	d‐mannose	PROPN
eurjchem-265	192	29	,	,	PUNCT
eurjchem-265	192	30	zncl2	zncl2	NOUN
eurjchem-265	192	31	;	;	PUNCT
eurjchem-265	192	32	v	v	NOUN
eurjchem-265	192	33	,	,	PUNCT
eurjchem-265	192	34	l‐arabinose	l‐arabinose	NUM
eurjchem-265	192	35	,	,	PUNCT
eurjchem-265	192	36	zncl2	zncl2	NOUN
eurjchem-265	192	37	;	;	PUNCT
eurjchem-265	192	38	vi	vi	NUM
eurjchem-265	192	39	,	,	PUNCT
eurjchem-265	192	40	d‐glucose	d‐glucose	PROPN
eurjchem-265	192	41	,	,	PUNCT
eurjchem-265	192	42	na2co3	na2co3	PROPN
eurjchem-265	192	43	.	.	PUNCT
eurjchem-265	193	1	scheme	scheme	NOUN
eurjchem-265	193	2	3	3	NUM
eurjchem-265	193	3	scheme	scheme	NOUN
eurjchem-265	193	4	4	4	NUM
eurjchem-265	193	5	3	3	NUM
eurjchem-265	193	6	.	.	PUNCT
eurjchem-265	193	7	results	result	NOUN
eurjchem-265	193	8	and	and	CCONJ
eurjchem-265	193	9	discussion	discussion	VERB
eurjchem-265	193	10	the	the	DET
eurjchem-265	193	11	target	target	NOUN
eurjchem-265	193	12	compounds	compound	NOUN
eurjchem-265	193	13	were	be	AUX
eurjchem-265	193	14	synthesized	synthesize	VERB
eurjchem-265	193	15	as	as	SCONJ
eurjchem-265	193	16	outlined	outline	VERB
eurjchem-265	193	17	in	in	ADP
eurjchem-265	193	18	schemes	scheme	NOUN
eurjchem-265	193	19	1‐6	1‐6	NUM
eurjchem-265	193	20	.	.	PUNCT
eurjchem-265	194	1	in	in	ADP
eurjchem-265	194	2	light	light	NOUN
eurjchem-265	194	3	of	of	ADP
eurjchem-265	194	4	the	the	DET
eurjchem-265	194	5	aforementioned	aforementioned	ADJ
eurjchem-265	194	6	importance	importance	NOUN
eurjchem-265	194	7	of	of	ADP
eurjchem-265	194	8	ketonic	ketonic	ADJ
eurjchem-265	194	9	mannich	mannich	NOUN
eurjchem-265	194	10	bases	basis	NOUN
eurjchem-265	194	11	as	as	ADP
eurjchem-265	194	12	precursors	precursor	NOUN
eurjchem-265	194	13	for	for	ADP
eurjchem-265	194	14	the	the	DET
eurjchem-265	194	15	synthesis	synthesis	NOUN
eurjchem-265	194	16	of	of	ADP
eurjchem-265	194	17	heterocycle‐annulated	heterocycle‐annulate	VERB
eurjchem-265	194	18	quinuclidine(1‐azabicyclo[2.2.2]octane	quinuclidine(1‐azabicyclo[2.2.2]octane	NOUN
eurjchem-265	194	19	)	)	PUNCT
eurjchem-265	194	20	derivatives	derivative	NOUN
eurjchem-265	194	21	,	,	PUNCT
eurjchem-265	194	22	therefore	therefore	ADV
eurjchem-265	194	23	compound	compound	NOUN
eurjchem-265	194	24	1	1	NUM
eurjchem-265	194	25	was	be	AUX
eurjchem-265	194	26	subjected	subject	VERB
eurjchem-265	194	27	to	to	ADP
eurjchem-265	194	28	mannich	mannich	DET
eurjchem-265	194	29	reaction	reaction	NOUN
eurjchem-265	194	30	with	with	ADP
eurjchem-265	194	31	morpholine	morpholine	ADJ
eurjchem-265	194	32	,	,	PUNCT
eurjchem-265	194	33	piperidine	piperidine	NOUN
eurjchem-265	194	34	and	and	CCONJ
eurjchem-265	194	35	formalin	formalin	NOUN
eurjchem-265	194	36	in	in	ADP
eurjchem-265	194	37	a	a	DET
eurjchem-265	194	38	molar	molar	ADJ
eurjchem-265	194	39	ratio	ratio	NOUN
eurjchem-265	194	40	(	(	PUNCT
eurjchem-265	194	41	1:1:1.2	1:1:1.2	NOUN
eurjchem-265	194	42	)	)	PUNCT
eurjchem-265	194	43	to	to	PART
eurjchem-265	194	44	afford	afford	VERB
eurjchem-265	194	45	salts	salt	NOUN
eurjchem-265	194	46	of	of	ADP
eurjchem-265	194	47	the	the	DET
eurjchem-265	194	48	mannich	mannich	NOUN
eurjchem-265	194	49	bases	basis	NOUN
eurjchem-265	194	50	2	2	NUM
eurjchem-265	194	51	and	and	CCONJ
eurjchem-265	194	52	3	3	NUM
eurjchem-265	194	53	,	,	PUNCT
eurjchem-265	194	54	respectively	respectively	ADV
eurjchem-265	194	55	,	,	PUNCT
eurjchem-265	194	56	which	which	PRON
eurjchem-265	194	57	were	be	AUX
eurjchem-265	194	58	reported	report	VERB
eurjchem-265	194	59	as	as	ADP
eurjchem-265	194	60	free	free	ADJ
eurjchem-265	194	61	bases	basis	NOUN
eurjchem-265	194	62	[	[	X
eurjchem-265	194	63	16	16	NUM
eurjchem-265	194	64	]	]	PUNCT
eurjchem-265	194	65	.	.	PUNCT
eurjchem-265	195	1	in	in	ADP
eurjchem-265	195	2	addition	addition	NOUN
eurjchem-265	195	3	,	,	PUNCT
eurjchem-265	195	4	the	the	DET
eurjchem-265	195	5	interesting	interesting	ADJ
eurjchem-265	195	6	pharmacological	pharmacological	ADJ
eurjchem-265	195	7	activity	activity	NOUN
eurjchem-265	195	8	of	of	ADP
eurjchem-265	195	9	piperazine	piperazine	ADJ
eurjchem-265	195	10	derivatives	derivative	NOUN
eurjchem-265	195	11	[	[	X
eurjchem-265	195	12	17‐19	17‐19	NUM
eurjchem-265	195	13	]	]	PUNCT
eurjchem-265	195	14	,	,	PUNCT
eurjchem-265	195	15	prompted	prompt	VERB
eurjchem-265	195	16	us	we	PRON
eurjchem-265	195	17	to	to	PART
eurjchem-265	195	18	prepare	prepare	VERB
eurjchem-265	195	19	1,4‐bis(4‐yl‐	1,4‐bis(4‐yl‐	NUM
eurjchem-265	195	20	methyl‐1‐aza‐bicyclo[2.2.2]octane‐3‐one)piperazine	methyl‐1‐aza‐bicyclo[2.2.2]octane‐3‐one)piperazine	X
eurjchem-265	195	21	(	(	PUNCT
eurjchem-265	195	22	4	4	NUM
eurjchem-265	195	23	)	)	PUNCT
eurjchem-265	195	24	through	through	ADP
eurjchem-265	195	25	the	the	DET
eurjchem-265	195	26	reaction	reaction	NOUN
eurjchem-265	195	27	of	of	ADP
eurjchem-265	195	28	1	1	NUM
eurjchem-265	195	29	with	with	ADP
eurjchem-265	195	30	piperazine	piperazine	NOUN
eurjchem-265	195	31	and	and	CCONJ
eurjchem-265	195	32	formalin	formalin	NOUN
eurjchem-265	195	33	in	in	ADP
eurjchem-265	195	34	a	a	DET
eurjchem-265	195	35	molar	molar	ADJ
eurjchem-265	195	36	ratio	ratio	NOUN
eurjchem-265	195	37	of	of	ADP
eurjchem-265	195	38	(	(	PUNCT
eurjchem-265	195	39	2:1:2	2:1:2	NUM
eurjchem-265	195	40	)	)	PUNCT
eurjchem-265	195	41	(	(	PUNCT
eurjchem-265	195	42	scheme	scheme	NOUN
eurjchem-265	195	43	1	1	NUM
eurjchem-265	195	44	)	)	PUNCT
eurjchem-265	195	45	.	.	PUNCT
eurjchem-265	196	1	formulation	formulation	NOUN
eurjchem-265	196	2	of	of	ADP
eurjchem-265	196	3	structures	structure	NOUN
eurjchem-265	196	4	2‐4	2‐4	NUM
eurjchem-265	196	5	was	be	AUX
eurjchem-265	196	6	based	base	VERB
eurjchem-265	196	7	on	on	ADP
eurjchem-265	196	8	elemental	elemental	ADJ
eurjchem-265	196	9	analysis	analysis	NOUN
eurjchem-265	196	10	,	,	PUNCT
eurjchem-265	196	11	ir	ir	PROPN
eurjchem-265	196	12	and	and	CCONJ
eurjchem-265	196	13	1h	1h	NUM
eurjchem-265	196	14	nmr	nmr	PROPN
eurjchem-265	196	15	spectra	spectra	NOUN
eurjchem-265	196	16	.	.	PUNCT
eurjchem-265	197	1	in	in	ADP
eurjchem-265	197	2	addition	addition	NOUN
eurjchem-265	197	3	the	the	DET
eurjchem-265	197	4	mass	mass	ADJ
eurjchem-265	197	5	fragmentation	fragmentation	NOUN
eurjchem-265	197	6	pattern	pattern	NOUN
eurjchem-265	197	7	of	of	ADP
eurjchem-265	197	8	2	2	NUM
eurjchem-265	197	9	showed	show	VERB
eurjchem-265	197	10	a	a	DET
eurjchem-265	197	11	good	good	ADJ
eurjchem-265	197	12	agreement	agreement	NOUN
eurjchem-265	197	13	with	with	ADP
eurjchem-265	197	14	its	its	PRON
eurjchem-265	197	15	proposed	propose	VERB
eurjchem-265	197	16	structure	structure	NOUN
eurjchem-265	197	17	.	.	PUNCT
eurjchem-265	198	1	cleavage	cleavage	NOUN
eurjchem-265	198	2	of	of	ADP
eurjchem-265	198	3	the	the	DET
eurjchem-265	198	4	side	side	NOUN
eurjchem-265	198	5	chain	chain	NOUN
eurjchem-265	198	6	led	lead	VERB
eurjchem-265	198	7	to	to	PART
eurjchem-265	198	8	fragment	fragment	VERB
eurjchem-265	198	9	at	at	ADP
eurjchem-265	198	10	m	m	PROPN
eurjchem-265	198	11	/	/	SYM
eurjchem-265	198	12	z	z	PROPN
eurjchem-265	198	13	138	138	NUM
eurjchem-265	198	14	(	(	PUNCT
eurjchem-265	198	15	11	11	NUM
eurjchem-265	198	16	%	%	NOUN
eurjchem-265	198	17	)	)	PUNCT
eurjchem-265	198	18	characteristic	characteristic	ADJ
eurjchem-265	198	19	to	to	ADP
eurjchem-265	198	20	2‐methylenequinuclidin‐3‐	2‐methylenequinuclidin‐3‐	NUM
eurjchem-265	198	21	one	one	NUM
eurjchem-265	198	22	.	.	PUNCT
eurjchem-265	199	1	also	also	ADV
eurjchem-265	199	2	cleavage	cleavage	NOUN
eurjchem-265	199	3	of	of	ADP
eurjchem-265	199	4	the	the	DET
eurjchem-265	199	5	side	side	NOUN
eurjchem-265	199	6	chain	chain	NOUN
eurjchem-265	199	7	at	at	ADP
eurjchem-265	199	8	the	the	PRON
eurjchem-265	199	9	β‐bond	β‐bond	PUNCT
eurjchem-265	199	10	led	lead	VERB
eurjchem-265	199	11	to	to	ADP
eurjchem-265	199	12	strong	strong	ADJ
eurjchem-265	199	13	peak	peak	NOUN
eurjchem-265	199	14	at	at	ADP
eurjchem-265	199	15	m	m	PROPN
eurjchem-265	199	16	/	/	SYM
eurjchem-265	199	17	z	z	PROPN
eurjchem-265	199	18	100	100	NUM
eurjchem-265	199	19	which	which	PRON
eurjchem-265	199	20	is	be	AUX
eurjchem-265	199	21	due	due	ADJ
eurjchem-265	199	22	to	to	ADP
eurjchem-265	199	23	[	[	X
eurjchem-265	199	24	ch2n+(ch2ch2)2o	ch2n+(ch2ch2)2o	NOUN
eurjchem-265	199	25	]	]	X
eurjchem-265	199	26	fragment	fragment	NOUN
eurjchem-265	199	27	and	and	CCONJ
eurjchem-265	199	28	the	the	DET
eurjchem-265	199	29	base	base	NOUN
eurjchem-265	199	30	peak	peak	NOUN
eurjchem-265	199	31	at	at	ADP
eurjchem-265	199	32	m	m	PROPN
eurjchem-265	199	33	/	/	SYM
eurjchem-265	199	34	z	z	PROPN
eurjchem-265	199	35	55	55	NUM
eurjchem-265	199	36	.	.	PUNCT
eurjchem-265	200	1	this	this	DET
eurjchem-265	200	2	peak	peak	NOUN
eurjchem-265	200	3	is	be	AUX
eurjchem-265	200	4	probably	probably	ADV
eurjchem-265	200	5	due	due	ADJ
eurjchem-265	200	6	to	to	ADP
eurjchem-265	200	7	fragmentation	fragmentation	NOUN
eurjchem-265	200	8	of	of	ADP
eurjchem-265	200	9	the	the	DET
eurjchem-265	200	10	morpholinomethylene	morpholinomethylene	NOUN
eurjchem-265	200	11	(	(	PUNCT
eurjchem-265	200	12	scheme	scheme	NOUN
eurjchem-265	200	13	4	4	NUM
eurjchem-265	200	14	)	)	PUNCT
eurjchem-265	200	15	.	.	PUNCT
eurjchem-265	201	1	ketonic	ketonic	ADJ
eurjchem-265	201	2	mannich	mannich	NOUN
eurjchem-265	201	3	bases	basis	NOUN
eurjchem-265	201	4	are	be	AUX
eurjchem-265	201	5	of	of	ADP
eurjchem-265	201	6	considerable	considerable	ADJ
eurjchem-265	201	7	importance	importance	NOUN
eurjchem-265	201	8	as	as	ADP
eurjchem-265	201	9	versatile	versatile	ADJ
eurjchem-265	201	10	precursors	precursor	NOUN
eurjchem-265	201	11	in	in	ADP
eurjchem-265	201	12	the	the	DET
eurjchem-265	201	13	synthesis	synthesis	NOUN
eurjchem-265	201	14	of	of	ADP
eurjchem-265	201	15	heterocycles	heterocycle	NOUN
eurjchem-265	201	16	[	[	X
eurjchem-265	201	17	20‐22	20‐22	NUM
eurjchem-265	201	18	]	]	PUNCT
eurjchem-265	201	19	.	.	PUNCT
eurjchem-265	202	1	with	with	ADP
eurjchem-265	202	2	a	a	DET
eurjchem-265	202	3	view	view	NOUN
eurjchem-265	202	4	to	to	PART
eurjchem-265	202	5	effect	effect	VERB
eurjchem-265	202	6	a	a	DET
eurjchem-265	202	7	“	"	PUNCT
eurjchem-265	202	8	one‐pot	one‐pot	NOUN
eurjchem-265	202	9	”	"	PUNCT
eurjchem-265	202	10	c‐alkylation	c‐alkylation	NUM
