id	sid	tid	token	lemma	pos
eurjchem-1298	1	1	untitled	untitle	VERB
eurjchem-1298	1	2	european	european	PROPN
eurjchem-1298	1	3	journal	journal	PROPN
eurjchem-1298	1	4	of	of	ADP
eurjchem-1298	1	5	chemistry	chemistry	NOUN
eurjchem-1298	1	6	6	6	NUM
eurjchem-1298	1	7	(	(	PUNCT
eurjchem-1298	1	8	4	4	NUM
eurjchem-1298	1	9	)	)	PUNCT
eurjchem-1298	1	10	(	(	PUNCT
eurjchem-1298	1	11	2015	2015	NUM
eurjchem-1298	1	12	)	)	PUNCT
eurjchem-1298	1	13	367‐373	367‐373	NUM
eurjchem-1298	1	14	european	european	ADJ
eurjchem-1298	1	15	journal	journal	PROPN
eurjchem-1298	1	16	of	of	ADP
eurjchem-1298	1	17	chemistry	chemistry	NOUN
eurjchem-1298	1	18	issn	issn	PROPN
eurjchem-1298	1	19	2153‐2249	2153‐2249	PROPN
eurjchem-1298	1	20	(	(	PUNCT
eurjchem-1298	1	21	print	print	NOUN
eurjchem-1298	1	22	)	)	PUNCT
eurjchem-1298	1	23	/	/	SYM
eurjchem-1298	1	24	issn	issn	PROPN
eurjchem-1298	1	25	2153‐2257	2153‐2257	NUM
eurjchem-1298	1	26	(	(	PUNCT
eurjchem-1298	1	27	online	online	ADJ
eurjchem-1298	1	28	)	)	PUNCT
eurjchem-1298	1	29			NOUN
eurjchem-1298	1	30	2015	2015	NUM
eurjchem-1298	1	31	atlanta	atlanta	PROPN
eurjchem-1298	1	32	publishing	publishing	PROPN
eurjchem-1298	1	33	house	house	PROPN
eurjchem-1298	1	34	llc	llc	PROPN
eurjchem-1298	1	35	‐	‐	PUNCT
eurjchem-1298	1	36	all	all	DET
eurjchem-1298	1	37	rights	right	NOUN
eurjchem-1298	1	38	reserved	reserve	VERB
eurjchem-1298	1	39	‐	‐	NOUN
eurjchem-1298	1	40	printed	print	VERB
eurjchem-1298	1	41	in	in	ADP
eurjchem-1298	1	42	the	the	DET
eurjchem-1298	1	43	usa	usa	PROPN
eurjchem-1298	1	44	http://dx.doi.org/10.5155/eurjchem.6.4.367‐373.1298	http://dx.doi.org/10.5155/eurjchem.6.4.367‐373.1298	PROPN
eurjchem-1298	1	45	european	european	PROPN
eurjchem-1298	1	46	journal	journal	PROPN
eurjchem-1298	1	47	of	of	ADP
eurjchem-1298	1	48	chemistry	chemistry	PROPN
eurjchem-1298	1	49	journal	journal	PROPN
eurjchem-1298	1	50	webpage	webpage	NOUN
eurjchem-1298	1	51	:	:	PUNCT
eurjchem-1298	1	52	www.eurjchem.com	www.eurjchem.com	X
eurjchem-1298	1	53	new	new	ADJ
eurjchem-1298	1	54	route	route	NOUN
eurjchem-1298	1	55	for	for	ADP
eurjchem-1298	1	56	synthesis	synthesis	NOUN
eurjchem-1298	1	57	of	of	ADP
eurjchem-1298	1	58	3‐	3‐	NUM
eurjchem-1298	1	59	and	and	CCONJ
eurjchem-1298	1	60	5‐caffeoylquinic	5‐caffeoylquinic	ADJ
eurjchem-1298	1	61	acids	acid	NOUN
eurjchem-1298	1	62	via	via	ADP
eurjchem-1298	1	63	protected	protect	VERB
eurjchem-1298	1	64	quinic	quinic	ADJ
eurjchem-1298	1	65	acids	acid	NOUN
eurjchem-1298	1	66	la	la	PRON
eurjchem-1298	1	67	ode	ode	PROPN
eurjchem-1298	1	68	kadidae	kadidae	PROPN
eurjchem-1298	1	69	,	,	PUNCT
eurjchem-1298	1	70	akira	akira	PROPN
eurjchem-1298	1	71	usami	usami	PROPN
eurjchem-1298	1	72	,	,	PUNCT
eurjchem-1298	1	73	tomoya	tomoya	PROPN
eurjchem-1298	1	74	koyama	koyama	PROPN
eurjchem-1298	1	75	,	,	PUNCT
eurjchem-1298	1	76	mitsunori	mitsunori	NOUN
eurjchem-1298	1	77	honda	honda	X
eurjchem-1298	1	78	*	*	PUNCT
eurjchem-1298	1	79	and	and	CCONJ
eurjchem-1298	1	80	ko‐ki	ko‐ki	PROPN
eurjchem-1298	1	81	kunimoto	kunimoto	NOUN
eurjchem-1298	1	82	division	division	NOUN
eurjchem-1298	1	83	of	of	ADP
eurjchem-1298	1	84	material	material	NOUN
eurjchem-1298	1	85	sciences	science	NOUN
eurjchem-1298	1	86	,	,	PUNCT
eurjchem-1298	1	87	graduate	graduate	NOUN
eurjchem-1298	1	88	school	school	NOUN