eurjchem-265	202	11	and	and	CCONJ
eurjchem-265	202	12	cyclization	cyclization	NOUN
eurjchem-265	202	13	of	of	ADP
eurjchem-265	202	14	the	the	DET
eurjchem-265	202	15	mannich	mannich	NOUN
eurjchem-265	202	16	base	base	NOUN
eurjchem-265	202	17	2	2	NUM
eurjchem-265	202	18	,	,	PUNCT
eurjchem-265	202	19	the	the	DET
eurjchem-265	202	20	reaction	reaction	NOUN
eurjchem-265	202	21	of	of	ADP
eurjchem-265	202	22	4‐((3‐oxoquinuclidin‐2‐	4‐((3‐oxoquinuclidin‐2‐	NUM
eurjchem-265	202	23	yl)methyl)morpholin‐4‐ium	yl)methyl)morpholin‐4‐ium	NUM
eurjchem-265	202	24	chloride	chloride	NOUN
eurjchem-265	202	25	(	(	PUNCT
eurjchem-265	202	26	2	2	NUM
eurjchem-265	202	27	)	)	PUNCT
eurjchem-265	202	28	with	with	ADP
eurjchem-265	202	29	malononitrile	malononitrile	NOUN
eurjchem-265	202	30	in	in	ADP
eurjchem-265	202	31	refluxing	refluxing	NOUN
eurjchem-265	202	32	toluene	toluene	NOUN
eurjchem-265	202	33	was	be	AUX
eurjchem-265	202	34	implemented	implement	VERB
eurjchem-265	202	35	to	to	PART
eurjchem-265	202	36	give	give	VERB
eurjchem-265	202	37	2‐amino‐3‐	2‐amino‐3‐	NUM
eurjchem-265	202	38	cyanoquinuclidino[3,2‐b]pyran(5‐amino‐6‐oxa‐1‐aza‐tricyclo	cyanoquinuclidino[3,2‐b]pyran(5‐amino‐6‐oxa‐1‐aza‐tricyclo	VERB
eurjchem-265	203	1	[	[	X
eurjchem-265	203	2	6.2.2.02,7]dodeca‐2(7),4‐diene‐carbonitrile	6.2.2.02,7]dodeca‐2(7),4‐diene‐carbonitrile	NOUN
eurjchem-265	203	3	)	)	PUNCT
eurjchem-265	203	4	(	(	PUNCT
eurjchem-265	203	5	5	5	NUM
eurjchem-265	203	6	)	)	PUNCT
eurjchem-265	203	7	.	.	PUNCT
eurjchem-265	204	1	its	its	PRON
eurjchem-265	204	2	structure	structure	NOUN
eurjchem-265	204	3	was	be	AUX
eurjchem-265	204	4	supported	support	VERB
eurjchem-265	204	5	by	by	ADP
eurjchem-265	204	6	elemental	elemental	ADJ
eurjchem-265	204	7	and	and	CCONJ
eurjchem-265	204	8	spectral	spectral	ADJ
eurjchem-265	204	9	data	datum	NOUN
eurjchem-265	204	10	.	.	PUNCT
eurjchem-265	205	1	presumable	presumable	VERB
eurjchem-265	205	2	the	the	DET
eurjchem-265	205	3	formation	formation	NOUN
eurjchem-265	205	4	of	of	ADP
eurjchem-265	205	5	5	5	NUM
eurjchem-265	205	6	proceeds	proceed	NOUN
eurjchem-265	205	7	via	via	ADP
eurjchem-265	205	8	deamination	deamination	NOUN
eurjchem-265	205	9	of	of	ADP
eurjchem-265	205	10	the	the	DET
eurjchem-265	205	11	mannich	mannich	NOUN
eurjchem-265	205	12	base	base	NOUN
eurjchem-265	205	13	2	2	NUM
eurjchem-265	205	14	to	to	PART
eurjchem-265	205	15	form	form	VERB
eurjchem-265	205	16	2‐methylenequinuclidine‐3‐one	2‐methylenequinuclidine‐3‐one	NUM
eurjchem-265	205	17	which	which	PRON
eurjchem-265	205	18	undergoes	undergo	VERB
eurjchem-265	205	19	thermal	thermal	ADJ
eurjchem-265	205	20	micheal	micheal	NOUN
eurjchem-265	205	21	addition	addition	NOUN
eurjchem-265	205	22	of	of	ADP
eurjchem-265	205	23	the	the	DET
eurjchem-265	205	24	acidic	acidic	ADJ
eurjchem-265	205	25	methylene	methylene	NOUN
eurjchem-265	205	26	group	group	NOUN
eurjchem-265	205	27	of	of	ADP
eurjchem-265	205	28	malononitrile	malononitrile	NOUN
eurjchem-265	205	29	followed	follow	VERB
eurjchem-265	205	30	by	by	ADP
eurjchem-265	205	31	nucleophilic	nucleophilic	ADJ
eurjchem-265	205	32	addition	addition	NOUN
eurjchem-265	205	33	of	of	ADP
eurjchem-265	205	34	enolic	enolic	ADJ
eurjchem-265	205	35	oh	oh	INTJ
eurjchem-265	205	36	group	group	NOUN
eurjchem-265	205	37	to	to	ADP
eurjchem-265	205	38	the	the	DET
eurjchem-265	205	39	carbon	carbon	NOUN
eurjchem-265	205	40	atom	atom	NOUN
eurjchem-265	205	41	of	of	ADP
eurjchem-265	205	42	cyano	cyano	NOUN
eurjchem-265	205	43	group	group	NOUN
eurjchem-265	205	44	(	(	PUNCT
eurjchem-265	205	45	scheme	scheme	NOUN
eurjchem-265	205	46	5	5	NUM
eurjchem-265	205	47	)	)	PUNCT
eurjchem-265	205	48	.	.	PUNCT
eurjchem-265	206	1	when	when	SCONJ
eurjchem-265	206	2	compound	compound	NOUN
eurjchem-265	206	3	2	2	NUM
eurjchem-265	206	4	was	be	AUX
eurjchem-265	206	5	treated	treat	VERB
eurjchem-265	206	6	with	with	ADP
eurjchem-265	206	7	sodium	sodium	NOUN
eurjchem-265	206	8	azide	azide	NOUN
eurjchem-265	206	9	in	in	ADP
eurjchem-265	206	10	presence	presence	NOUN
eurjchem-265	206	11	of	of	ADP
eurjchem-265	206	12	sulfuric	sulfuric	ADJ
eurjchem-265	206	13	acid	acid	NOUN
eurjchem-265	206	14	under	under	ADP
eurjchem-265	206	15	schmidt	schmidt	ADJ
eurjchem-265	206	16	condition	condition	NOUN
eurjchem-265	206	17	gave	give	VERB
eurjchem-265	206	18	the	the	DET
eurjchem-265	206	19	1,3‐	1,3‐	NUM
eurjchem-265	206	20	diazepine	diazepine	NOUN
eurjchem-265	206	21	derivative	derivative	ADJ
eurjchem-265	206	22	6	6	NUM
eurjchem-265	206	23	as	as	SCONJ
eurjchem-265	206	24	bridged	bridge	VERB
eurjchem-265	206	25	diazepine	diazepine	NOUN
eurjchem-265	206	26	anchored	anchor	VERB
eurjchem-265	206	27	n‐morpholinomethyl	n‐morpholinomethyl	PROPN
eurjchem-265	206	28	side	side	NOUN
eurjchem-265	206	29	chain	chain	NOUN
eurjchem-265	206	30	.	.	PUNCT
eurjchem-265	207	1	556	556	NUM
eurjchem-265	207	2	zoorob	zoorob	PROPN
eurjchem-265	207	3	et	et	PROPN
eurjchem-265	207	4	al	al	PROPN
eurjchem-265	207	5	.	.	PUNCT
eurjchem-265	207	6	/	/	SYM
eurjchem-265	207	7	european	european	PROPN
eurjchem-265	207	8	journal	journal	PROPN
eurjchem-265	207	9	of	of	ADP
eurjchem-265	207	10	chemistry	chemistry	NOUN
eurjchem-265	207	11	2	2	NUM
eurjchem-265	207	12	(	(	PUNCT
eurjchem-265	207	13	4	4	NUM
eurjchem-265	207	14	)	)	PUNCT
eurjchem-265	207	15	(	(	PUNCT
eurjchem-265	207	16	2011	2011	NUM
eurjchem-265	207	17	)	)	PUNCT
eurjchem-265	207	18	552‐557	552‐557	PROPN
eurjchem-265	207	19	scheme	scheme	NOUN
eurjchem-265	207	20	5	5	NUM
eurjchem-265	207	21	scheme	scheme	NOUN
eurjchem-265	207	22	6	6	NUM
eurjchem-265	207	23	this	this	DET
eurjchem-265	207	24	method	method	NOUN
eurjchem-265	207	25	can	can	AUX
eurjchem-265	207	26	be	be	AUX
eurjchem-265	207	27	considered	consider	VERB
eurjchem-265	207	28	as	as	ADP
eurjchem-265	207	29	alternate	alternate	ADJ
eurjchem-265	207	30	route	route	NOUN
eurjchem-265	207	31	to	to	PART
eurjchem-265	207	32	obtain	obtain	VERB
eurjchem-265	207	33	1,3‐diazepine	1,3‐diazepine	NUM
eurjchem-265	207	34	derivatives	derivative	NOUN
eurjchem-265	207	35	which	which	PRON
eurjchem-265	207	36	incorporate	incorporate	VERB
eurjchem-265	207	37	n‐basic	n‐basic	ADJ
eurjchem-265	207	38	side	side	NOUN
eurjchem-265	207	39	chain	chain	NOUN
eurjchem-265	207	40	at	at	ADP
eurjchem-265	207	41	c‐2	c‐2	NOUN
eurjchem-265	207	42	of	of	ADP
eurjchem-265	207	43	the	the	DET
eurjchem-265	207	44	diazepine	diazepine	NOUN
eurjchem-265	207	45	nucleus	nucleus	PROPN
eurjchem-265	207	46	since	since	SCONJ
eurjchem-265	207	47	the	the	DET
eurjchem-265	207	48	direct	direct	ADJ
eurjchem-265	207	49	condensation	condensation	NOUN
eurjchem-265	207	50	of	of	ADP
eurjchem-265	207	51	1,3‐diazepine	1,3‐diazepine	NUM
eurjchem-265	207	52	with	with	ADP
eurjchem-265	207	53	formaldehyde	formaldehyde	NOUN
eurjchem-265	207	54	gave	give	VERB
eurjchem-265	207	55	the	the	DET
eurjchem-265	207	56	n‐bis	n‐bis	PROPN
eurjchem-265	207	57	compound	compound	NOUN
eurjchem-265	207	58	.	.	PUNCT
eurjchem-265	208	1	formulation	formulation	NOUN
eurjchem-265	208	2	of	of	ADP
eurjchem-265	208	3	structure	structure	NOUN
eurjchem-265	208	4	6	6	NUM
eurjchem-265	208	5	was	be	AUX
eurjchem-265	208	6	proved	prove	VERB
eurjchem-265	208	7	in	in	ADP
eurjchem-265	208	8	light	light	NOUN
eurjchem-265	208	9	of	of	ADP
eurjchem-265	208	10	its	its	PRON
eurjchem-265	208	11	elemental	elemental	ADJ
eurjchem-265	208	12	analysis	analysis	NOUN
eurjchem-265	208	13	,	,	PUNCT
eurjchem-265	208	14	ir	ir	PROPN
eurjchem-265	208	15	and	and	CCONJ
eurjchem-265	208	16	mass	mass	PROPN
eurjchem-265	208	17	spectral	spectral	ADJ
eurjchem-265	208	18	data	datum	NOUN
eurjchem-265	208	19	.	.	PUNCT
eurjchem-265	209	1	its	its	PRON
eurjchem-265	209	2	mass	mass	NOUN
eurjchem-265	209	3	spectrum	spectrum	NOUN
eurjchem-265	209	4	added	add	VERB
eurjchem-265	209	5	further	further	ADJ
eurjchem-265	209	6	support	support	NOUN
eurjchem-265	209	7	to	to	ADP
eurjchem-265	209	8	the	the	DET
eurjchem-265	209	9	assigned	assign	VERB
eurjchem-265	209	10	structure	structure	NOUN
eurjchem-265	209	11	,	,	PUNCT
eurjchem-265	209	12	as	as	SCONJ
eurjchem-265	209	13	it	it	PRON
eurjchem-265	209	14	revealed	reveal	VERB
eurjchem-265	209	15	the	the	DET
eurjchem-265	209	16	molecular	molecular	ADJ
eurjchem-265	209	17	ion	ion	NOUN
eurjchem-265	209	18	peak	peak	NOUN
eurjchem-265	209	19	at	at	ADP
eurjchem-265	209	20	m	m	PROPN
eurjchem-265	209	21	/	/	SYM
eurjchem-265	209	22	z	z	PROPN
eurjchem-265	209	23	239	239	NUM
eurjchem-265	209	24	(	(	PUNCT
eurjchem-265	209	25	m+	m+	NUM
eurjchem-265	209	26	,	,	PUNCT
eurjchem-265	209	27	75	75	NUM
eurjchem-265	209	28	%	%	NOUN
eurjchem-265	209	29	)	)	PUNCT
eurjchem-265	209	30	.	.	PUNCT
eurjchem-265	210	1	the	the	DET
eurjchem-265	210	2	quinuclidine	quinuclidine	PROPN
eurjchem-265	210	3	nucleus	nucleus	PROPN
eurjchem-265	210	4	is	be	AUX
eurjchem-265	210	5	the	the	DET
eurjchem-265	210	6	core	core	NOUN
eurjchem-265	210	7	component	component	NOUN
eurjchem-265	210	8	of	of	ADP
eurjchem-265	210	9	the	the	DET
eurjchem-265	210	10	cinchona	cinchona	NOUN
eurjchem-265	210	11	alkaloids	alkaloid	NOUN
eurjchem-265	210	12	,	,	PUNCT
eurjchem-265	210	13	a	a	DET
eurjchem-265	210	14	family	family	NOUN
eurjchem-265	210	15	of	of	ADP
eurjchem-265	210	16	natural	natural	ADJ
eurjchem-265	210	17	products	product	NOUN
eurjchem-265	210	18	,	,	PUNCT
eurjchem-265	210	19	which	which	PRON
eurjchem-265	210	20	not	not	PART
eurjchem-265	210	21	only	only	ADV
eurjchem-265	210	22	exhibited	exhibit	VERB
eurjchem-265	210	23	antimalarial	antimalarial	ADJ
eurjchem-265	210	24	activity	activity	NOUN
eurjchem-265	210	25	but	but	CCONJ
eurjchem-265	210	26	also	also	ADV
eurjchem-265	210	27	found	find	VERB
eurjchem-265	210	28	to	to	PART
eurjchem-265	210	29	be	be	AUX
eurjchem-265	210	30	widespread	widespread	ADJ
eurjchem-265	210	31	use	use	NOUN
eurjchem-265	210	32	in	in	ADP
eurjchem-265	210	33	numerous	numerous	ADJ
eurjchem-265	210	34	asymmetric	asymmetric	ADJ
eurjchem-265	210	35	transformations	transformation	NOUN
eurjchem-265	210	36	[	[	X
eurjchem-265	210	37	23‐27	23‐27	NUM
eurjchem-265	210	38	]	]	X
eurjchem-265	210	39	,	,	PUNCT
eurjchem-265	210	40	and	and	CCONJ
eurjchem-265	210	41	pyrimidine	pyrimidine	NOUN