eurjchem-1298	1	89	of	of	ADP
eurjchem-1298	1	90	natural	natural	ADJ
eurjchem-1298	1	91	science	science	NOUN
eurjchem-1298	1	92	and	and	CCONJ
eurjchem-1298	1	93	technology	technology	NOUN
eurjchem-1298	1	94	,	,	PUNCT
eurjchem-1298	1	95	kanazawa	kanazawa	PROPN
eurjchem-1298	1	96	university	university	PROPN
eurjchem-1298	1	97	,	,	PUNCT
eurjchem-1298	1	98	kakuma‐machi	kakuma‐machi	PROPN
eurjchem-1298	1	99	,	,	PUNCT
eurjchem-1298	1	100	kanazawa	kanazawa	NOUN
eurjchem-1298	1	101	,	,	PUNCT
eurjchem-1298	1	102	920‐1192	920‐1192	NUM
eurjchem-1298	1	103	,	,	PUNCT
eurjchem-1298	1	104	japan	japan	PROPN
eurjchem-1298	1	105	*	*	PUNCT
eurjchem-1298	1	106	corresponding	correspond	VERB
eurjchem-1298	1	107	author	author	NOUN
eurjchem-1298	1	108	at	at	ADP
eurjchem-1298	1	109	:	:	PUNCT
eurjchem-1298	1	110	division	division	NOUN
eurjchem-1298	1	111	of	of	ADP
eurjchem-1298	1	112	material	material	NOUN
eurjchem-1298	1	113	sciences	science	NOUN
eurjchem-1298	1	114	,	,	PUNCT
eurjchem-1298	1	115	graduate	graduate	NOUN
eurjchem-1298	1	116	school	school	NOUN
eurjchem-1298	1	117	of	of	ADP
eurjchem-1298	1	118	natural	natural	ADJ
eurjchem-1298	1	119	science	science	NOUN
eurjchem-1298	1	120	and	and	CCONJ
eurjchem-1298	1	121	technology	technology	NOUN
eurjchem-1298	1	122	,	,	PUNCT
eurjchem-1298	1	123	kanazawa	kanazawa	PROPN
eurjchem-1298	1	124	university	university	PROPN
eurjchem-1298	1	125	,	,	PUNCT
eurjchem-1298	1	126	kakuma‐machi	kakuma‐machi	PROPN
eurjchem-1298	1	127	,	,	PUNCT
eurjchem-1298	1	128	kanazawa	kanazawa	NOUN
eurjchem-1298	1	129	,	,	PUNCT
eurjchem-1298	1	130	920‐1192	920‐1192	NUM
eurjchem-1298	1	131	,	,	PUNCT
eurjchem-1298	1	132	japan	japan	PROPN
eurjchem-1298	1	133	.	.	PUNCT
eurjchem-1298	2	1	tel	tel	PROPN
eurjchem-1298	2	2	.	.	PUNCT
eurjchem-1298	2	3	:	:	PUNCT
eurjchem-1298	3	1	+81.76.234.4789	+81.76.234.4789	ADV
eurjchem-1298	3	2	.	.	PUNCT
eurjchem-1298	3	3	fax	fax	NOUN
eurjchem-1298	3	4	:	:	PUNCT
eurjchem-1298	3	5	+81.76.234.4800	+81.76.234.4800	PROPN
eurjchem-1298	3	6	.	.	PUNCT
eurjchem-1298	3	7	e‐mail	e‐mail	PUNCT
eurjchem-1298	4	1	address	address	NOUN
eurjchem-1298	4	2	:	:	PUNCT
eurjchem-1298	4	3	honda@se.kanazawa‐u.ac.jp	honda@se.kanazawa‐u.ac.jp	X
eurjchem-1298	4	4	(	(	PUNCT
eurjchem-1298	4	5	m.	m.	NOUN
eurjchem-1298	4	6	honda	honda	PROPN
eurjchem-1298	4	7	)	)	PUNCT
eurjchem-1298	4	8	.	.	PUNCT
eurjchem-1298	5	1	article	article	NOUN
eurjchem-1298	5	2	information	information	PROPN
eurjchem-1298	5	3	abstract	abstract	ADJ
eurjchem-1298	5	4	doi	doi	NOUN
eurjchem-1298	5	5	:	:	PUNCT
eurjchem-1298	5	6	10.5155	10.5155	NUM
eurjchem-1298	5	7	/	/	SYM
eurjchem-1298	5	8	eurjchem.6.4.367‐373.1298	eurjchem.6.4.367‐373.1298	PROPN
eurjchem-1298	5	9	received	receive	VERB
eurjchem-1298	5	10	:	:	PUNCT
eurjchem-1298	5	11	10	10	NUM
eurjchem-1298	5	12	july	july	NOUN
eurjchem-1298	5	13	2015	2015	NUM
eurjchem-1298	5	14	received	receive	VERB
eurjchem-1298	5	15	in	in	ADP
eurjchem-1298	5	16	revised	revise	VERB
eurjchem-1298	5	17	form	form	NOUN
eurjchem-1298	5	18	:	:	PUNCT
eurjchem-1298	5	19	04	04	NUM
eurjchem-1298	5	20	august	august	PROPN
eurjchem-1298	5	21	2015	2015	NUM
eurjchem-1298	5	22	accepted	accept	VERB
eurjchem-1298	5	23	:	:	PUNCT
eurjchem-1298	5	24	08	08	NUM
eurjchem-1298	5	25	august	august	PROPN
eurjchem-1298	5	26	2015	2015	NUM
eurjchem-1298	5	27	published	publish	VERB
eurjchem-1298	5	28	online	online	ADV
eurjchem-1298	5	29	:	:	PUNCT
eurjchem-1298	5	30	31	31	NUM
eurjchem-1298	5	31	december	december	PROPN
eurjchem-1298	5	32	2015	2015	NUM
eurjchem-1298	5	33	printed	print	VERB
eurjchem-1298	5	34	:	:	PUNCT
eurjchem-1298	5	35	31	31	NUM
eurjchem-1298	5	36	december	december	PROPN
eurjchem-1298	5	37	2015	2015	NUM
eurjchem-1298	5	38	caffeoylquinic	caffeoylquinic	ADJ
eurjchem-1298	5	39	acids	acid	NOUN
eurjchem-1298	5	40	(	(	PUNCT
eurjchem-1298	5	41	cqas	cqas	NOUN
eurjchem-1298	5	42	)	)	PUNCT
eurjchem-1298	5	43	are	be	AUX
eurjchem-1298	5	44	a	a	DET
eurjchem-1298	5	45	group	group	NOUN
eurjchem-1298	5	46	of	of	ADP
eurjchem-1298	5	47	the	the	DET
eurjchem-1298	5	48	phenylpropanoids	phenylpropanoid	NOUN
eurjchem-1298	5	49	produced	produce	VERB
eurjchem-1298	5	50	by	by	ADP
eurjchem-1298	5	51	certain	certain	ADJ
eurjchem-1298	5	52	plant	plant	NOUN
eurjchem-1298	5	53	species	specie	NOUN
eurjchem-1298	5	54	,	,	PUNCT
eurjchem-1298	5	55	which	which	PRON
eurjchem-1298	5	56	have	have	VERB
eurjchem-1298	5	57	various	various	ADJ
eurjchem-1298	5	58	biological	biological	ADJ
eurjchem-1298	5	59	activities	activity	NOUN
eurjchem-1298	5	60	including	include	VERB
eurjchem-1298	5	61	antioxidant	antioxidant	ADJ
eurjchem-1298	5	62	,	,	PUNCT
eurjchem-1298	5	63	antibacterial	antibacterial	ADJ
eurjchem-1298	5	64	,	,	PUNCT
eurjchem-1298	5	65	anticancer	anticancer	NOUN
eurjchem-1298	5	66	,	,	PUNCT
eurjchem-1298	5	67	and	and	CCONJ
eurjchem-1298	5	68	others	other	NOUN
eurjchem-1298	5	69	.	.	PUNCT
eurjchem-1298	6	1	several	several	ADJ
eurjchem-1298	6	2	synthetic	synthetic	ADJ
eurjchem-1298	6	3	routes	route	NOUN
eurjchem-1298	6	4	have	have	AUX
eurjchem-1298	6	5	been	be	AUX
eurjchem-1298	6	6	developed	develop	VERB
eurjchem-1298	6	7	using	use	VERB
eurjchem-1298	6	8	quinic	quinic	ADJ
eurjchem-1298	6	9	acids	acid	NOUN
eurjchem-1298	6	10	(	(	PUNCT
eurjchem-1298	6	11	qas	qas	NOUN
eurjchem-1298	6	12	)	)	PUNCT
eurjchem-1298	6	13	and	and	CCONJ
eurjchem-1298	6	14	caffeic	caffeic	VERB
eurjchem-1298	6	15	acid	acid	NOUN
eurjchem-1298	6	16	derivatives	derivative	NOUN
eurjchem-1298	6	17	as	as	ADP
eurjchem-1298	6	18	starting	start	VERB
eurjchem-1298	6	19	materials	material	NOUN
eurjchem-1298	6	20	.	.	PUNCT
eurjchem-1298	7	1	in	in	ADP
eurjchem-1298	7	2	this	this	DET
eurjchem-1298	7	3	study	study	NOUN
eurjchem-1298	7	4	,	,	PUNCT
eurjchem-1298	7	5	alternative	alternative	ADJ
eurjchem-1298	7	6	pathways	pathway	NOUN
eurjchem-1298	7	7	of	of	ADP
eurjchem-1298	7	8	3‐	3‐	NUM
eurjchem-1298	7	9	and	and	CCONJ
eurjchem-1298	7	10	5‐cqas	5‐cqas	NUM
eurjchem-1298	7	11	preparation	preparation	NOUN
eurjchem-1298	7	12	using	use	VERB
eurjchem-1298	7	13	protected	protect	VERB
eurjchem-1298	7	14	quinic	quinic	ADJ
eurjchem-1298	7	15	acids	acid	NOUN
eurjchem-1298	7	16	are	be	AUX
eurjchem-1298	7	17	described	describe	VERB
eurjchem-1298	7	18	.	.	PUNCT
eurjchem-1298	8	1	both	both	DET
eurjchem-1298	8	2	cqas	cqas	NOUN
eurjchem-1298	8	3	were	be	AUX
eurjchem-1298	8	4	achieved	achieve	VERB
eurjchem-1298	8	5	by	by	ADP
eurjchem-1298	8	6	removal	removal	NOUN
eurjchem-1298	8	7	of	of	ADP
eurjchem-1298	8	8	the	the	DET
eurjchem-1298	8	9	protecting	protect	VERB
eurjchem-1298	8	10	groups	group	NOUN
eurjchem-1298	8	11	of	of	ADP