eurjchem-265	210	42	derivatives	derivative	NOUN
eurjchem-265	210	43	from	from	ADP
eurjchem-265	210	44	bridged	bridged	ADJ
eurjchem-265	210	45	alicyclic	alicyclic	ADJ
eurjchem-265	210	46	ketones	ketone	NOUN
eurjchem-265	210	47	act	act	VERB
eurjchem-265	210	48	as	as	ADP
eurjchem-265	210	49	dihydrofolate	dihydrofolate	NOUN
eurjchem-265	210	50	reductase	reductase	NOUN
eurjchem-265	210	51	inhibitor	inhibitor	NOUN
eurjchem-265	210	52	[	[	X
eurjchem-265	210	53	28	28	NUM
eurjchem-265	210	54	]	]	PUNCT
eurjchem-265	210	55	.	.	PUNCT
eurjchem-265	211	1	consequently	consequently	ADV
eurjchem-265	211	2	,	,	PUNCT
eurjchem-265	211	3	1	1	NUM
eurjchem-265	211	4	was	be	AUX
eurjchem-265	211	5	transformed	transform	VERB
eurjchem-265	211	6	with	with	ADP
eurjchem-265	211	7	a	a	DET
eurjchem-265	211	8	mixture	mixture	NOUN
eurjchem-265	211	9	of	of	ADP
eurjchem-265	211	10	formalin	formalin	NOUN
eurjchem-265	211	11	and	and	CCONJ
eurjchem-265	211	12	methylamine	methylamine	NOUN
eurjchem-265	211	13	in	in	ADP
eurjchem-265	211	14	molar	molar	ADJ
eurjchem-265	211	15	ratio	ratio	NOUN
eurjchem-265	211	16	(	(	PUNCT
eurjchem-265	211	17	1:20:2	1:20:2	NUM
eurjchem-265	211	18	)	)	PUNCT
eurjchem-265	211	19	under	under	ADP
eurjchem-265	211	20	mannich	mannich	DET
eurjchem-265	211	21	conditions	condition	NOUN
eurjchem-265	211	22	to	to	PART
eurjchem-265	211	23	afford	afford	VERB
eurjchem-265	211	24	1,4‐	1,4‐	NUM
eurjchem-265	211	25	ethano‐8,10‐dimethyl‐1,8,10‐triaza‐spiro[5.5]undecan‐5‐one	ethano‐8,10‐dimethyl‐1,8,10‐triaza‐spiro[5.5]undecan‐5‐one	PROPN
eurjchem-265	211	26	(	(	PUNCT
eurjchem-265	211	27	7	7	NUM
eurjchem-265	211	28	)	)	PUNCT
eurjchem-265	211	29	as	as	ADP
eurjchem-265	211	30	spiro	spiro	NOUN
eurjchem-265	211	31	compound	compound	NOUN
eurjchem-265	211	32	.	.	PUNCT
eurjchem-265	212	1	it	it	PRON
eurjchem-265	212	2	was	be	AUX
eurjchem-265	212	3	probably	probably	ADV
eurjchem-265	212	4	formed	form	VERB
eurjchem-265	212	5	through	through	ADP
eurjchem-265	212	6	the	the	DET
eurjchem-265	212	7	formation	formation	NOUN
eurjchem-265	212	8	of	of	ADP
eurjchem-265	212	9	the	the	DET
eurjchem-265	212	10	intermediate	intermediate	ADJ
eurjchem-265	212	11	2,2‐bis‐methylol‐3‐	2,2‐bis‐methylol‐3‐	NUM
eurjchem-265	212	12	quinuclidinone	quinuclidinone	NOUN
eurjchem-265	212	13	followed	follow	VERB
eurjchem-265	212	14	by	by	ADP
eurjchem-265	212	15	amination	amination	NOUN
eurjchem-265	212	16	with	with	ADP
eurjchem-265	212	17	methylamine	methylamine	NOUN
eurjchem-265	212	18	,	,	PUNCT
eurjchem-265	212	19	then	then	ADV
eurjchem-265	212	20	by	by	ADP
eurjchem-265	212	21	subsequent	subsequent	ADJ
eurjchem-265	212	22	cyclization	cyclization	NOUN
eurjchem-265	212	23	with	with	ADP
eurjchem-265	212	24	excess	excess	NOUN
eurjchem-265	212	25	of	of	ADP
eurjchem-265	212	26	formalin	formalin	NOUN
eurjchem-265	212	27	(	(	PUNCT
eurjchem-265	212	28	scheme	scheme	NOUN
eurjchem-265	212	29	6	6	NUM
eurjchem-265	212	30	)	)	PUNCT
eurjchem-265	212	31	.	.	PUNCT
eurjchem-265	213	1	this	this	DET
eurjchem-265	213	2	mechanism	mechanism	NOUN
eurjchem-265	213	3	was	be	AUX
eurjchem-265	213	4	supported	support	VERB
eurjchem-265	213	5	by	by	ADP
eurjchem-265	213	6	the	the	DET
eurjchem-265	213	7	work	work	NOUN
eurjchem-265	213	8	of	of	ADP
eurjchem-265	213	9	nielsen	nielsen	PROPN
eurjchem-265	214	1	[	[	X
eurjchem-265	214	2	29	29	NUM
eurjchem-265	214	3	]	]	X
eurjchem-265	215	1	[	[	X
eurjchem-265	215	2	via	via	ADP
eurjchem-265	215	3	formation	formation	NOUN
eurjchem-265	215	4	of	of	ADP
eurjchem-265	215	5	the	the	DET
eurjchem-265	215	6	intermediate	intermediate	ADJ
eurjchem-265	215	7	2,2‐bis‐methylol‐3‐	2,2‐bis‐methylol‐3‐	NUM
eurjchem-265	215	8	quinuclidinone	quinuclidinone	NOUN
eurjchem-265	215	9	.	.	PUNCT
eurjchem-265	216	1	formulation	formulation	NOUN
eurjchem-265	216	2	of	of	ADP
eurjchem-265	216	3	structure	structure	NOUN
eurjchem-265	216	4	7	7	NUM
eurjchem-265	216	5	was	be	AUX
eurjchem-265	216	6	proved	prove	VERB
eurjchem-265	216	7	in	in	ADP
eurjchem-265	216	8	light	light	NOUN
eurjchem-265	216	9	of	of	ADP
eurjchem-265	216	10	its	its	PRON
eurjchem-265	216	11	elemental	elemental	ADJ
eurjchem-265	216	12	analysis	analysis	NOUN
eurjchem-265	216	13	,	,	PUNCT
eurjchem-265	216	14	ir	ir	INTJ
eurjchem-265	216	15	,	,	PUNCT
eurjchem-265	216	16	1h	1h	NUM
eurjchem-265	216	17	nmr	nmr	NOUN
eurjchem-265	216	18	and	and	CCONJ
eurjchem-265	216	19	mass	mass	NOUN
eurjchem-265	216	20	data	datum	NOUN
eurjchem-265	216	21	.	.	PUNCT
eurjchem-265	217	1	in	in	ADP
eurjchem-265	217	2	addition	addition	NOUN
eurjchem-265	217	3	the	the	DET
eurjchem-265	217	4	mannich	mannich	PROPN
eurjchem-265	217	5	base	base	ADJ
eurjchem-265	217	6	analogue	analogue	NOUN
eurjchem-265	217	7	8	8	NUM
eurjchem-265	217	8	was	be	AUX
eurjchem-265	217	9	synthesized	synthesize	VERB
eurjchem-265	217	10	by	by	ADP
eurjchem-265	217	11	treatment	treatment	NOUN
eurjchem-265	217	12	of	of	ADP
eurjchem-265	217	13	1	1	NUM
eurjchem-265	217	14	with	with	ADP
eurjchem-265	217	15	glucose	glucose	NOUN
eurjchem-265	217	16	and	and	CCONJ
eurjchem-265	217	17	morpholine	morpholine	NOUN
eurjchem-265	217	18	under	under	ADP
eurjchem-265	217	19	mannich	mannich	DET
eurjchem-265	217	20	reaction	reaction	NOUN
eurjchem-265	217	21	conditions	condition	NOUN
eurjchem-265	217	22	(	(	PUNCT
eurjchem-265	217	23	scheme	scheme	NOUN
eurjchem-265	217	24	1	1	NUM
eurjchem-265	217	25	)	)	PUNCT
eurjchem-265	217	26	.	.	PUNCT
eurjchem-265	218	1	a	a	DET
eurjchem-265	218	2	series	series	NOUN
eurjchem-265	218	3	of	of	ADP
eurjchem-265	218	4	spirohydantoins	spirohydantoin	NOUN
eurjchem-265	218	5	[	[	X
eurjchem-265	218	6	30,31	30,31	NUM
eurjchem-265	218	7	]	]	PUNCT
eurjchem-265	218	8	,	,	PUNCT
eurjchem-265	218	9	were	be	AUX
eurjchem-265	218	10	reported	report	VERB
eurjchem-265	218	11	as	as	SCONJ
eurjchem-265	218	12	compounds	compound	NOUN
eurjchem-265	218	13	have	have	VERB
eurjchem-265	218	14	several	several	ADJ
eurjchem-265	218	15	pharmacological	pharmacological	ADJ
eurjchem-265	218	16	activities	activity	NOUN
eurjchem-265	218	17	[	[	X
eurjchem-265	218	18	32,33	32,33	NUM
eurjchem-265	218	19	]	]	PUNCT
eurjchem-265	218	20	.	.	PUNCT
eurjchem-265	219	1	therefore	therefore	ADV
eurjchem-265	219	2	,	,	PUNCT
eurjchem-265	219	3	we	we	PRON
eurjchem-265	219	4	synthesized	synthesize	VERB
eurjchem-265	219	5	spirothiohydantoin	spirothiohydantoin	NOUN
eurjchem-265	219	6	9	9	NUM
eurjchem-265	219	7	for	for	ADP
eurjchem-265	219	8	the	the	DET
eurjchem-265	219	9	sake	sake	NOUN
eurjchem-265	219	10	of	of	ADP
eurjchem-265	219	11	improving	improve	VERB
eurjchem-265	219	12	pharmacological	pharmacological	ADJ
eurjchem-265	219	13	potency	potency	NOUN
eurjchem-265	219	14	of	of	ADP
eurjchem-265	219	15	quinuclidine	quinuclidine	NOUN
eurjchem-265	219	16	.	.	PUNCT
eurjchem-265	220	1	hence	hence	ADV
eurjchem-265	220	2	,	,	PUNCT
eurjchem-265	220	3	quinuclidinone	quinuclidinone	NOUN
eurjchem-265	220	4	1	1	NUM
eurjchem-265	220	5	was	be	AUX
eurjchem-265	220	6	transformed	transform	VERB
eurjchem-265	220	7	by	by	ADP
eurjchem-265	220	8	potassium	potassium	NOUN
eurjchem-265	220	9	cyanide	cyanide	NOUN
eurjchem-265	220	10	and	and	CCONJ
eurjchem-265	220	11	thiourea	thiourea	NOUN
eurjchem-265	220	12	in	in	ADP
eurjchem-265	220	13	ethanol	ethanol	NOUN
eurjchem-265	220	14	into	into	ADP
eurjchem-265	220	15	9	9	NUM
eurjchem-265	220	16	.	.	PUNCT
eurjchem-265	221	1	the	the	DET
eurjchem-265	221	2	reaction	reaction	NOUN
eurjchem-265	221	3	pathway	pathway	NOUN
eurjchem-265	221	4	was	be	AUX
eurjchem-265	221	5	proceeded	proceed	VERB
eurjchem-265	221	6	via	via	ADP
eurjchem-265	221	7	cyanohydrin	cyanohydrin	NOUN
eurjchem-265	221	8	intermediate	intermediate	PROPN
eurjchem-265	222	1	[	[	X
eurjchem-265	222	2	34	34	NUM
eurjchem-265	222	3	]	]	PUNCT
eurjchem-265	222	4	,	,	PUNCT
eurjchem-265	222	5	followed	follow	VERB
eurjchem-265	222	6	by	by	ADP
eurjchem-265	222	7	condensation	condensation	NOUN
eurjchem-265	222	8	with	with	ADP
eurjchem-265	222	9	thiourea	thiourea	NOUN
eurjchem-265	222	10	to	to	PART
eurjchem-265	222	11	furnish	furnish	VERB
eurjchem-265	222	12	compound	compound	NOUN
eurjchem-265	222	13	9	9	NUM
eurjchem-265	222	14	(	(	PUNCT
eurjchem-265	222	15	scheme	scheme	NOUN
eurjchem-265	222	16	2	2	NUM
eurjchem-265	222	17	)	)	PUNCT
eurjchem-265	222	18	.	.	PUNCT
eurjchem-265	223	1	the	the	DET
eurjchem-265	223	2	structure	structure	NOUN
eurjchem-265	223	3	of	of	ADP
eurjchem-265	223	4	9	9	NUM
eurjchem-265	223	5	was	be	AUX
eurjchem-265	223	6	proved	prove	VERB
eurjchem-265	223	7	by	by	ADP
eurjchem-265	223	8	its	its	PRON
eurjchem-265	223	9	ir	ir	PROPN
eurjchem-265	223	10	,	,	PUNCT
eurjchem-265	223	11	1h	1h	NUM
eurjchem-265	223	12	nmr	nmr	NOUN
eurjchem-265	223	13	and	and	CCONJ
eurjchem-265	223	14	mass	mass	PROPN
eurjchem-265	223	15	spectra	spectra	PROPN
eurjchem-265	223	16	.	.	PUNCT
eurjchem-265	224	1	the	the	DET
eurjchem-265	224	2	ir	ir	PROPN
eurjchem-265	224	3	spectrum	spectrum	NOUN
eurjchem-265	224	4	of	of	ADP
eurjchem-265	224	5	9	9	NUM
eurjchem-265	224	6	revealed	reveal	VERB
eurjchem-265	224	7	a	a	DET
eurjchem-265	224	8	broad	broad	ADJ
eurjchem-265	224	9	band	band	NOUN
eurjchem-265	224	10	in	in	ADP
eurjchem-265	224	11	the	the	DET
eurjchem-265	224	12	2500‐2800	2500‐2800	NUM
eurjchem-265	224	13	cm‐1	cm‐1	NOUN
eurjchem-265	224	14	region	region	NOUN
eurjchem-265	224	15	,	,	PUNCT
eurjchem-265	224	16	similar	similar	ADJ
eurjchem-265	224	17	to	to	ADP
eurjchem-265	224	18	the	the	DET
eurjchem-265	224	19	absorption	absorption	NOUN
eurjchem-265	224	20	formed	form	VERB
eurjchem-265	224	21	in	in	ADP
eurjchem-265	224	22	other	other	ADJ
eurjchem-265	224	23	azabicyclospirohydantoins	azabicyclospirohydantoin	NOUN
eurjchem-265	224	24	[	[	X
eurjchem-265	224	25	35	35	NUM
eurjchem-265	224	26	]	]	PUNCT
eurjchem-265	224	27	,	,	PUNCT
eurjchem-265	224	28	this	this	DET
eurjchem-265	224	29	absorption	absorption	NOUN
eurjchem-265	224	30	is	be	AUX
eurjchem-265	224	31	explained	explain	VERB
eurjchem-265	224	32	by	by	ADP
eurjchem-265	224	33	the	the	DET
eurjchem-265	224	34	existence	existence	NOUN
eurjchem-265	224	35	of	of	ADP
eurjchem-265	224	36	an	an	DET
eurjchem-265	224	37	intermolecular	intermolecular	ADJ
eurjchem-265	224	38	hydrogen	hydrogen	NOUN
eurjchem-265	224	39	bond	bond	NOUN
eurjchem-265	224	40	which	which	PRON
eurjchem-265	224	41	is	be	AUX
eurjchem-265	224	42	formed	form	VERB
eurjchem-265	224	43	between	between	ADP
eurjchem-265	224	44	the	the	DET
eurjchem-265	224	45	weak	weak	ADJ
eurjchem-265	224	46	acid	acid	NOUN
eurjchem-265	224	47	n‐3`h	n‐3`h	PROPN
eurjchem-265	224	48	group	group	NOUN
eurjchem-265	224	49	and	and	CCONJ
eurjchem-265	224	50	the	the	DET
eurjchem-265	224	51	basic	basic	ADJ
eurjchem-265	224	52	1‐aza‐bicylco[2.2.2]octane	1‐aza‐bicylco[2.2.2]octane	PROPN
eurjchem-265	224	53	nitrogen	nitrogen	NOUN
eurjchem-265	224	54	atom	atom	NOUN
eurjchem-265	224	55	.	.	PUNCT
eurjchem-265	225	1	the	the	DET
eurjchem-265	225	2	n‐1`h	n‐1`h	NOUN
eurjchem-265	225	3	stretching	stretch	VERB
eurjchem-265	225	4	vibration	vibration	NOUN
eurjchem-265	225	5	originates	originate	VERB
eurjchem-265	225	6	a	a	DET
eurjchem-265	225	7	band	band	NOUN
eurjchem-265	225	8	in	in	ADP
eurjchem-265	225	9	the	the	DET
eurjchem-265	225	10	3311	3311	NUM
eurjchem-265	225	11	cm‐1	cm‐1	PROPN
eurjchem-265	225	12	region	region	NOUN
eurjchem-265	225	13	.	.	PUNCT
eurjchem-265	226	1	the	the	DET
eurjchem-265	226	2	carbonyl	carbonyl	NOUN
eurjchem-265	226	3	region	region	NOUN
eurjchem-265	226	4	shows	show	VERB
eurjchem-265	226	5	a	a	DET
eurjchem-265	226	6	very	very	ADV
eurjchem-265	226	7	strong	strong	ADJ
eurjchem-265	226	8	band	band	NOUN
eurjchem-265	226	9	at	at	ADP
eurjchem-265	226	10	1736	1736	NUM
eurjchem-265	226	11	cm‐1	cm‐1	NOUN
eurjchem-265	226	12	;	;	PUNCT
eurjchem-265	226	13	and	and	CCONJ
eurjchem-265	226	14	also	also	ADV
eurjchem-265	226	15	strong	strong	ADJ
eurjchem-265	226	16	band	band	NOUN
eurjchem-265	226	17	at	at	ADP
eurjchem-265	226	18	1087	1087	NUM
eurjchem-265	226	19	cm‐1	cm‐1	NOUN
eurjchem-265	226	20	characteristic	characteristic	ADJ
eurjchem-265	226	21	for	for	ADP
eurjchem-265	226	22	c	c	NOUN
eurjchem-265	226	23	=	=	NOUN
eurjchem-265	226	24	s.	s.	PROPN
eurjchem-265	226	25	this	this	DET
eurjchem-265	226	26	interpretation	interpretation	NOUN
eurjchem-265	226	27	is	be	AUX
eurjchem-265	226	28	supported	support	VERB
eurjchem-265	226	29	by	by	ADP
eurjchem-265	226	30	studies	study	NOUN
eurjchem-265	226	31	carried	carry	VERB
eurjchem-265	226	32	out	out	ADP
eurjchem-265	226	33	on	on	ADP
eurjchem-265	226	34	other	other	ADJ
eurjchem-265	226	35	azabicyclo‐spirohydantoins	azabicyclo‐spirohydantoin	NOUN
eurjchem-265	226	36	[	[	X
eurjchem-265	226	37	36	36	NUM
eurjchem-265	226	38	]	]	PUNCT
eurjchem-265	226	39	.	.	PUNCT
eurjchem-265	227	1	the	the	DET
eurjchem-265	227	2	discovery	discovery	PROPN
eurjchem-265	227	3	of	of	ADP
eurjchem-265	227	4	c‐nucleosides	c‐nucleosides	PUNCT
eurjchem-265	227	5	and	and	CCONJ
eurjchem-265	227	6	their	their	PRON
eurjchem-265	227	7	antibacterial	antibacterial	ADJ
eurjchem-265	227	8	and	and	CCONJ
eurjchem-265	227	9	antitumor	antitumor	NOUN
eurjchem-265	227	10	properties	property	NOUN
eurjchem-265	227	11	[	[	X
eurjchem-265	227	12	37‐40	37‐40	NOUN
eurjchem-265	227	13	]	]	PUNCT
eurjchem-265	227	14	,	,	PUNCT
eurjchem-265	227	15	and	and	CCONJ
eurjchem-265	227	16	also	also	ADV
eurjchem-265	227	17	electrophilic	electrophilic	ADJ
eurjchem-265	227	18	c‐	c‐	NOUN
eurjchem-265	227	19	glycosylation	glycosylation	NOUN
eurjchem-265	227	20	of	of	ADP
eurjchem-265	227	21	electron	electron	NOUN
eurjchem-265	227	22	rich	rich	ADJ
eurjchem-265	227	23	aromatic	aromatic	NOUN
eurjchem-265	227	24	and	and	CCONJ
eurjchem-265	227	25	the	the	DET
eurjchem-265	227	26	heterocyclic	heterocyclic	ADJ
eurjchem-265	227	27	systems	system	NOUN
eurjchem-265	227	28	is	be	AUX
eurjchem-265	227	29	widely	widely	ADV
eurjchem-265	227	30	found	find	VERB
eurjchem-265	227	31	in	in	ADP
eurjchem-265	227	32	nature	nature	NOUN
eurjchem-265	227	33	[	[	X
eurjchem-265	227	34	37‐40	37‐40	NOUN
eurjchem-265	227	35	]	]	PUNCT
eurjchem-265	227	36	.	.	PUNCT
eurjchem-265	228	1	therefore	therefore	ADV
eurjchem-265	228	2	,	,	PUNCT
eurjchem-265	228	3	our	our	PRON
eurjchem-265	228	4	attention	attention	NOUN
eurjchem-265	228	5	was	be	AUX
eurjchem-265	228	6	directed	direct	VERB
eurjchem-265	228	7	to	to	ADP
eurjchem-265	228	8	the	the	DET
eurjchem-265	228	9	development	development	NOUN
eurjchem-265	228	10	of	of	ADP
eurjchem-265	228	11	synthetic	synthetic	ADJ
eurjchem-265	228	12	routes	route	NOUN
eurjchem-265	228	13	to	to	ADP
eurjchem-265	228	14	this	this	DET
eurjchem-265	228	15	class	class	NOUN
eurjchem-265	228	16	of	of	ADP
eurjchem-265	228	17	compounds	compound	NOUN
eurjchem-265	228	18	.	.	PUNCT
eurjchem-265	229	1	surprisingly	surprisingly	ADV
eurjchem-265	229	2	,	,	PUNCT
eurjchem-265	229	3	a	a	DET
eurjchem-265	229	4	facile	facile	ADJ
eurjchem-265	229	5	synthesis	synthesis	NOUN
eurjchem-265	229	6	of	of	ADP
eurjchem-265	229	7	c‐	c‐	NOUN
eurjchem-265	229	8	nucleoside	nucleoside	NOUN
eurjchem-265	229	9	derivatives	derivative	NOUN
eurjchem-265	229	10	of	of	ADP
eurjchem-265	229	11	quinuclidin‐3‐one	quinuclidin‐3‐one	PROPN
eurjchem-265	229	12	(	(	PUNCT
eurjchem-265	229	13	1	1	X
eurjchem-265	229	14	)	)	PUNCT
eurjchem-265	229	15	was	be	AUX
eurjchem-265	229	16	achieved	achieve	VERB
eurjchem-265	229	17	by	by	ADP
eurjchem-265	229	18	the	the	DET
eurjchem-265	229	19	reaction	reaction	NOUN
eurjchem-265	229	20	with	with	ADP
eurjchem-265	229	21	different	different	ADJ
eurjchem-265	229	22	aldoses	aldose	NOUN
eurjchem-265	229	23	.	.	PUNCT
eurjchem-265	230	1	in	in	ADP
eurjchem-265	230	2	this	this	DET
eurjchem-265	230	3	method	method	NOUN
eurjchem-265	230	4	,	,	PUNCT
eurjchem-265	230	5	the	the	DET
eurjchem-265	230	6	reaction	reaction	NOUN
eurjchem-265	230	7	of	of	ADP
eurjchem-265	230	8	1	1	NUM
eurjchem-265	230	9	with	with	ADP
eurjchem-265	230	10	d‐glucose	d‐glucose	NOUN
eurjchem-265	230	11	was	be	AUX
eurjchem-265	230	12	conducted	conduct	VERB
eurjchem-265	230	13	in	in	ADP
eurjchem-265	230	14	absolute	absolute	ADJ
eurjchem-265	230	15	ethanol	ethanol	NOUN
eurjchem-265	230	16	at	at	ADP
eurjchem-265	230	17	60	60	NUM
eurjchem-265	230	18	oc	oc	NOUN
eurjchem-265	230	19	for	for	ADP
eurjchem-265	230	20	20	20	NUM
eurjchem-265	230	21	min	min	NOUN
eurjchem-265	230	22	.	.	PROPN
eurjchem-265	230	23	in	in	ADP
eurjchem-265	230	24	the	the	DET
eurjchem-265	230	25	presence	presence	NOUN
eurjchem-265	230	26	of	of	ADP
eurjchem-265	230	27	catalytic	catalytic	ADJ
eurjchem-265	230	28	amount	amount	NOUN
eurjchem-265	230	29	of	of	ADP
eurjchem-265	230	30	zinc	zinc	NOUN
eurjchem-265	230	31	chloride	chloride	NOUN
eurjchem-265	230	32	to	to	PART
eurjchem-265	230	33	give	give	VERB
eurjchem-265	230	34	the	the	DET
eurjchem-265	230	35	cyclic	cyclic	ADJ
eurjchem-265	230	36	c‐nucleoside	c‐nucleoside	NOUN
eurjchem-265	230	37	analogue	analogue	NOUN
eurjchem-265	230	38	10	10	NUM
eurjchem-265	230	39	.	.	PUNCT
eurjchem-265	231	1	in	in	ADP
eurjchem-265	231	2	a	a	DET
eurjchem-265	231	3	similar	similar	ADJ
eurjchem-265	231	4	way	way	NOUN
eurjchem-265	231	5	,	,	PUNCT
eurjchem-265	231	6	the	the	DET
eurjchem-265	231	7	reaction	reaction	NOUN
eurjchem-265	231	8	of	of	ADP
eurjchem-265	231	9	the	the	DET
eurjchem-265	231	10	hexoses	hexose	NOUN
eurjchem-265	231	11	,	,	PUNCT
eurjchem-265	231	12	e.g.	e.g.	ADV
eurjchem-265	231	13	,	,	PUNCT
eurjchem-265	231	14	d‐galactose	d‐galactose	PUNCT
eurjchem-265	231	15	and	and	CCONJ
eurjchem-265	231	16	d‐	d‐	PRON
eurjchem-265	231	17	mannose	mannose	NOUN
eurjchem-265	231	18	,	,	PUNCT
eurjchem-265	231	19	and	and	CCONJ
eurjchem-265	231	20	the	the	DET
eurjchem-265	231	21	pentoses	pentose	NOUN
eurjchem-265	231	22	,	,	PUNCT
eurjchem-265	231	23	l‐arabinose	l‐arabinose	VERB
eurjchem-265	231	24	with	with	SCONJ
eurjchem-265	231	25	1	1	NUM
eurjchem-265	231	26	gave	give	VERB
eurjchem-265	231	27	2‐(aldilol‐	2‐(aldilol‐	NUM
eurjchem-265	231	28	1‐yl)quinuclidin‐3‐ones	1‐yl)quinuclidin‐3‐ones	NUM
eurjchem-265	231	29	12‐14	12‐14	X
eurjchem-265	231	30	(	(	PUNCT
eurjchem-265	231	31	scheme	scheme	NOUN
eurjchem-265	231	32	3	3	NUM
eurjchem-265	231	33	)	)	PUNCT
eurjchem-265	231	34	.	.	PUNCT
eurjchem-265	232	1	the	the	DET
eurjchem-265	232	2	acetylation	acetylation	NOUN
eurjchem-265	232	3	of	of	ADP
eurjchem-265	232	4	10	10	NUM
eurjchem-265	232	5	was	be	AUX
eurjchem-265	232	6	implemented	implement	VERB
eurjchem-265	232	7	using	use	VERB
eurjchem-265	232	8	acetic	acetic	ADJ
eurjchem-265	232	9	anhydride	anhydride	NOUN
eurjchem-265	232	10	and	and	CCONJ
eurjchem-265	232	11	acetic	acetic	ADJ
eurjchem-265	232	12	acid	acid	NOUN
eurjchem-265	232	13	mixture	mixture	NOUN
eurjchem-265	232	14	with	with	ADP
eurjchem-265	232	15	subsequent	subsequent	ADJ
eurjchem-265	232	16	dehydration	dehydration	NOUN
eurjchem-265	232	17	to	to	PART
eurjchem-265	232	18	give	give	VERB
eurjchem-265	232	19	the	the	DET
eurjchem-265	232	20	acetylated	acetylate	VERB
eurjchem-265	232	21	c‐nucleoside	c‐nucleoside	NUM
eurjchem-265	232	22	11	11	NUM
eurjchem-265	232	23	.	.	PUNCT
eurjchem-265	233	1	the	the	DET
eurjchem-265	233	2	mass	mass	PROPN
eurjchem-265	233	3	spectrum	spectrum	NOUN
eurjchem-265	233	4	of	of	ADP
eurjchem-265	233	5	11	11	NUM
eurjchem-265	233	6	showed	show	VERB
eurjchem-265	233	7	the	the	DET
eurjchem-265	233	8	molecular	molecular	ADJ
eurjchem-265	233	9	ion	ion	NOUN
eurjchem-265	233	10	peak	peak	NOUN
eurjchem-265	233	11	at	at	ADP
eurjchem-265	233	12	m	m	PROPN
eurjchem-265	233	13	/	/	SYM
eurjchem-265	233	14	z	z	PROPN
eurjchem-265	233	15	454	454	NUM
eurjchem-265	233	16	(	(	PUNCT
eurjchem-265	233	17	m+‐	m+‐	PROPN
eurjchem-265	233	18	h	h	NOUN
eurjchem-265	233	19	,	,	PUNCT
eurjchem-265	233	20	0.51	0.51	NUM
eurjchem-265	233	21	%	%	NOUN
eurjchem-265	233	22	)	)	PUNCT
eurjchem-265	233	23	.	.	PUNCT
eurjchem-265	234	1	formulation	formulation	NOUN
eurjchem-265	234	2	of	of	ADP
eurjchem-265	234	3	structure	structure	NOUN
eurjchem-265	234	4	10	10	NUM
eurjchem-265	234	5	was	be	AUX
eurjchem-265	234	6	based	base	VERB
eurjchem-265	234	7	on	on	ADP
eurjchem-265	234	8	elemental	elemental	ADJ
eurjchem-265	234	9	analysis	analysis	NOUN
eurjchem-265	234	10	,	,	PUNCT
eurjchem-265	234	11	ir	ir	INTJ
eurjchem-265	234	12	,	,	PUNCT
eurjchem-265	234	13	uv	uv	PROPN
eurjchem-265	234	14	,	,	PUNCT
eurjchem-265	234	15	1h	1h	NUM