eurjchem-1298	8	12	compound	compound	NOUN
eurjchem-1298	8	13	9	9	NUM
eurjchem-1298	8	14	and	and	CCONJ
eurjchem-1298	8	15	18	18	NUM
eurjchem-1298	8	16	with	with	ADP
eurjchem-1298	8	17	acid	acid	NOUN
eurjchem-1298	8	18	hydrolysis	hydrolysis	NOUN
eurjchem-1298	8	19	using	use	VERB
eurjchem-1298	8	20	dilute	dilute	NOUN
eurjchem-1298	8	21	hcl	hcl	PROPN
eurjchem-1298	8	22	solution	solution	NOUN
eurjchem-1298	8	23	.	.	PUNCT
eurjchem-1298	9	1	these	these	DET
eurjchem-1298	9	2	compounds	compound	NOUN
eurjchem-1298	9	3	(	(	PUNCT
eurjchem-1298	9	4	9	9	NUM
eurjchem-1298	9	5	and	and	CCONJ
eurjchem-1298	9	6	18	18	NUM
eurjchem-1298	9	7	)	)	PUNCT
eurjchem-1298	9	8	are	be	AUX
eurjchem-1298	9	9	novel	novel	ADJ
eurjchem-1298	9	10	,	,	PUNCT
eurjchem-1298	9	11	resulted	result	VERB
eurjchem-1298	9	12	from	from	ADP
eurjchem-1298	9	13	esterification	esterification	NOUN
eurjchem-1298	9	14	reaction	reaction	NOUN
eurjchem-1298	9	15	of	of	ADP
eurjchem-1298	9	16	diacetyl	diacetyl	PROPN
eurjchem-1298	9	17	caffeoyl	caffeoyl	PROPN
eurjchem-1298	9	18	chloride	chloride	NOUN
eurjchem-1298	9	19	and	and	CCONJ
eurjchem-1298	9	20	protected	protect	VERB
eurjchem-1298	9	21	quinic	quinic	ADJ
eurjchem-1298	9	22	acids	acid	NOUN
eurjchem-1298	9	23	.	.	PUNCT
eurjchem-1298	10	1	the	the	DET
eurjchem-1298	10	2	hydroxyl	hydroxyl	NOUN
eurjchem-1298	10	3	groups	group	NOUN
eurjchem-1298	10	4	of	of	ADP
eurjchem-1298	10	5	quinic	quinic	ADJ
eurjchem-1298	10	6	acid	acid	NOUN
eurjchem-1298	10	7	in	in	ADP
eurjchem-1298	10	8	this	this	DET
eurjchem-1298	10	9	case	case	NOUN
eurjchem-1298	10	10	were	be	AUX
eurjchem-1298	10	11	protected	protect	VERB
eurjchem-1298	10	12	with	with	ADP
eurjchem-1298	10	13	2,2‐dimethoxy	2,2‐dimethoxy	NUM
eurjchem-1298	10	14	propane	propane	NOUN
eurjchem-1298	10	15	or	or	CCONJ
eurjchem-1298	10	16	tert‐butyldimethylsilyl	tert‐butyldimethylsilyl	NOUN
eurjchem-1298	10	17	(	(	PUNCT
eurjchem-1298	10	18	tbs	tbs	ADJ
eurjchem-1298	10	19	)	)	PUNCT
eurjchem-1298	10	20	chloride	chloride	NOUN
eurjchem-1298	10	21	.	.	PUNCT
eurjchem-1298	11	1	keywords	keyword	VERB
eurjchem-1298	11	2	hydrolysis	hydrolysis	NOUN
eurjchem-1298	11	3	esterification	esterification	NOUN
eurjchem-1298	11	4	chemical	chemical	NOUN
eurjchem-1298	11	5	synthesis	synthesis	NOUN
eurjchem-1298	11	6	caffeoylquinic	caffeoylquinic	ADJ
eurjchem-1298	11	7	acids	acid	NOUN
eurjchem-1298	11	8	protected	protect	VERB
eurjchem-1298	11	9	quinic	quinic	ADJ
eurjchem-1298	11	10	acids	acid	NOUN
eurjchem-1298	11	11	dimethoxy	dimethoxy	ADJ
eurjchem-1298	11	12	caffeoyl	caffeoyl	ADJ
eurjchem-1298	11	13	chloride	chloride	NOUN
eurjchem-1298	11	14	cite	cite	VERB
eurjchem-1298	11	15	this	this	PRON
eurjchem-1298	11	16	:	:	PUNCT
eurjchem-1298	11	17	eur	eur	PROPN
eurjchem-1298	11	18	.	.	PUNCT
eurjchem-1298	12	1	j.	j.	PROPN
eurjchem-1298	12	2	chem	chem	PROPN
eurjchem-1298	12	3	.	.	PUNCT
eurjchem-1298	13	1	2015	2015	NUM
eurjchem-1298	13	2	,	,	PUNCT
eurjchem-1298	13	3	6(4	6(4	NUM
eurjchem-1298	13	4	)	)	PUNCT
eurjchem-1298	13	5	,	,	PUNCT
eurjchem-1298	13	6	367‐373	367‐373	NUM
eurjchem-1298	13	7	1	1	NUM
eurjchem-1298	13	8	.	.	PUNCT
eurjchem-1298	14	1	introduction	introduction	NOUN
eurjchem-1298	14	2	caffeoylquinic	caffeoylquinic	ADJ
eurjchem-1298	14	3	acids	acid	NOUN
eurjchem-1298	14	4	(	(	PUNCT
eurjchem-1298	14	5	cqas	cqas	NOUN
eurjchem-1298	14	6	)	)	PUNCT
eurjchem-1298	14	7	and	and	CCONJ
eurjchem-1298	14	8	its	its	PRON
eurjchem-1298	14	9	derivatives	derivative	NOUN
eurjchem-1298	14	10	are	be	AUX
eurjchem-1298	14	11	secondary	secondary	ADJ
eurjchem-1298	14	12	metabolites	metabolite	NOUN
eurjchem-1298	14	13	that	that	PRON
eurjchem-1298	14	14	are	be	AUX
eurjchem-1298	14	15	found	find	VERB
eurjchem-1298	14	16	in	in	ADP
eurjchem-1298	14	17	a	a	DET
eurjchem-1298	14	18	wide	wide	ADJ
eurjchem-1298	14	19	variety	variety	NOUN
eurjchem-1298	14	20	of	of	ADP
eurjchem-1298	14	21	natural	natural	ADJ
eurjchem-1298	14	22	sources	source	NOUN
eurjchem-1298	14	23	.	.	PUNCT
eurjchem-1298	15	1	coffee	coffee	NOUN
eurjchem-1298	15	2	products	product	NOUN
eurjchem-1298	15	3	and	and	CCONJ
eurjchem-1298	15	4	apple	apple	NOUN
eurjchem-1298	15	5	are	be	AUX
eurjchem-1298	15	6	among	among	ADP
eurjchem-1298	15	7	those	those	DET
eurjchem-1298	15	8	sources	source	NOUN
eurjchem-1298	15	9	constituting	constitute	VERB
eurjchem-1298	15	10	high	high	ADJ
eurjchem-1298	15	11	percentage	percentage	NOUN
eurjchem-1298	15	12	of	of	ADP
eurjchem-1298	15	13	cqas	cqas	NOUN
eurjchem-1298	15	14	[	[	X
eurjchem-1298	15	15	1‐3	1‐3	NOUN
eurjchem-1298	15	16	]	]	PUNCT
eurjchem-1298	15	17	.	.	PUNCT
eurjchem-1298	16	1	some	some	DET
eurjchem-1298	16	2	vegetables	vegetable	NOUN
eurjchem-1298	16	3	,	,	PUNCT
eurjchem-1298	16	4	for	for	ADP
eurjchem-1298	16	5	example	example	NOUN
eurjchem-1298	16	6	,	,	PUNCT
eurjchem-1298	16	7	sweet	sweet	ADJ
eurjchem-1298	16	8	potato	potato	NOUN
eurjchem-1298	16	9	and	and	CCONJ
eurjchem-1298	16	10	leeks	leek	NOUN
eurjchem-1298	16	11	also	also	ADV
eurjchem-1298	16	12	constitute	constitute	VERB
eurjchem-1298	16	13	these	these	DET
eurjchem-1298	16	14	compounds	compound	NOUN
eurjchem-1298	16	15	[	[	X
eurjchem-1298	16	16	4,5	4,5	NUM
eurjchem-1298	16	17	]	]	PUNCT
eurjchem-1298	16	18	.	.	PUNCT
eurjchem-1298	17	1	owing	owe	VERB
eurjchem-1298	17	2	to	to	ADP
eurjchem-1298	17	3	their	their	PRON
eurjchem-1298	17	4	antioxidant	antioxidant	ADJ
eurjchem-1298	17	5	and	and	CCONJ
eurjchem-1298	17	6	other	other	ADJ
eurjchem-1298	17	7	biological	biological	ADJ
eurjchem-1298	17	8	effects	effect	NOUN
eurjchem-1298	17	9	[	[	X
eurjchem-1298	17	10	6‐8	6‐8	NOUN
eurjchem-1298	17	11	]	]	PUNCT
eurjchem-1298	17	12	,	,	PUNCT
eurjchem-1298	17	13	convenient	convenient	ADJ
eurjchem-1298	17	14	methods	method	NOUN
eurjchem-1298	17	15	of	of	ADP
eurjchem-1298	17	16	cqas	cqas	NOUN
eurjchem-1298	17	17	have	have	AUX
eurjchem-1298	17	18	been	be	AUX
eurjchem-1298	17	19	sought	seek	VERB
eurjchem-1298	17	20	for	for	ADP
eurjchem-1298	17	21	practical	practical	ADJ
eurjchem-1298	17	22	synthesis	synthesis	NOUN
eurjchem-1298	17	23	.	.	PUNCT
eurjchem-1298	18	1	as	as	ADP
eurjchem-1298	18	2	a	a	DET
eurjchem-1298	18	3	result	result	NOUN
eurjchem-1298	18	4	,	,	PUNCT
eurjchem-1298	18	5	numerous	numerous	ADJ
eurjchem-1298	18	6	scientific	scientific	ADJ
eurjchem-1298	18	7	papers	paper	NOUN
eurjchem-1298	18	8	have	have	AUX
eurjchem-1298	18	9	been	be	AUX
eurjchem-1298	18	10	published	publish	VERB
eurjchem-1298	18	11	on	on	ADP
eurjchem-1298	18	12	the	the	DET
eurjchem-1298	18	13	chemical	chemical	NOUN
eurjchem-1298	18	14	and	and	CCONJ
eurjchem-1298	18	15	enzymatic	enzymatic	ADJ