eurjchem-265	234	16	nmr	nmr	NOUN
eurjchem-265	234	17	and	and	CCONJ
eurjchem-265	234	18	mass	mass	ADJ
eurjchem-265	234	19	spectral	spectral	ADJ
eurjchem-265	234	20	data	datum	NOUN
eurjchem-265	234	21	.	.	PUNCT
eurjchem-265	235	1	the	the	DET
eurjchem-265	235	2	coupling	coupling	NOUN
eurjchem-265	235	3	constant	constant	ADJ
eurjchem-265	235	4	of	of	ADP
eurjchem-265	235	5	the	the	DET
eurjchem-265	235	6	anomeric	anomeric	ADJ
eurjchem-265	235	7	proton	proton	NOUN
eurjchem-265	235	8	was	be	AUX
eurjchem-265	235	9	3.4	3.4	NUM
eurjchem-265	235	10	hz	hz	PRON
eurjchem-265	235	11	indicated	indicate	VERB
eurjchem-265	235	12	the	the	DET
eurjchem-265	235	13	α‐	α‐	NUM
eurjchem-265	235	14	configuration	configuration	NOUN
eurjchem-265	235	15	of	of	ADP
eurjchem-265	235	16	the	the	DET
eurjchem-265	235	17	glucose	glucose	NOUN
eurjchem-265	235	18	moiety	moiety	NOUN
eurjchem-265	235	19	.	.	PUNCT
eurjchem-265	236	1	its	its	PRON
eurjchem-265	236	2	mass	mass	NOUN
eurjchem-265	236	3	spectrum	spectrum	NOUN
eurjchem-265	236	4	showed	show	VERB
eurjchem-265	236	5	the	the	DET
eurjchem-265	236	6	molecular	molecular	ADJ
eurjchem-265	236	7	ion	ion	NOUN
eurjchem-265	236	8	peak	peak	NOUN
eurjchem-265	236	9	at	at	ADP
eurjchem-265	236	10	m	m	PROPN
eurjchem-265	236	11	/	/	SYM
eurjchem-265	236	12	z	z	PROPN
eurjchem-265	236	13	287	287	NUM
eurjchem-265	236	14	(	(	PUNCT
eurjchem-265	236	15	m+	m+	NUM
eurjchem-265	236	16	,	,	PUNCT
eurjchem-265	236	17	6.5	6.5	NUM
eurjchem-265	236	18	%	%	NOUN
eurjchem-265	236	19	)	)	PUNCT
eurjchem-265	236	20	.	.	PUNCT
eurjchem-265	237	1	on	on	ADP
eurjchem-265	237	2	the	the	DET
eurjchem-265	237	3	other	other	ADJ
eurjchem-265	237	4	hand	hand	NOUN
eurjchem-265	237	5	,	,	PUNCT
eurjchem-265	237	6	condensation	condensation	NOUN
eurjchem-265	237	7	of	of	ADP
eurjchem-265	237	8	1	1	NUM
eurjchem-265	237	9	with	with	ADP
eurjchem-265	237	10	d‐glucose	d‐glucose	PROPN
eurjchem-265	237	11	in	in	ADP
eurjchem-265	237	12	sodium	sodium	NOUN
eurjchem-265	237	13	carbonate	carbonate	NOUN
eurjchem-265	237	14	as	as	ADP
eurjchem-265	237	15	a	a	DET
eurjchem-265	237	16	basic	basic	ADJ
eurjchem-265	237	17	catalyst	catalyst	NOUN
eurjchem-265	237	18	instead	instead	ADV
eurjchem-265	237	19	of	of	ADP
eurjchem-265	237	20	zinc	zinc	NOUN
eurjchem-265	237	21	chloride	chloride	NOUN
eurjchem-265	237	22	afforded	afford	VERB
eurjchem-265	237	23	the	the	DET
eurjchem-265	237	24	bis‐quinuclidine	bis‐quinuclidine	NOUN
eurjchem-265	237	25	sugar	sugar	NOUN
eurjchem-265	237	26	15	15	NUM
eurjchem-265	237	27	.	.	PUNCT
eurjchem-265	238	1	its	its	PRON
eurjchem-265	238	2	structure	structure	NOUN
eurjchem-265	238	3	was	be	AUX
eurjchem-265	238	4	confirmed	confirm	VERB
eurjchem-265	238	5	by	by	ADP
eurjchem-265	238	6	elemental	elemental	ADJ
eurjchem-265	238	7	analysis	analysis	NOUN
eurjchem-265	238	8	and	and	CCONJ
eurjchem-265	238	9	mass	mass	NOUN
eurjchem-265	238	10	spectrum	spectrum	NOUN
eurjchem-265	238	11	.	.	PUNCT
eurjchem-265	239	1	its	its	PRON
eurjchem-265	239	2	mass	mass	NOUN
eurjchem-265	239	3	spectrum	spectrum	NOUN
eurjchem-265	239	4	showed	show	VERB
eurjchem-265	239	5	the	the	DET
eurjchem-265	239	6	molecular	molecular	ADJ
eurjchem-265	239	7	ion	ion	NOUN
eurjchem-265	239	8	peak	peak	NOUN
eurjchem-265	239	9	at	at	ADP
eurjchem-265	239	10	m	m	PROPN
eurjchem-265	239	11	/	/	SYM
eurjchem-265	239	12	z	z	PROPN
eurjchem-265	239	13	394	394	NUM
eurjchem-265	239	14	(	(	PUNCT
eurjchem-265	239	15	m+	m+	NUM
eurjchem-265	239	16	,	,	PUNCT
eurjchem-265	239	17	60	60	NUM
eurjchem-265	239	18	%	%	NOUN
eurjchem-265	239	19	)	)	PUNCT
eurjchem-265	239	20	.	.	PUNCT
eurjchem-265	240	1	references	reference	NOUN
eurjchem-265	240	2	[	[	X
eurjchem-265	240	3	1	1	NUM
eurjchem-265	240	4	]	]	PUNCT
eurjchem-265	240	5	.	.	PUNCT
eurjchem-265	241	1	shvedov	shvedov	PROPN
eurjchem-265	241	2	,	,	PUNCT
eurjchem-265	241	3	v.	v.	PROPN
eurjchem-265	241	4	i.	i.	PROPN
eurjchem-265	241	5	;	;	PUNCT
eurjchem-265	241	6	vasileva	vasileva	PROPN
eurjchem-265	241	7	,	,	PUNCT
eurjchem-265	241	8	v.	v.	PROPN
eurjchem-265	241	9	f.	f.	PROPN
eurjchem-265	241	10	;	;	PUNCT
eurjchem-265	241	11	korsakova	korsakova	PROPN
eurjchem-265	241	12	,	,	PUNCT
eurjchem-265	241	13	i.	i.	PROPN
eurjchem-265	241	14	ya	ya	PROPN
eurjchem-265	241	15	.	.	PROPN
eurjchem-265	241	16	;	;	PUNCT
eurjchem-265	241	17	galitsina	galitsina	PROPN
eurjchem-265	241	18	,	,	PUNCT
eurjchem-265	241	19	v.	v.	PROPN
eurjchem-265	241	20	a.	a.	PROPN
eurjchem-265	241	21	;	;	PUNCT
eurjchem-265	241	22	medvedev	medvedev	PROPN
eurjchem-265	241	23	,	,	PUNCT
eurjchem-265	241	24	b.	b.	PROPN
eurjchem-265	241	25	a.	a.	PROPN
eurjchem-265	241	26	;	;	PUNCT
eurjchem-265	241	27	novitskaya	novitskaya	PROPN
eurjchem-265	241	28	,	,	PUNCT
eurjchem-265	241	29	n.	n.	PROPN
eurjchem-265	241	30	a.	a.	PROPN
eurjchem-265	241	31	;	;	PUNCT
eurjchem-265	241	32	lapaeva	lapaeva	PROPN
eurjchem-265	241	33	,	,	PUNCT
eurjchem-265	241	34	n.	n.	PROPN
eurjchem-265	241	35	b.	b.	PROPN
eurjchem-265	241	36	;	;	PUNCT
eurjchem-265	241	37	pershin	pershin	PROPN
eurjchem-265	241	38	,	,	PUNCT
eurjchem-265	241	39	g.	g.	PROPN
eurjchem-265	241	40	n.	n.	PROPN
eurjchem-265	241	41	;	;	PUNCT
eurjchem-265	241	42	mashkovskii	mashkovskii	ADJ
eurjchem-265	241	43	,	,	PUNCT
eurjchem-265	241	44	m.	m.	PROPN
eurjchem-265	241	45	d.	d.	PROPN
eurjchem-265	241	46	khim	khim	PROPN
eurjchem-265	241	47	.	.	PUNCT
eurjchem-265	242	1	farm	farm	NOUN
eurjchem-265	242	2	.	.	PUNCT
eurjchem-265	243	1	zh	zh	PROPN
eurjchem-265	243	2	.	.	PROPN
eurjchem-265	243	3	1980	1980	NUM
eurjchem-265	243	4	,	,	PUNCT
eurjchem-265	243	5	14(8	14(8	NUM
eurjchem-265	243	6	)	)	PUNCT
eurjchem-265	243	7	,	,	PUNCT
eurjchem-265	243	8	38‐43	38‐43	NUM
eurjchem-265	243	9	.	.	PUNCT
eurjchem-265	244	1	[	[	X
eurjchem-265	244	2	2	2	NUM
eurjchem-265	244	3	]	]	PUNCT
eurjchem-265	244	4	.	.	PUNCT
eurjchem-265	244	5	ferri	ferri	PROPN
eurjchem-265	244	6	,	,	PUNCT
eurjchem-265	244	7	d.	d.	PROPN
eurjchem-265	244	8	;	;	PUNCT
eurjchem-265	244	9	buergi	buergi	PROPN
eurjchem-265	244	10	,	,	PUNCT
eurjchem-265	244	11	th	th	PROPN
eurjchem-265	244	12	.	.	PUNCT
eurjchem-265	244	13	;	;	PUNCT
eurjchem-265	244	14	baiker	baiker	PROPN
eurjchem-265	244	15	,	,	PUNCT
eurjchem-265	244	16	a.	a.	PROPN
eurjchem-265	244	17	j.	j.	PROPN
eurjchem-265	244	18	chem	chem	PROPN
eurjchem-265	244	19	.	.	PUNCT
eurjchem-265	245	1	soc	soc	PROPN
eurjchem-265	245	2	.	.	PUNCT
eurjchem-265	246	1	perkin	perkin	PROPN
eurjchem-265	246	2	trans	trans	PROPN
eurjchem-265	246	3	2	2	PROPN
eurjchem-265	246	4	2002	2002	NUM
eurjchem-265	246	5	,	,	PUNCT
eurjchem-265	246	6	437‐	437‐	DET
eurjchem-265	246	7	441	441	NUM
eurjchem-265	246	8	.	.	PUNCT
eurjchem-265	247	1	[	[	X
eurjchem-265	247	2	3	3	NUM
eurjchem-265	247	3	]	]	PUNCT
eurjchem-265	247	4	.	.	PUNCT
eurjchem-265	248	1	baker	baker	PROPN
eurjchem-265	248	2	,	,	PUNCT
eurjchem-265	248	3	r.	r.	PROPN
eurjchem-265	248	4	;	;	PUNCT
eurjchem-265	248	5	street	street	PROPN
eurjchem-265	248	6	,	,	PUNCT
eurjchem-265	248	7	l.	l.	PROPN
eurjchem-265	248	8	j.	j.	PROPN
eurjchem-265	248	9	;	;	PUNCT
eurjchem-265	248	10	reeve	reeve	PROPN
eurjchem-265	248	11	,	,	PUNCT
eurjchem-265	248	12	a.	a.	PROPN
eurjchem-265	248	13	j.	j.	PROPN
eurjchem-265	248	14	;	;	PUNCT
eurjchem-265	248	15	saunders	saunders	PROPN
eurjchem-265	248	16	,	,	PUNCT
eurjchem-265	248	17	j.	j.	PROPN
eurjchem-265	248	18	j.	j.	PROPN
eurjchem-265	248	19	chem	chem	PROPN
eurjchem-265	248	20	.	.	PUNCT
eurjchem-265	249	1	soc	soc	PROPN
eurjchem-265	249	2	.	.	PUNCT
eurjchem-265	250	1	chem	chem	PROPN
eurjchem-265	250	2	.	.	PUNCT
eurjchem-265	251	1	commun	commun	PROPN
eurjchem-265	251	2	.	.	PUNCT
eurjchem-265	252	1	1991	1991	NUM
eurjchem-265	252	2	,	,	PUNCT
eurjchem-265	252	3	11	11	NUM
eurjchem-265	252	4	,	,	PUNCT
eurjchem-265	252	5	760‐762	760‐762	NUM
eurjchem-265	252	6	.	.	PUNCT
eurjchem-265	253	1	zoorob	zoorob	PROPN
eurjchem-265	253	2	et	et	PROPN
eurjchem-265	253	3	al	al	PROPN
eurjchem-265	253	4	.	.	PUNCT
eurjchem-265	253	5	/	/	SYM
eurjchem-265	253	6	european	european	PROPN
eurjchem-265	253	7	journal	journal	PROPN
eurjchem-265	253	8	of	of	ADP
eurjchem-265	253	9	chemistry	chemistry	NOUN
eurjchem-265	253	10	2	2	NUM
eurjchem-265	253	11	(	(	PUNCT
eurjchem-265	253	12	4	4	NUM
eurjchem-265	253	13	)	)	PUNCT
eurjchem-265	253	14	(	(	PUNCT
eurjchem-265	253	15	2011	2011	NUM
eurjchem-265	253	16	)	)	PUNCT
eurjchem-265	254	1	552‐557	552‐557	PROPN
eurjchem-265	254	2	557	557	NUM
eurjchem-265	255	1	[	[	X
eurjchem-265	255	2	4	4	NUM
eurjchem-265	255	3	]	]	PUNCT
eurjchem-265	255	4	.	.	PUNCT
eurjchem-265	255	5	ashwood	ashwood	PROPN
eurjchem-265	255	6	,	,	PUNCT
eurjchem-265	255	7	m.	m.	NOUN
eurjchem-265	255	8	s.	s.	PROPN
eurjchem-265	255	9	;	;	PUNCT
eurjchem-265	255	10	gibson	gibson	PROPN
eurjchem-265	255	11	,	,	PUNCT
eurjchem-265	255	12	a.	a.	PROPN
eurjchem-265	255	13	w.	w.	PROPN
eurjchem-265	255	14	;	;	PUNCT
eurjchem-265	255	15	houghton	houghton	PROPN
eurjchem-265	255	16	,	,	PUNCT
eurjchem-265	255	17	p.	p.	PROPN
eurjchem-265	255	18	g.	g.	PROPN
eurjchem-265	255	19	;	;	PUNCT
eurjchem-265	255	20	humphrey	humphrey	PROPN
eurjchem-265	255	21	,	,	PUNCT
eurjchem-265	255	22	g.	g.	PROPN
eurjchem-265	255	23	r.	r.	PROPN
eurjchem-265	255	24	;	;	PUNCT
eurjchem-265	255	25	roberts	roberts	PROPN
eurjchem-265	255	26	,	,	PUNCT
eurjchem-265	255	27	d.	d.	PROPN
eurjchem-265	255	28	c.	c.	PROPN
eurjchem-265	255	29	;	;	PUNCT
eurjchem-265	255	30	wright	wright	PROPN
eurjchem-265	255	31	,	,	PUNCT
eurjchem-265	255	32	s.	s.	PROPN
eurjchem-265	255	33	h.	h.	PROPN
eurjchem-265	255	34	b.	b.	PROPN
eurjchem-265	255	35	j.	j.	PROPN
eurjchem-265	255	36	chem	chem	PROPN
eurjchem-265	255	37	.	.	PUNCT
eurjchem-265	256	1	soc	soc	PROPN
eurjchem-265	256	2	.	.	PUNCT
eurjchem-265	256	3	,	,	PUNCT
eurjchem-265	256	4	perkin	perkin	PROPN
eurjchem-265	256	5	trans	trans	PROPN
eurjchem-265	256	6	.	.	PROPN
eurjchem-265	256	7	1	1	NUM
eurjchem-265	256	8	1995	1995	NUM
eurjchem-265	256	9	,	,	PUNCT
eurjchem-265	256	10	6	6	NUM
eurjchem-265	256	11	,	,	PUNCT
eurjchem-265	256	12	641‐644	641‐644	NUM
eurjchem-265	256	13	.	.	PUNCT
eurjchem-265	257	1	[	[	X
eurjchem-265	257	2	5	5	NUM
eurjchem-265	257	3	]	]	PUNCT
eurjchem-265	257	4	.	.	PUNCT
eurjchem-265	258	1	kaszynski	kaszynski	PROPN