eurjchem-1298	18	16	synthetic	synthetic	ADJ
eurjchem-1298	18	17	methods	method	NOUN
eurjchem-1298	18	18	,	,	PUNCT
eurjchem-1298	18	19	such	such	ADJ
eurjchem-1298	18	20	as	as	ADP
eurjchem-1298	18	21	by	by	ADP
eurjchem-1298	18	22	hemmerle	hemmerle	PROPN
eurjchem-1298	18	23	et	et	PROPN
eurjchem-1298	18	24	al	al	PROPN
eurjchem-1298	18	25	.	.	PUNCT
eurjchem-1298	19	1	[	[	X
eurjchem-1298	19	2	9	9	NUM
eurjchem-1298	19	3	]	]	PUNCT
eurjchem-1298	19	4	and	and	CCONJ
eurjchem-1298	19	5	lorentz	lorentz	PROPN
eurjchem-1298	19	6	et	et	PROPN
eurjchem-1298	19	7	al	al	PROPN
eurjchem-1298	19	8	.	.	PUNCT
eurjchem-1298	20	1	[	[	X
eurjchem-1298	20	2	10	10	NUM
eurjchem-1298	20	3	]	]	PUNCT
eurjchem-1298	20	4	among	among	ADP
eurjchem-1298	20	5	these	these	DET
eurjchem-1298	20	6	methods	method	NOUN
eurjchem-1298	20	7	,	,	PUNCT
eurjchem-1298	20	8	sefkow	sefkow	ADP
eurjchem-1298	20	9	and	and	CCONJ
eurjchem-1298	20	10	co‐workers	co‐worker	NOUN
eurjchem-1298	20	11	’	'	PUNCT
eurjchem-1298	21	1	[	[	X
eurjchem-1298	21	2	11,12	11,12	NOUN
eurjchem-1298	21	3	]	]	PUNCT
eurjchem-1298	21	4	have	have	AUX
eurjchem-1298	21	5	reported	report	VERB
eurjchem-1298	21	6	for	for	ADP
eurjchem-1298	21	7	the	the	DET
eurjchem-1298	21	8	first	first	ADJ
eurjchem-1298	21	9	time	time	NOUN
eurjchem-1298	21	10	a	a	DET
eurjchem-1298	21	11	complete	complete	ADJ
eurjchem-1298	21	12	package	package	NOUN
eurjchem-1298	21	13	of	of	ADP
eurjchem-1298	21	14	cqas	cqas	NOUN
eurjchem-1298	21	15	syntheses	synthesis	NOUN
eurjchem-1298	21	16	.	.	PUNCT
eurjchem-1298	22	1	they	they	PRON
eurjchem-1298	22	2	synthesized	synthesize	VERB
eurjchem-1298	22	3	1‐	1‐	NUM
eurjchem-1298	22	4	,	,	PUNCT
eurjchem-1298	22	5	3‐	3‐	NUM
eurjchem-1298	22	6	,	,	PUNCT
eurjchem-1298	22	7	4‐	4‐	NUM
eurjchem-1298	22	8	,	,	PUNCT
eurjchem-1298	22	9	and	and	CCONJ
eurjchem-1298	22	10	5‐cqa	5‐cqa	NUM
eurjchem-1298	22	11	with	with	ADP
eurjchem-1298	22	12	performing	perform	VERB
eurjchem-1298	22	13	esterification	esterification	NOUN
eurjchem-1298	22	14	of	of	ADP
eurjchem-1298	22	15	suitable	suitable	ADJ
eurjchem-1298	22	16	protected	protect	VERB
eurjchem-1298	22	17	quinic	quinic	ADJ
eurjchem-1298	22	18	acids	acid	NOUN
eurjchem-1298	22	19	with	with	ADP
eurjchem-1298	22	20	acid	acid	ADJ
eurjchem-1298	22	21	chloride	chloride	NOUN
eurjchem-1298	22	22	of	of	ADP
eurjchem-1298	22	23	caffeic	caffeic	VERB
eurjchem-1298	22	24	acid	acid	NOUN
eurjchem-1298	22	25	.	.	PUNCT
eurjchem-1298	23	1	however	however	ADV
eurjchem-1298	23	2	,	,	PUNCT
eurjchem-1298	23	3	the	the	DET
eurjchem-1298	23	4	preparation	preparation	NOUN
eurjchem-1298	23	5	of	of	ADP
eurjchem-1298	23	6	protected	protect	VERB
eurjchem-1298	23	7	quinic	quinic	ADJ
eurjchem-1298	23	8	acids	acid	NOUN
eurjchem-1298	23	9	(	(	PUNCT
eurjchem-1298	23	10	qas	qas	NOUN
eurjchem-1298	23	11	)	)	PUNCT
eurjchem-1298	23	12	of	of	ADP
eurjchem-1298	23	13	sefkow	sefkow	PROPN
eurjchem-1298	23	14	’s	’s	PART
eurjchem-1298	23	15	method	method	NOUN
eurjchem-1298	23	16	is	be	AUX
eurjchem-1298	23	17	really	really	ADV
eurjchem-1298	23	18	hard	hard	ADJ
eurjchem-1298	23	19	to	to	PART
eurjchem-1298	23	20	trace	trace	VERB
eurjchem-1298	23	21	.	.	PUNCT
eurjchem-1298	24	1	meanwhile	meanwhile	ADV
eurjchem-1298	24	2	,	,	PUNCT
eurjchem-1298	24	3	dokli	dokli	PROPN
eurjchem-1298	24	4	et	et	PROPN
eurjchem-1298	24	5	al	al	PROPN
eurjchem-1298	24	6	.	.	PUNCT
eurjchem-1298	25	1	[	[	X
eurjchem-1298	25	2	13	13	NUM
eurjchem-1298	25	3	]	]	PUNCT
eurjchem-1298	25	4	reported	report	VERB
eurjchem-1298	25	5	the	the	DET
eurjchem-1298	25	6	syntheses	synthesis	NOUN
eurjchem-1298	25	7	of	of	ADP
eurjchem-1298	25	8	3‐	3‐	NUM
eurjchem-1298	25	9	,	,	PUNCT
eurjchem-1298	25	10	4‐	4‐	NUM
eurjchem-1298	25	11	and	and	CCONJ
eurjchem-1298	25	12	5‐feruloylquinic	5‐feruloylquinic	ADJ
eurjchem-1298	25	13	acids	acid	NOUN
eurjchem-1298	25	14	utilizing	utilizing	NOUN
eurjchem-1298	25	15	but	but	CCONJ
eurjchem-1298	25	16	with	with	ADP
eurjchem-1298	25	17	little	little	ADJ
eurjchem-1298	25	18	modifi‐	modifi‐	NUM
eurjchem-1298	25	19	cations	cation	NOUN
eurjchem-1298	25	20	of	of	ADP
eurjchem-1298	25	21	the	the	DET
eurjchem-1298	25	22	sefkow	sefkow	PROPN
eurjchem-1298	25	23	’s	’s	PART
eurjchem-1298	25	24	protocol	protocol	NOUN
eurjchem-1298	25	25	,	,	PUNCT
eurjchem-1298	25	26	especially	especially	ADV
eurjchem-1298	25	27	on	on	ADP
eurjchem-1298	25	28	protected	protect	VERB
eurjchem-1298	25	29	quinic	quinic	ADJ
eurjchem-1298	25	30	acids	acid	NOUN
eurjchem-1298	25	31	.	.	PUNCT
eurjchem-1298	26	1	inspired	inspire	VERB
eurjchem-1298	26	2	by	by	ADP
eurjchem-1298	26	3	the	the	DET
eurjchem-1298	26	4	aforementioned	aforementioned	ADJ
eurjchem-1298	26	5	reports	report	NOUN
eurjchem-1298	26	6	,	,	PUNCT
eurjchem-1298	26	7	the	the	DET
eurjchem-1298	26	8	present	present	ADJ
eurjchem-1298	26	9	article	article	NOUN
eurjchem-1298	26	10	is	be	AUX
eurjchem-1298	26	11	reporting	report	VERB
eurjchem-1298	26	12	the	the	DET
eurjchem-1298	26	13	synthesis	synthesis	NOUN
eurjchem-1298	26	14	of	of	ADP
eurjchem-1298	26	15	3‐	3‐	NUM
eurjchem-1298	26	16	and	and	CCONJ
eurjchem-1298	26	17	5‐cqas	5‐cqas	NOUN
eurjchem-1298	26	18	utilizing	utilize	VERB
eurjchem-1298	26	19	methyl	methyl	NOUN
eurjchem-1298	26	20	3,4‐o‐isopropylidene‐1,5‐quinate	3,4‐o‐isopropylidene‐1,5‐quinate	NUM
eurjchem-1298	26	21	and	and	CCONJ
eurjchem-1298	26	22	an	an	DET
eurjchem-1298	26	23	overlooked	overlook	VERB
eurjchem-1298	26	24	protected	protect	VERB
eurjchem-1298	26	25	quinic	quinic	ADJ
eurjchem-1298	26	26	acid	acid	NOUN
eurjchem-1298	26	27	,	,	PUNCT
eurjchem-1298	26	28	(	(	PUNCT
eurjchem-1298	26	29	1r	1r	NUM
eurjchem-1298	26	30	,	,	PUNCT
eurjchem-1298	26	31	3r	3r	NUM
eurjchem-1298	26	32	,	,	PUNCT
eurjchem-1298	26	33	4s	4s	NUM
eurjchem-1298	26	34	,	,	PUNCT
eurjchem-1298	26	35	5r)‐4‐tert‐butyldimethylsiloxy‐1	5r)‐4‐tert‐butyldimethylsiloxy‐1	NUM
eurjchem-1298	26	36	,	,	PUNCT
eurjchem-1298	26	37	3‐di	3‐di	NUM
eurjchem-1298	26	38	hydroxycyclohexane‐1,5‐carbolactone	hydroxycyclohexane‐1,5‐carbolactone	NUM
eurjchem-1298	26	39	as	as	ADP
eurjchem-1298	26	40	the	the	DET
eurjchem-1298	26	41	starting	starting	ADJ
eurjchem-1298	26	42	mate‐	mate‐	NOUN
eurjchem-1298	26	43	rials	rial	NOUN
eurjchem-1298	26	44	.	.	PUNCT
eurjchem-1298	27	1	these	these	DET
eurjchem-1298	27	2	quinic	quinic	ADJ
eurjchem-1298	27	3	acid	acid	NOUN
eurjchem-1298	27	4	derivatives	derivative	NOUN
eurjchem-1298	27	5	were	be	AUX
eurjchem-1298	27	6	then	then	ADV
eurjchem-1298	27	7	esterified	esterify	VERB
eurjchem-1298	27	8	with	with	ADP
eurjchem-1298	27	9	caffeoyl	caffeoyl	ADJ
eurjchem-1298	27	10	chloride	chloride	NOUN
eurjchem-1298	27	11	to	to	PART