eurjchem-265	258	2	,	,	PUNCT
eurjchem-265	258	3	p.	p.	NOUN
eurjchem-265	258	4	;	;	PUNCT
eurjchem-265	258	5	pakhomov	pakhomov	VERB
eurjchem-265	258	6	,	,	PUNCT
eurjchem-265	258	7	s.	s.	PROPN
eurjchem-265	258	8	;	;	PUNCT
eurjchem-265	258	9	gurskii	gurskii	PROPN
eurjchem-265	258	10	,	,	PUNCT
eurjchem-265	258	11	m.	m.	PROPN
eurjchem-265	258	12	e.	e.	PROPN
eurjchem-265	258	13	;	;	PUNCT
eurjchem-265	258	14	erdyakov	erdyakov	PROPN
eurjchem-265	258	15	,	,	PUNCT
eurjchem-265	258	16	s.	s.	PROPN
eurjchem-265	258	17	y.	y.	PROPN
eurjchem-265	258	18	;	;	PUNCT
eurjchem-265	258	19	starikova	starikova	PROPN
eurjchem-265	258	20	,	,	PUNCT
eurjchem-265	258	21	z.	z.	PROPN
eurjchem-265	258	22	a.	a.	PROPN
eurjchem-265	258	23	;	;	PUNCT
eurjchem-265	258	24	lyssenko	lyssenko	PROPN
eurjchem-265	258	25	,	,	PUNCT
eurjchem-265	258	26	k.	k.	PROPN
eurjchem-265	258	27	a.	a.	PROPN
eurjchem-265	258	28	;	;	PUNCT
eurjchem-265	258	29	antipin	antipin	NOUN
eurjchem-265	258	30	,	,	PUNCT
eurjchem-265	258	31	m.	m.	NOUN
eurjchem-265	258	32	y.	y.	PROPN
eurjchem-265	258	33	;	;	PUNCT
eurjchem-265	258	34	young	young	ADJ
eurjchem-265	258	35	,	,	PUNCT
eurjchem-265	258	36	jr	jr	PROPN
eurjchem-265	258	37	.	.	PROPN
eurjchem-265	258	38	,	,	PUNCT
eurjchem-265	258	39	v.	v.	PROPN
eurjchem-265	258	40	g.	g.	PROPN
eurjchem-265	258	41	;	;	PUNCT
eurjchem-265	258	42	bubnov	bubnov	PROPN
eurjchem-265	258	43	,	,	PUNCT
eurjchem-265	258	44	y.	y.	PROPN
eurjchem-265	258	45	n.	n.	PROPN
eurjchem-265	258	46	j.	j.	PROPN
eurjchem-265	258	47	org	org	PROPN
eurjchem-265	258	48	.	.	PUNCT
eurjchem-265	258	49	chem	chem	PROPN
eurjchem-265	258	50	.	.	PUNCT
eurjchem-265	259	1	2009	2009	NUM
eurjchem-265	259	2	,	,	PUNCT
eurjchem-265	259	3	74	74	NUM
eurjchem-265	259	4	,	,	PUNCT
eurjchem-265	259	5	1709‐1720	1709‐1720	NUM
eurjchem-265	259	6	.	.	PUNCT
eurjchem-265	260	1	[	[	X
eurjchem-265	260	2	6	6	NUM
eurjchem-265	260	3	]	]	PUNCT
eurjchem-265	260	4	.	.	PUNCT
eurjchem-265	261	1	dega‐szafran	dega‐szafran	PROPN
eurjchem-265	261	2	,	,	PUNCT
eurjchem-265	261	3	z.	z.	PROPN
eurjchem-265	261	4	;	;	PUNCT
eurjchem-265	261	5	katrusiak	katrusiak	PROPN
eurjchem-265	261	6	,	,	PUNCT
eurjchem-265	261	7	a.	a.	NOUN
eurjchem-265	261	8	;	;	PUNCT
eurjchem-265	261	9	szafran	szafran	ADJ
eurjchem-265	261	10	,	,	PUNCT
eurjchem-265	261	11	m.	m.	NOUN
eurjchem-265	261	12	polish	polish	PROPN
eurjchem-265	261	13	j.	j.	PROPN
eurjchem-265	261	14	chem	chem	PROPN
eurjchem-265	261	15	.	.	PUNCT
eurjchem-265	262	1	2009	2009	NUM
eurjchem-265	262	2	,	,	PUNCT
eurjchem-265	262	3	83	83	NUM
eurjchem-265	262	4	,	,	PUNCT
eurjchem-265	262	5	723‐735	723‐735	NUM
eurjchem-265	263	1	[	[	X
eurjchem-265	263	2	7	7	NUM
eurjchem-265	263	3	]	]	PUNCT
eurjchem-265	263	4	.	.	PUNCT
eurjchem-265	264	1	dega‐szafran	dega‐szafran	PROPN
eurjchem-265	264	2	,	,	PUNCT
eurjchem-265	264	3	z.	z.	PROPN
eurjchem-265	264	4	;	;	PUNCT
eurjchem-265	264	5	katrusiak	katrusiak	PROPN
eurjchem-265	264	6	,	,	PUNCT
eurjchem-265	264	7	a.	a.	NOUN
eurjchem-265	264	8	;	;	PUNCT
eurjchem-265	264	9	szafran	szafran	ADJ
eurjchem-265	264	10	,	,	PUNCT
eurjchem-265	264	11	m.	m.	NOUN
eurjchem-265	264	12	j.	j.	PROPN
eurjchem-265	264	13	mol	mol	PROPN
eurjchem-265	264	14	.	.	PROPN
eurjchem-265	264	15	struct	struct	NOUN
eurjchem-265	264	16	.	.	PUNCT
eurjchem-265	265	1	2009	2009	NUM
eurjchem-265	265	2	,	,	PUNCT
eurjchem-265	265	3	921	921	NUM
eurjchem-265	265	4	,	,	PUNCT
eurjchem-265	265	5	295‐299	295‐299	NOUN
eurjchem-265	265	6	.	.	PUNCT
eurjchem-265	266	1	[	[	X
eurjchem-265	266	2	8	8	NUM
eurjchem-265	266	3	]	]	PUNCT
eurjchem-265	266	4	.	.	PUNCT
eurjchem-265	267	1	azam	azam	PROPN
eurjchem-265	267	2	,	,	PUNCT
eurjchem-265	267	3	md	md	PROPN
eurjchem-265	267	4	.	.	PUNCT
eurjchem-265	267	5	a.	a.	PROPN
eurjchem-265	267	6	;	;	PUNCT
eurjchem-265	267	7	ahmed	ahme	VERB
eurjchem-265	267	8	,	,	PUNCT
eurjchem-265	267	9	n.	n.	PROPN
eurjchem-265	267	10	;	;	PUNCT
eurjchem-265	267	11	srinivas	srinivas	PROPN
eurjchem-265	267	12	,	,	PUNCT
eurjchem-265	267	13	s.	s.	PROPN
eurjchem-265	267	14	;	;	PUNCT
eurjchem-265	267	15	suresh	suresh	PROPN
eurjchem-265	267	16	,	,	PUNCT
eurjchem-265	267	17	b.	b.	PROPN
eurjchem-265	267	18	j.	j.	PROPN
eurjchem-265	267	19	inst	inst	PROPN
eurjchem-265	267	20	.	.	PROPN
eurjchem-265	267	21	chem	chem	PROPN
eurjchem-265	267	22	.	.	PUNCT
eurjchem-265	268	1	(	(	PUNCT
eurjchem-265	268	2	india	india	PROPN
eurjchem-265	268	3	)	)	PUNCT
eurjchem-265	268	4	1996	1996	NUM
eurjchem-265	268	5	,	,	PUNCT
eurjchem-265	268	6	68	68	NUM
eurjchem-265	268	7	,	,	PUNCT
eurjchem-265	268	8	10‐12	10‐12	NUM
eurjchem-265	269	1	[	[	X
eurjchem-265	269	2	9	9	NUM
eurjchem-265	269	3	]	]	PUNCT
eurjchem-265	269	4	.	.	PUNCT
eurjchem-265	270	1	dlugosz	dlugosz	NOUN
eurjchem-265	270	2	,	,	PUNCT
eurjchem-265	270	3	a.	a.	NOUN
eurjchem-265	270	4	pharmazie	pharmazie	PROPN
eurjchem-265	270	5	1987	1987	NUM
eurjchem-265	270	6	,	,	PUNCT
eurjchem-265	270	7	42	42	NUM
eurjchem-265	270	8	(	(	PUNCT
eurjchem-265	270	9	6	6	NUM
eurjchem-265	270	10	)	)	PUNCT
eurjchem-265	270	11	,	,	PUNCT
eurjchem-265	270	12	381‐383	381‐383	PROPN
eurjchem-265	270	13	.	.	PUNCT
eurjchem-265	271	1	[	[	X
eurjchem-265	271	2	10	10	NUM
eurjchem-265	271	3	]	]	PUNCT
eurjchem-265	271	4	.	.	PUNCT
eurjchem-265	272	1	chawla	chawla	PROPN
eurjchem-265	272	2	,	,	PUNCT
eurjchem-265	272	3	h.	h.	PROPN
eurjchem-265	272	4	p.	p.	PROPN
eurjchem-265	272	5	s.	s.	PROPN
eurjchem-265	272	6	;	;	PUNCT
eurjchem-265	272	7	gautam	gautam	PROPN
eurjchem-265	272	8	,	,	PUNCT
eurjchem-265	272	9	b.	b.	PROPN
eurjchem-265	272	10	c.	c.	PROPN
eurjchem-265	272	11	;	;	PUNCT
eurjchem-265	272	12	kapil	kapil	PROPN
eurjchem-265	272	13	,	,	PUNCT
eurjchem-265	272	14	r.	r.	PROPN
eurjchem-265	272	15	s.	s.	PROPN
eurjchem-265	272	16	;	;	PUNCT
eurjchem-265	272	17	anand	anand	PROPN
eurjchem-265	272	18	,	,	PUNCT
eurjchem-265	272	19	n.	n.	PROPN
eurjchem-265	272	20	;	;	PUNCT
eurjchem-265	272	21	patnaik	patnaik	PROPN
eurjchem-265	272	22	,	,	PUNCT
eurjchem-265	272	23	g.	g.	PROPN
eurjchem-265	272	24	k.	k.	PROPN
eurjchem-265	272	25	;	;	PUNCT
eurjchem-265	272	26	vohra	vohra	NOUN
eurjchem-265	272	27	,	,	PUNCT
eurjchem-265	272	28	m.	m.	NOUN
eurjchem-265	272	29	m.	m.	NOUN
eurjchem-265	272	30	;	;	PUNCT
eurjchem-265	272	31	shrivastava	shrivastava	PROPN
eurjchem-265	272	32	,	,	PUNCT
eurjchem-265	272	33	o.	o.	PROPN
eurjchem-265	272	34	p.	p.	PROPN
eurjchem-265	272	35	j.	j.	PROPN
eurjchem-265	272	36	med	med	PROPN
eurjchem-265	272	37	.	.	PROPN
eurjchem-265	272	38	chem	chem	PROPN
eurjchem-265	272	39	.	.	PUNCT
eurjchem-265	273	1	1970	1970	NUM
eurjchem-265	273	2	,	,	PUNCT
eurjchem-265	273	3	13	13	NUM
eurjchem-265	273	4	,	,	PUNCT
eurjchem-265	273	5	480‐488	480‐488	NUM
eurjchem-265	273	6	.	.	PUNCT
eurjchem-265	274	1	[	[	X
eurjchem-265	274	2	11	11	NUM
eurjchem-265	274	3	]	]	PUNCT
eurjchem-265	274	4	.	.	PUNCT
eurjchem-265	275	1	edwards	edwards	PROPN
eurjchem-265	275	2	,	,	PUNCT
eurjchem-265	275	3	m.	m.	PROPN
eurjchem-265	275	4	l.	l.	PROPN
eurjchem-265	275	5	;	;	PUNCT
eurjchem-265	275	6	m.	m.	PROPN
eurjchem-265	275	7	l.	l.	PROPN
eurjchem-265	275	8	edwards	edwards	PROPN
eurjchem-265	275	9	,	,	PUNCT
eurjchem-265	275	10	h.	h.	PROPN
eurjchem-265	275	11	w.	w.	PROPN
eurjchem-265	275	12	ritter	ritter	PROPN
eurjchem-265	275	13	,	,	PUNCT
eurjchem-265	275	14	d.	d.	PROPN
eurjchem-265	275	15	m.	m.	PROPN
eurjchem-265	275	16	stemerick	stemerick	PROPN
eurjchem-265	275	17	,	,	PUNCT
eurjchem-265	275	18	k.	k.	PROPN
eurjchem-265	275	19	t.	t.	PROPN
eurjchem-265	275	20	stewart	stewart	PROPN
eurjchem-265	275	21	j.	j.	PROPN
eurjchem-265	275	22	med	med	PROPN
eurjchem-265	275	23	.	.	PROPN
eurjchem-265	275	24	chem	chem	PROPN
eurjchem-265	275	25	.	.	PUNCT
eurjchem-265	275	26	,	,	PUNCT
eurjchem-265	275	27	1983	1983	NUM
eurjchem-265	275	28	,	,	PUNCT
eurjchem-265	275	29	26	26	NUM
eurjchem-265	275	30	,	,	PUNCT
eurjchem-265	275	31	431‐436	431‐436	NUM
eurjchem-265	275	32	.	.	PUNCT
eurjchem-265	276	1	[	[	X
eurjchem-265	276	2	12	12	NUM
eurjchem-265	276	3	]	]	PUNCT
eurjchem-265	276	4	.	.	PUNCT
eurjchem-265	277	1	pandeya	pandeya	PROPN
eurjchem-265	277	2	,	,	PUNCT
eurjchem-265	277	3	s.	s.	PROPN
eurjchem-265	277	4	n.	n.	PROPN
eurjchem-265	277	5	;	;	PUNCT
eurjchem-265	277	6	sriram	sriram	PROPN
eurjchem-265	277	7	,	,	PUNCT
eurjchem-265	277	8	d.	d.	PROPN
eurjchem-265	277	9	;	;	PUNCT
eurjchem-265	277	10	nath	nath	PROPN
eurjchem-265	277	11	,	,	PUNCT
eurjchem-265	277	12	g.	g.	PROPN
eurjchem-265	277	13	;	;	PUNCT
eurjchem-265	277	14	clercq	clercq	PROPN
eurjchem-265	277	15	,	,	PUNCT
eurjchem-265	277	16	e.	e.	PROPN
eurjchem-265	277	17	de	de	PROPN
eurjchem-265	277	18	il	il	PROPN
eurjchem-265	277	19	farmaco	farmaco	PROPN
eurjchem-265	277	20	1999	1999	NUM
eurjchem-265	277	21	,	,	PUNCT
eurjchem-265	277	22	54	54	NUM
eurjchem-265	277	23	,	,	PUNCT
eurjchem-265	277	24	624‐628	624‐628	NUM
eurjchem-265	277	25	.	.	PUNCT
eurjchem-265	278	1	[	[	X
eurjchem-265	278	2	13	13	NUM
eurjchem-265	278	3	]	]	PUNCT
eurjchem-265	278	4	.	.	PUNCT
eurjchem-265	279	1	tramontini	tramontini	NOUN
eurjchem-265	279	2	,	,	PUNCT
eurjchem-265	279	3	m.	m.	NOUN
eurjchem-265	279	4	synthesis	synthesis	NOUN
eurjchem-265	279	5	1973	1973	NUM
eurjchem-265	279	6	,	,	PUNCT
eurjchem-265	279	7	12	12	NUM
eurjchem-265	279	8	,	,	PUNCT
eurjchem-265	279	9	703‐705	703‐705	NUM
eurjchem-265	279	10	.	.	PUNCT
eurjchem-265	280	1	[	[	X
eurjchem-265	280	2	14	14	NUM
eurjchem-265	280	3	]	]	SYM
eurjchem-265	280	4	.	.	PUNCT
eurjchem-265	281	1	tramontini	tramontini	NOUN
eurjchem-265	281	2	,	,	PUNCT
eurjchem-265	281	3	m.	m.	NOUN
eurjchem-265	281	4	;	;	PUNCT
eurjchem-265	281	5	angiolini	angiolini	PROPN
eurjchem-265	281	6	,	,	PUNCT
eurjchem-265	281	7	l.	l.	PROPN
eurjchem-265	281	8	tetrahedron	tetrahedron	PROPN
eurjchem-265	281	9	1990	1990	NUM
eurjchem-265	281	10	,	,	PUNCT
eurjchem-265	281	11	46	46	NUM
eurjchem-265	281	12	,	,	PUNCT
eurjchem-265	281	13	1791‐1837	1791‐1837	NUM
eurjchem-265	281	14	.	.	PUNCT
eurjchem-265	282	1	[	[	X
eurjchem-265	282	2	15	15	NUM
eurjchem-265	282	3	]	]	PUNCT
eurjchem-265	282	4	.	.	PUNCT
eurjchem-265	283	1	hansen	hansen	PROPN
eurjchem-265	283	2	,	,	PUNCT
eurjchem-265	283	3	a.	a.	PROPN
eurjchem-265	283	4	r.	r.	PROPN
eurjchem-265	283	5	;	;	PUNCT
eurjchem-265	283	6	bader	bader	PROPN
eurjchem-265	283	7	,	,	PUNCT
eurjchem-265	283	8	h.	h.	PROPN
eurjchem-265	283	9	j.	j.	PROPN
eurjchem-265	283	10	heterocycl	heterocycl	PROPN
eurjchem-265	283	11	.	.	PUNCT
eurjchem-265	284	1	chem	chem	PROPN
eurjchem-265	284	2	.	.	PUNCT
eurjchem-265	285	1	1966	1966	NUM
eurjchem-265	285	2	,	,	PUNCT
eurjchem-265	285	3	3(1	3(1	NUM
eurjchem-265	285	4	)	)	PUNCT
eurjchem-265	285	5	,	,	PUNCT
eurjchem-265	285	6	109‐109	109‐109	NUM
eurjchem-265	285	7	.	.	PUNCT
eurjchem-265	286	1	[	[	X
eurjchem-265	286	2	16	16	NUM
eurjchem-265	286	3	]	]	PUNCT
eurjchem-265	286	4	.	.	PUNCT
eurjchem-265	287	1	taylor	taylor	PROPN
eurjchem-265	287	2	,	,	PUNCT
eurjchem-265	287	3	e.	e.	PROPN
eurjchem-265	287	4	d.	d.	PROPN
eurjchem-265	287	5	;	;	PUNCT
eurjchem-265	287	6	nobles	noble	NOUN
eurjchem-265	287	7	,	,	PUNCT
eurjchem-265	287	8	w.	w.	PROPN
eurjchem-265	287	9	l.	l.	PROPN
eurjchem-265	287	10	j.	j.	PROPN
eurjchem-265	287	11	am	am	PROPN
eurjchem-265	287	12	.	.	PUNCT
eurjchem-265	288	1	pharm	pharm	PROPN
eurjchem-265	288	2	.	.	PUNCT
eurjchem-265	289	1	assoc	assoc	PROPN
eurjchem-265	289	2	.	.	PUNCT
eurjchem-265	290	1	sci	sci	PROPN
eurjchem-265	290	2	.	.	PUNCT
eurjchem-265	291	1	ed	ed	PROPN
eurjchem-265	291	2	.	.	PROPN
eurjchem-265	292	1	1960	1960	NUM
eurjchem-265	292	2	,	,	PUNCT
eurjchem-265	292	3	49	49	NUM
eurjchem-265	292	4	,	,	PUNCT
eurjchem-265	292	5	317‐	317‐	NUM
eurjchem-265	292	6	319	319	NUM
eurjchem-265	292	7	.	.	PUNCT
eurjchem-265	293	1	[	[	X
eurjchem-265	293	2	17	17	NUM
eurjchem-265	293	3	]	]	PUNCT
eurjchem-265	293	4	.	.	PUNCT
eurjchem-265	293	5	abdel‐rahman	abdel‐rahman	NOUN
eurjchem-265	293	6	,	,	PUNCT
eurjchem-265	293	7	r.	r.	PROPN
eurjchem-265	293	8	m.	m.	PROPN
eurjchem-265	293	9	il	il	PROPN
eurjchem-265	293	10	farmaco	farmaco	PROPN
eurjchem-265	293	11	1991	1991	NUM
eurjchem-265	293	12	,	,	PUNCT
eurjchem-265	293	13	46	46	NUM
eurjchem-265	293	14	,	,	PUNCT
eurjchem-265	293	15	379‐389	379‐389	NUM
eurjchem-265	293	16	.	.	PUNCT
eurjchem-265	294	1	[	[	X
eurjchem-265	294	2	18	18	NUM
eurjchem-265	294	3	]	]	PUNCT
eurjchem-265	294	4	.	.	PUNCT
eurjchem-265	295	1	abdel‐hamide	abdel‐hamide	PROPN
eurjchem-265	295	2	,	,	PUNCT
eurjchem-265	295	3	s.	s.	PROPN
eurjchem-265	295	4	g.	g.	PROPN
eurjchem-265	295	5	chem	chem	PROPN
eurjchem-265	295	6	.	.	PUNCT
eurjchem-265	296	1	papers	paper	NOUN
eurjchem-265	296	2	1995	1995	NUM
eurjchem-265	296	3	,	,	PUNCT
eurjchem-265	296	4	49	49	NUM
eurjchem-265	296	5	,	,	PUNCT
eurjchem-265	296	6	142‐148	142‐148	NUM
eurjchem-265	296	7	.	.	PUNCT
eurjchem-265	297	1	[	[	X
eurjchem-265	297	2	19	19	NUM
eurjchem-265	297	3	]	]	PUNCT
eurjchem-265	297	4	.	.	PUNCT
eurjchem-265	298	1	blicke	blicke	PROPN
eurjchem-265	298	2	,	,	PUNCT
eurjchem-265	298	3	f.	f.	PROPN
eurjchem-265	298	4	;	;	PUNCT
eurjchem-265	298	5	mccarty	mccarty	PROPN
eurjchem-265	298	6	,	,	PUNCT
eurjchem-265	298	7	f.	f.	PROPN
eurjchem-265	298	8	j.	j.	PROPN
eurjchem-265	298	9	org	org	PROPN
eurjchem-265	298	10	.	.	PUNCT
eurjchem-265	298	11	chem	chem	PROPN
eurjchem-265	298	12	.	.	PUNCT
eurjchem-265	298	13	,	,	PUNCT
eurjchem-265	298	14	1959	1959	NUM
eurjchem-265	298	15	,	,	PUNCT
eurjchem-265	298	16	24	24	NUM
eurjchem-265	298	17	,	,	PUNCT
eurjchem-265	298	18	1379‐1380	1379‐1380	NOUN
eurjchem-265	298	19	.	.	PUNCT
eurjchem-265	299	1	[	[	X
eurjchem-265	299	2	20	20	NUM
eurjchem-265	299	3	]	]	PUNCT
eurjchem-265	299	4	.	.	PUNCT
eurjchem-265	300	1	mannich	mannich	PROPN
eurjchem-265	300	2	,	,	PUNCT
eurjchem-265	300	3	c.	c.	PROPN
eurjchem-265	300	4	;	;	PUNCT
eurjchem-265	300	5	reichert	reichert	PROPN
eurjchem-265	300	6	,	,	PUNCT
eurjchem-265	300	7	b.	b.	PROPN
eurjchem-265	300	8	arch	arch	PROPN
eurjchem-265	300	9	pharm	pharm	PROPN
eurjchem-265	300	10	.	.	PUNCT
eurjchem-265	301	1	1933	1933	NUM
eurjchem-265	301	2	,	,	PUNCT
eurjchem-265	301	3	271	271	NUM
eurjchem-265	301	4	,	,	PUNCT
eurjchem-265	301	5	116‐127	116‐127	NUM
eurjchem-265	301	6	.	.	PUNCT
eurjchem-265	302	1	[	[	X
eurjchem-265	302	2	21	21	NUM
eurjchem-265	302	3	]	]	PUNCT
eurjchem-265	302	4	.	.	PUNCT
eurjchem-265	303	1	schmid	schmid	PROPN
eurjchem-265	303	2	,	,	PUNCT
eurjchem-265	303	3	h.	h.	PROPN
eurjchem-265	303	4	j.	j.	PROPN
eurjchem-265	303	5	;	;	PUNCT
eurjchem-265	303	6	hunger	hunger	NOUN
eurjchem-265	303	7	,	,	PUNCT
eurjchem-265	303	8	a.	a.	NOUN
eurjchem-265	303	9	;	;	PUNCT
eurjchem-265	303	10	hoffmann	hoffmann	PROPN
eurjchem-265	303	11	,	,	PUNCT
eurjchem-265	303	12	k.	k.	PROPN
eurjchem-265	303	13	helv	helv	PROPN
eurjchem-265	303	14	.	.	PUNCT
eurjchem-265	304	1	chim	chim	PROPN
eurjchem-265	304	2	acta	acta	PROPN
eurjchem-265	304	3	1956	1956	NUM
eurjchem-265	304	4	,	,	PUNCT
eurjchem-265	304	5	39	39	NUM
eurjchem-265	304	6	,	,	PUNCT
eurjchem-265	304	7	607‐	607‐	NOUN
eurjchem-265	304	8	618	618	NUM
eurjchem-265	304	9	.	.	PUNCT
eurjchem-265	305	1	[	[	X
eurjchem-265	305	2	22	22	NUM
eurjchem-265	305	3	]	]	PUNCT
eurjchem-265	305	4	.	.	PUNCT
eurjchem-265	306	1	o’neil	o’neil	PROPN
eurjchem-265	306	2	,	,	PUNCT
eurjchem-265	306	3	i.	i.	PROPN
eurjchem-265	306	4	a.	a.	PROPN
eurjchem-265	306	5	;	;	PUNCT
eurjchem-265	306	6	wynn	wynn	PROPN
eurjchem-265	306	7	,	,	PUNCT
eurjchem-265	306	8	d.	d.	PROPN
eurjchem-265	306	9	;	;	PUNCT
eurjchem-265	306	10	lai	lai	PROPN
eurjchem-265	306	11	,	,	PUNCT
eurjchem-265	306	12	j.	j.	PROPN
eurjchem-265	306	13	y.	y.	PROPN
eurjchem-265	306	14	q.	q.	PROPN
eurjchem-265	306	15	tetrahedron	tetrahedron	PROPN
eurjchem-265	306	16	lett	lett	PROPN
eurjchem-265	306	17	.	.	PROPN
eurjchem-265	306	18	2000	2000	NUM
eurjchem-265	306	19	,	,	PUNCT
eurjchem-265	306	20	41	41	NUM
eurjchem-265	306	21	,	,	PUNCT
eurjchem-265	306	22	271‐274	271‐274	NUM
eurjchem-265	306	23	.	.	PUNCT
eurjchem-265	307	1	[	[	X
eurjchem-265	307	2	23	23	NUM
eurjchem-265	307	3	]	]	PUNCT
eurjchem-265	307	4	.	.	PUNCT
eurjchem-265	308	1	dehmlow	dehmlow	PROPN
eurjchem-265	308	2	,	,	PUNCT
eurjchem-265	308	3	e.	e.	PROPN
eurjchem-265	308	4	v.	v.	PROPN
eurjchem-265	308	5	;	;	PUNCT
eurjchem-265	308	6	wagner	wagner	PROPN
eurjchem-265	308	7	,	,	PUNCT
eurjchem-265	308	8	s.	s.	PROPN
eurjchem-265	308	9	;	;	PUNCT
eurjchem-265	308	10	müller	müller	PROPN
eurjchem-265	308	11	,	,	PUNCT
eurjchem-265	308	12	a.	a.	NOUN
eurjchem-265	308	13	tetrahedron	tetrahedron	PROPN
eurjchem-265	308	14	1999	1999	NUM
eurjchem-265	308	15	,	,	PUNCT
eurjchem-265	308	16	55	55	NUM
eurjchem-265	308	17	,	,	PUNCT
eurjchem-265	308	18	6335‐	6335‐	NUM
eurjchem-265	308	19	6346	6346	NUM
eurjchem-265	308	20	.	.	PUNCT
eurjchem-265	309	1	[	[	X
eurjchem-265	309	2	24	24	NUM
eurjchem-265	309	3	]	]	PUNCT
eurjchem-265	309	4	.	.	PUNCT
eurjchem-265	310	1	lygo	lygo	PROPN
eurjchem-265	310	2	,	,	PUNCT
eurjchem-265	310	3	b.	b.	PROPN
eurjchem-265	310	4	;	;	PUNCT
eurjchem-265	310	5	wainwright	wainwright	PROPN
eurjchem-265	310	6	,	,	PUNCT
eurjchem-265	310	7	p.	p.	NOUN
eurjchem-265	310	8	g.	g.	PROPN
eurjchem-265	310	9	tetrahedron	tetrahedron	PROPN
eurjchem-265	310	10	lett	lett	PROPN
eurjchem-265	310	11	.	.	PUNCT
eurjchem-265	311	1	1998	1998	NUM
eurjchem-265	311	2	,	,	PUNCT
eurjchem-265	311	3	39	39	NUM
eurjchem-265	311	4	,	,	PUNCT
eurjchem-265	311	5	1599‐1602	1599‐1602	NUM
eurjchem-265	311	6	.	.	PUNCT
eurjchem-265	312	1	[	[	X
eurjchem-265	312	2	25	25	NUM
eurjchem-265	312	3	]	]	PUNCT
eurjchem-265	312	4	.	.	PUNCT
eurjchem-265	313	1	corey	corey	PROPN
eurjchem-265	313	2	,	,	PUNCT
eurjchem-265	313	3	e.	e.	PROPN
eurjchem-265	313	4	j.	j.	PROPN
eurjchem-265	313	5	;	;	PUNCT
eurjchem-265	313	6	xu	xu	PROPN
eurjchem-265	313	7	,	,	PUNCT
eurjchem-265	313	8	f.	f.	PROPN
eurjchem-265	313	9	;	;	PUNCT
eurjchem-265	313	10	noe	noe	PROPN
eurjchem-265	313	11	,	,	PUNCT
eurjchem-265	313	12	m.	m.	PROPN
eurjchem-265	313	13	c.	c.	PROPN
eurjchem-265	313	14	j.	j.	PROPN
eurjchem-265	313	15	am	am	PROPN
eurjchem-265	313	16	.	.	PUNCT
eurjchem-265	314	1	chem	chem	NOUN
eurjchem-265	314	2	.	.	PUNCT
eurjchem-265	315	1	soc	soc	PROPN
eurjchem-265	315	2	.	.	PUNCT
eurjchem-265	315	3	,	,	PUNCT
eurjchem-265	315	4	1997	1997	NUM
eurjchem-265	315	5	,	,	PUNCT
eurjchem-265	315	6	119	119	NUM
eurjchem-265	315	7	,	,	PUNCT
eurjchem-265	315	8	12414‐	12414‐	NUM
eurjchem-265	315	9	12415	12415	NUM
eurjchem-265	315	10	.	.	PUNCT
eurjchem-265	316	1	[	[	X
eurjchem-265	316	2	26	26	NUM
eurjchem-265	316	3	]	]	PUNCT
eurjchem-265	316	4	.	.	PUNCT
eurjchem-265	317	1	hoffmann	hoffmann	PROPN
eurjchem-265	317	2	,	,	PUNCT
eurjchem-265	317	3	h.	h.	PROPN
eurjchem-265	317	4	m.	m.	PROPN
eurjchem-265	317	5	r.	r.	PROPN
eurjchem-265	317	6	;	;	PUNCT
eurjchem-265	317	7	plessner	plessner	NOUN
eurjchem-265	317	8	,	,	PUNCT
eurjchem-265	317	9	t.	t.	PROPN
eurjchem-265	317	10	;	;	PUNCT
eurjchem-265	317	11	riesen	riesen	PROPN
eurjchem-265	317	12	,	,	PUNCT
eurjchem-265	317	13	c.	c.	PROPN
eurjchem-265	317	14	synlett	synlett	PROPN
eurjchem-265	317	15	.	.	PUNCT
eurjchem-265	317	16	1996	1996	NUM
eurjchem-265	317	17	,	,	PUNCT
eurjchem-265	317	18	7	7	NUM
eurjchem-265	317	19	,	,	PUNCT
eurjchem-265	317	20	690‐692	690‐692	NUM
eurjchem-265	317	21	.	.	PUNCT
eurjchem-265	318	1	[	[	X
eurjchem-265	318	2	27	27	NUM
eurjchem-265	318	3	]	]	PUNCT
eurjchem-265	318	4	.	.	PUNCT
eurjchem-265	319	1	rosowsky	rosowsky	PROPN
eurjchem-265	319	2	,	,	PUNCT
eurjchem-265	319	3	a.	a.	NOUN
eurjchem-265	319	4	;	;	PUNCT
eurjchem-265	319	5	papoulis	papoulis	PROPN
eurjchem-265	319	6	,	,	PUNCT
eurjchem-265	319	7	a.	a.	NOUN
eurjchem-265	319	8	t.	t.	PROPN
eurjchem-265	319	9	;	;	PUNCT
eurjchem-265	319	10	queener	queener	X
eurjchem-265	319	11	,	,	PUNCT
eurjchem-265	319	12	s.	s.	PROPN
eurjchem-265	319	13	f.	f.	PROPN
eurjchem-265	319	14	j.	j.	PROPN
eurjchem-265	319	15	heterocyclic	heterocyclic	PROPN
eurjchem-265	319	16	chem	chem	PROPN
eurjchem-265	319	17	.	.	PUNCT
eurjchem-265	320	1	1999	1999	NUM
eurjchem-265	320	2	,	,	PUNCT
eurjchem-265	320	3	36	36	NUM
eurjchem-265	320	4	,	,	PUNCT
eurjchem-265	320	5	723‐728	723‐728	NUM
eurjchem-265	320	6	.	.	PUNCT
eurjchem-265	321	1	[	[	X
eurjchem-265	321	2	28	28	NUM
eurjchem-265	321	3	]	]	PUNCT
eurjchem-265	321	4	.	.	PUNCT
eurjchem-265	322	1	nielsen	nielsen	PROPN
eurjchem-265	322	2	,	,	PUNCT
eurjchem-265	322	3	a.	a.	PROPN
eurjchem-265	322	4	t.	t.	PROPN
eurjchem-265	322	5	j.	j.	PROPN
eurjchem-265	322	6	org	org	PROPN
eurjchem-265	322	7	.	.	PUNCT
eurjchem-265	322	8	chem	chem	PROPN
eurjchem-265	322	9	.	.	PUNCT
eurjchem-265	323	1	1966	1966	NUM
eurjchem-265	323	2	,	,	PUNCT
eurjchem-265	323	3	31	31	NUM
eurjchem-265	323	4	,	,	PUNCT
eurjchem-265	323	5	1053–1059	1053–1059	NUM
eurjchem-265	323	6	.	.	PUNCT
eurjchem-265	324	1	[	[	X
eurjchem-265	324	2	29	29	NUM
eurjchem-265	324	3	]	]	PUNCT
eurjchem-265	324	4	.	.	PUNCT
eurjchem-265	324	5	trigo	trigo	PROPN
eurjchem-265	324	6	,	,	PUNCT
eurjchem-265	324	7	g.	g.	PROPN
eurjchem-265	324	8	g.	g.	PROPN
eurjchem-265	324	9	;	;	PUNCT
eurjchem-265	324	10	martinez	martinez	PROPN
eurjchem-265	324	11	,	,	PUNCT
eurjchem-265	324	12	m.	m.	NOUN
eurjchem-265	324	13	;	;	PUNCT
eurjchem-265	324	14	galvez	galvez	PROPN
eurjchem-265	324	15	,	,	PUNCT
eurjchem-265	324	16	e.	e.	PROPN
eurjchem-265	324	17	j.	j.	PROPN
eurjchem-265	324	18	pharm	pharm	PROPN
eurjchem-265	324	19	.	.	PUNCT
eurjchem-265	325	1	sci	sci	PROPN
eurjchem-265	325	2	.	.	PROPN
eurjchem-265	325	3	1981	1981	NUM
eurjchem-265	325	4	,	,	PUNCT
eurjchem-265	325	5	70	70	NUM
eurjchem-265	325	6	,	,	PUNCT
eurjchem-265	325	7	87‐89	87‐89	NUM
eurjchem-265	325	8	.	.	PUNCT
eurjchem-265	326	1	[	[	X
eurjchem-265	326	2	30	30	NUM
eurjchem-265	326	3	]	]	PUNCT
eurjchem-265	326	4	.	.	PUNCT
eurjchem-265	327	1	phillips	phillips	PROPN
eurjchem-265	327	2	,	,	PUNCT
eurjchem-265	327	3	e.	e.	PROPN
eurjchem-265	327	4	;	;	PUNCT
eurjchem-265	327	5	mack	mack	PROPN
eurjchem-265	327	6	,	,	PUNCT
eurjchem-265	327	7	r.	r.	PROPN
eurjchem-265	327	8	;	;	PUNCT
eurjchem-265	327	9	macor	macor	PROPN
eurjchem-265	327	10	,	,	PUNCT
eurjchem-265	327	11	j.	j.	PROPN
eurjchem-265	327	12	;	;	PUNCT
eurjchem-265	327	13	semus	semus	PROPN
eurjchem-265	327	14	,	,	PUNCT
eurjchem-265	327	15	s.	s.	PROPN
eurjchem-265	327	16	us	us	PROPN
eurjchem-265	327	17	patent	patent	NOUN
eurjchem-265	327	18	1972	1972	NUM
eurjchem-265	327	19	,	,	PUNCT
eurjchem-265	327	20	3,681,363	3,681,363	NUM
eurjchem-265	327	21	;	;	PUNCT
eurjchem-265	327	22	appl	appl	PROPN
eurjchem-265	327	23	.	.	PROPN
eurjchem-265	327	24	1970	1970	NUM
eurjchem-265	327	25	,	,	PUNCT
eurjchem-265	327	26	65,773	65,773	NUM
eurjchem-265	327	27	;	;	PUNCT
eurjchem-265	327	28	chem	chem	NOUN
eurjchem-265	327	29	.	.	PUNCT
eurjchem-265	328	1	abstr	abstr	PROPN
eurjchem-265	328	2	.	.	PUNCT
eurjchem-265	329	1	1973	1973	NUM
eurjchem-265	329	2	,	,	PUNCT
eurjchem-265	329	3	77	77	NUM
eurjchem-265	329	4	,	,	PUNCT
eurjchem-265	329	5	140071p	140071p	NUM
eurjchem-265	329	6	.	.	PUNCT
eurjchem-265	330	1	[	[	X
eurjchem-265	330	2	31	31	NUM
eurjchem-265	330	3	]	]	PUNCT
eurjchem-265	330	4	.	.	PUNCT
eurjchem-265	331	1	faust	faust	PROPN
eurjchem-265	331	2	,	,	PUNCT
eurjchem-265	331	3	j.	j.	PROPN
eurjchem-265	331	4	a.	a.	PROPN
eurjchem-265	331	5	;	;	PUNCT
eurjchem-265	331	6	jules	jules	PROPN
eurjchem-265	331	7	,	,	PUNCT
eurjchem-265	331	8	l.	l.	PROPN
eurjchem-265	331	9	h.	h.	PROPN
eurjchem-265	331	10	;	;	PUNCT
eurjchem-265	331	11	yee	yee	PROPN
eurjchem-265	331	12	,	,	PUNCT
eurjchem-265	331	13	l.	l.	PROPN
eurjchem-265	331	14	;	;	PUNCT
eurjchem-265	331	15	sahyun	sahyun	PROPN
eurjchem-265	331	16	,	,	PUNCT
eurjchem-265	331	17	m.	m.	PROPN
eurjchem-265	331	18	j.	j.	PROPN
eurjchem-265	331	19	am	am	PROPN
eurjchem-265	331	20	.	.	PUNCT
eurjchem-265	332	1	pharm	pharm	PROPN
eurjchem-265	332	2	.	.	PUNCT
eurjchem-265	333	1	assoc	assoc	PROPN
eurjchem-265	333	2	.	.	PUNCT
eurjchem-265	334	1	2006	2006	NUM
eurjchem-265	334	2	,	,	PUNCT
eurjchem-265	334	3	46	46	NUM
eurjchem-265	334	4	,	,	PUNCT
eurjchem-265	334	5	118‐124	118‐124	NUM
eurjchem-265	334	6	.	.	PUNCT
eurjchem-265	335	1	[	[	X
eurjchem-265	335	2	32	32	NUM
eurjchem-265	335	3	]	]	PUNCT
eurjchem-265	335	4	.	.	PUNCT
eurjchem-265	336	1	trigo	trigo	PROPN
eurjchem-265	336	2	,	,	PUNCT
eurjchem-265	336	3	g.	g.	PROPN
eurjchem-265	336	4	g.	g.	PROPN
eurjchem-265	336	5	;	;	PUNCT
eurjchem-265	336	6	martinez	martinez	PROPN
eurjchem-265	336	7	,	,	PUNCT
eurjchem-265	336	8	m.	m.	NOUN
eurjchem-265	336	9	;	;	PUNCT
eurjchem-265	336	10	galvez	galvez	PROPN
eurjchem-265	336	11	,	,	PUNCT
eurjchem-265	336	12	e.j	e.j	PROPN
eurjchem-265	336	13	.	.	PROPN
eurjchem-265	336	14	pharm	pharm	PROPN
eurjchem-265	336	15	.	.	PUNCT
eurjchem-265	337	1	sci	sci	PROPN
eurjchem-265	337	2	.	.	PROPN
eurjchem-265	337	3	1981	1981	NUM
eurjchem-265	337	4	,	,	PUNCT
eurjchem-265	337	5	70	70	NUM
eurjchem-265	337	6	,	,	PUNCT
eurjchem-265	337	7	87‐89	87‐89	NUM
eurjchem-265	337	8	.	.	PUNCT
eurjchem-265	338	1	[	[	X
eurjchem-265	338	2	33	33	NUM
eurjchem-265	338	3	]	]	PUNCT
eurjchem-265	338	4	.	.	PUNCT
eurjchem-265	339	1	staudinger	staudinger	PROPN
eurjchem-265	339	2	,	,	PUNCT
eurjchem-265	339	3	h.	h.	PROPN
eurjchem-265	339	4	;	;	PUNCT
eurjchem-265	339	5	niessen	niessen	NOUN
eurjchem-265	339	6	,	,	PUNCT
eurjchem-265	339	7	g.	g.	PROPN
eurjchem-265	339	8	makromol	makromol	PROPN
eurjchem-265	339	9	.	.	PROPN
eurjchem-265	339	10	chem	chem	PROPN
eurjchem-265	339	11	.	.	PUNCT
eurjchem-265	340	1	1955	1955	NUM
eurjchem-265	340	2	,	,	PUNCT
eurjchem-265	340	3	15	15	NUM
eurjchem-265	340	4	,	,	PUNCT
eurjchem-265	340	5	75‐90	75‐90	NUM
eurjchem-265	340	6	.	.	PUNCT
eurjchem-265	341	1	[	[	X
eurjchem-265	341	2	34	34	NUM
eurjchem-265	341	3	]	]	PUNCT
eurjchem-265	341	4	.	.	PUNCT
eurjchem-265	342	1	bellanato	bellanato	PROPN
eurjchem-265	342	2	,	,	PUNCT
eurjchem-265	342	3	j.	j.	PROPN
eurjchem-265	342	4	;	;	PUNCT
eurjchem-265	342	5	galvez	galvez	PROPN
eurjchem-265	342	6	,	,	PUNCT
eurjchem-265	342	7	e.	e.	PROPN
eurjchem-265	342	8	;	;	PUNCT
eurjchem-265	342	9	espada	espada	PROPN
eurjchem-265	342	10	,	,	PUNCT
eurjchem-265	342	11	m.	m.	NOUN
eurjchem-265	342	12	;	;	PUNCT
eurjchem-265	342	13	trigo	trigo	PROPN
eurjchem-265	342	14	,	,	PUNCT
eurjchem-265	342	15	g.	g.	PROPN
eurjchem-265	342	16	g.	g.	PROPN
eurjchem-265	342	17	j.	j.	PROPN
eurjchem-265	342	18	mol	mol	PROPN
eurjchem-265	342	19	.	.	PROPN
eurjchem-265	342	20	struct	struct	NOUN
eurjchem-265	342	21	.	.	PUNCT
eurjchem-265	343	1	1980	1980	NUM
eurjchem-265	343	2	,	,	PUNCT
eurjchem-265	343	3	67	67	NUM
eurjchem-265	343	4	,	,	PUNCT
eurjchem-265	343	5	211‐221	211‐221	NUM
eurjchem-265	343	6	.	.	PUNCT
eurjchem-265	344	1	[	[	X
eurjchem-265	344	2	35	35	NUM
eurjchem-265	344	3	]	]	SYM
eurjchem-265	344	4	.	.	PUNCT
eurjchem-265	345	1	perez	perez	PROPN
eurjchem-265	345	2	,	,	PUNCT
eurjchem-265	345	3	j.	j.	PROPN
eurjchem-265	345	4	a.	a.	PROPN
eurjchem-265	345	5	g.	g.	PROPN
eurjchem-265	345	6	;	;	PUNCT
eurjchem-265	345	7	gonzalez	gonzalez	PROPN
eurjchem-265	345	8	,	,	PUNCT
eurjchem-265	345	9	m.	m.	NOUN
eurjchem-265	345	10	a.	a.	PROPN
eurjchem-265	345	11	;	;	PUNCT
eurjchem-265	345	12	requejo	requejo	PROPN
eurjchem-265	345	13	,	,	PUNCT
eurjchem-265	345	14	j.	j.	PROPN
eurjchem-265	345	15	l.	l.	PROPN
eurjchem-265	345	16	j.	j.	PROPN
eurjchem-265	345	17	;	;	PUNCT
eurjchem-265	345	18	albarran	albarran	VERB
eurjchem-265	345	19	,	,	PUNCT
eurjchem-265	346	1	j.	j.	PROPN
eurjchem-265	346	2	c.	c.	PROPN
eurjchem-265	346	3	p.	p.	PROPN
eurjchem-265	346	4	carbohydrate	carbohydrate	NOUN
eurjchem-265	346	5	res	re	NOUN
eurjchem-265	346	6	.	.	PUNCT
eurjchem-265	347	1	1983	1983	NUM
eurjchem-265	347	2	,	,	PUNCT
eurjchem-265	347	3	124	124	NUM
eurjchem-265	347	4	,	,	PUNCT
eurjchem-265	347	5	15‐17	15‐17	NUM
eurjchem-265	347	6	.	.	PUNCT
eurjchem-265	348	1	[	[	X
eurjchem-265	348	2	36	36	NUM
eurjchem-265	348	3	]	]	PUNCT
eurjchem-265	348	4	.	.	PUNCT
eurjchem-265	349	1	frick	frick	PROPN
eurjchem-265	349	2	,	,	PUNCT
eurjchem-265	349	3	w.	w.	PROPN
eurjchem-265	349	4	;	;	PUNCT
eurjchem-265	349	5	schmidt	schmidt	PROPN
eurjchem-265	349	6	,	,	PUNCT
eurjchem-265	349	7	r.	r.	PROPN
eurjchem-265	349	8	r.	r.	PROPN
eurjchem-265	349	9	liebigs	liebigs	PROPN
eurjchem-265	349	10	ann	ann	PROPN
eurjchem-265	349	11	.	.	PROPN
eurjchem-265	349	12	chem	chem	PROPN
eurjchem-265	349	13	.	.	PUNCT
eurjchem-265	350	1	1989	1989	NUM
eurjchem-265	350	2	,	,	PUNCT
eurjchem-265	350	3	6	6	NUM
eurjchem-265	350	4	,	,	PUNCT
eurjchem-265	350	5	565‐570	565‐570	NUM
eurjchem-265	351	1	[	[	X
eurjchem-265	351	2	37	37	NUM
eurjchem-265	351	3	]	]	SYM
eurjchem-265	351	4	.	.	PUNCT
eurjchem-265	351	5	schmidt(rk	schmidt(rk	PROPN
eurjchem-265	351	6	)	)	PUNCT
eurjchem-265	351	7	,	,	PUNCT
eurjchem-265	351	8	r.	r.	PROPN
eurjchem-265	351	9	r.	r.	PROPN
eurjchem-265	351	10	;	;	PUNCT
eurjchem-265	351	11	frick	frick	PROPN
eurjchem-265	351	12	,	,	PUNCT
eurjchem-265	351	13	w.	w.	PROPN
eurjchem-265	351	14	tetrahedron	tetrahedron	PROPN
eurjchem-265	351	15	1988	1988	NUM
eurjchem-265	351	16	,	,	PUNCT
eurjchem-265	351	17	44	44	NUM
eurjchem-265	351	18	,	,	PUNCT
eurjchem-265	351	19	7163‐7169	7163‐7169	NUM
eurjchem-265	351	20	.	.	PUNCT
eurjchem-265	352	1	[	[	X
eurjchem-265	352	2	38	38	NUM
eurjchem-265	352	3	]	]	PUNCT
eurjchem-265	352	4	.	.	PUNCT
eurjchem-265	353	1	el‐desoky	el‐desoky	PROPN
eurjchem-265	353	2	,	,	PUNCT
eurjchem-265	353	3	e.	e.	PROPN
eurjchem-265	353	4	s.	s.	PROPN
eurjchem-265	353	5	i.	i.	PROPN
eurjchem-265	353	6	;	;	PUNCT
eurjchem-265	353	7	abdel‐rahman	abdel‐rahman	NOUN
eurjchem-265	353	8	,	,	PUNCT
eurjchem-265	353	9	h.	h.	PROPN
eurjchem-265	353	10	a.	a.	PROPN
eurjchem-265	353	11	r.	r.	PROPN
eurjchem-265	353	12	;	;	PUNCT
eurjchem-265	353	13	schmidt	schmidt	PROPN
eurjchem-265	353	14	,	,	PUNCT
eurjchem-265	353	15	r.	r.	PROPN
eurjchem-265	353	16	r.	r.	PROPN
eurjchem-265	353	17	liebigs	liebigs	PROPN
eurjchem-265	353	18	ann	ann	PROPN
eurjchem-265	353	19	.	.	PROPN
eurjchem-265	353	20	chem	chem	PROPN
eurjchem-265	353	21	.	.	PUNCT
eurjchem-265	354	1	1990	1990	NUM
eurjchem-265	354	2	,	,	PUNCT
eurjchem-265	354	3	9	9	NUM
eurjchem-265	354	4	,	,	PUNCT
eurjchem-265	354	5	877‐881	877‐881	NUM
eurjchem-265	354	6	.	.	PUNCT
eurjchem-265	355	1	[	[	X
eurjchem-265	355	2	39	39	NUM
eurjchem-265	355	3	]	]	PUNCT
eurjchem-265	355	4	.	.	PUNCT
eurjchem-265	356	1	rashwan	rashwan	PROPN
eurjchem-265	356	2	,	,	PUNCT
eurjchem-265	356	3	o.	o.	NOUN
eurjchem-265	356	4	a.	a.	NOUN
eurjchem-265	356	5	molecules	molecule	NOUN
eurjchem-265	356	6	2002	2002	NUM
eurjchem-265	356	7	,	,	PUNCT
eurjchem-265	356	8	7	7	NUM
eurjchem-265	356	9	,	,	PUNCT
eurjchem-265	356	10	75‐80	75‐80	NUM
eurjchem-265	356	11	.	.	PUNCT