eurjchem-1298	27	12	obtain	obtain	VERB
eurjchem-1298	27	13	the	the	DET
eurjchem-1298	27	14	correspondent	correspondent	NOUN
eurjchem-1298	27	15	esters	ester	NOUN
eurjchem-1298	27	16	of	of	ADP
eurjchem-1298	27	17	protected	protect	VERB
eurjchem-1298	27	18	cqas	cqas	NOUN
eurjchem-1298	27	19	.	.	PUNCT
eurjchem-1298	28	1	removal	removal	NOUN
eurjchem-1298	28	2	of	of	ADP
eurjchem-1298	28	3	all	all	DET
eurjchem-1298	28	4	protected	protect	VERB
eurjchem-1298	28	5	groups	group	NOUN
eurjchem-1298	28	6	was	be	AUX
eurjchem-1298	28	7	carried	carry	VERB
eurjchem-1298	28	8	out	out	ADP
eurjchem-1298	28	9	in	in	ADP
eurjchem-1298	28	10	dilute	dilute	ADJ
eurjchem-1298	28	11	concentrations	concentration	NOUN
eurjchem-1298	28	12	of	of	ADP
eurjchem-1298	28	13	hcl	hcl	PROPN
eurjchem-1298	28	14	to	to	PART
eurjchem-1298	28	15	attain	attain	VERB
eurjchem-1298	28	16	the	the	DET
eurjchem-1298	28	17	relevant	relevant	ADJ
eurjchem-1298	28	18	cqas	cqas	NOUN
eurjchem-1298	28	19	.	.	PUNCT
eurjchem-1298	29	1	to	to	PART
eurjchem-1298	29	2	complement	complement	VERB
eurjchem-1298	29	3	the	the	DET
eurjchem-1298	29	4	description	description	NOUN
eurjchem-1298	29	5	of	of	ADP
eurjchem-1298	29	6	the	the	DET
eurjchem-1298	29	7	synthesis	synthesis	NOUN
eurjchem-1298	29	8	of	of	ADP
eurjchem-1298	29	9	3‐	3‐	NUM
eurjchem-1298	29	10	and	and	CCONJ
eurjchem-1298	29	11	5‐	5‐	NUM
eurjchem-1298	29	12	cqas	cqas	NOUN
eurjchem-1298	29	13	,	,	PUNCT
eurjchem-1298	29	14	1‐	1‐	NUM
eurjchem-1298	29	15	and	and	CCONJ
eurjchem-1298	29	16	4‐cqas	4‐cqas	NUM
eurjchem-1298	29	17	were	be	AUX
eurjchem-1298	29	18	also	also	ADV
eurjchem-1298	29	19	synthesized	synthesize	VERB
eurjchem-1298	29	20	and	and	CCONJ
eurjchem-1298	29	21	described	describe	VERB
eurjchem-1298	29	22	in	in	ADP
eurjchem-1298	29	23	this	this	DET
eurjchem-1298	29	24	article	article	NOUN
eurjchem-1298	29	25	.	.	PUNCT
eurjchem-1298	30	1	2	2	X
eurjchem-1298	30	2	.	.	X
eurjchem-1298	30	3	experimental	experimental	ADJ
eurjchem-1298	30	4	2.1	2.1	NUM
eurjchem-1298	30	5	.	.	PUNCT
eurjchem-1298	31	1	general	general	ADJ
eurjchem-1298	31	2	procedures	procedure	NOUN
eurjchem-1298	31	3	all	all	DET
eurjchem-1298	31	4	reactions	reaction	NOUN
eurjchem-1298	31	5	were	be	AUX
eurjchem-1298	31	6	conducted	conduct	VERB
eurjchem-1298	31	7	in	in	ADP
eurjchem-1298	31	8	dried	dry	VERB
eurjchem-1298	31	9	glassware	glassware	NOUN
eurjchem-1298	31	10	under	under	ADP
eurjchem-1298	31	11	argon	argon	NOUN
eurjchem-1298	31	12	atmosphere	atmosphere	NOUN
eurjchem-1298	31	13	.	.	PUNCT
eurjchem-1298	32	1	reagents	reagent	NOUN
eurjchem-1298	32	2	used	use	VERB
eurjchem-1298	32	3	were	be	AUX
eurjchem-1298	32	4	commercially	commercially	ADV
eurjchem-1298	32	5	available	available	ADJ
eurjchem-1298	32	6	with	with	ADP
eurjchem-1298	32	7	high	high	ADJ
eurjchem-1298	32	8	grade	grade	NOUN
eurjchem-1298	32	9	of	of	ADP
eurjchem-1298	32	10	purity	purity	NOUN
eurjchem-1298	32	11	and	and	CCONJ
eurjchem-1298	32	12	solvents	solvent	NOUN
eurjchem-1298	32	13	were	be	AUX
eurjchem-1298	32	14	purified	purify	VERB
eurjchem-1298	32	15	using	use	VERB
eurjchem-1298	32	16	known	know	VERB
eurjchem-1298	32	17	methods	method	NOUN
eurjchem-1298	32	18	.	.	PUNCT
eurjchem-1298	33	1	thin	thin	ADJ
eurjchem-1298	33	2	layer	layer	NOUN
eurjchem-1298	33	3	chromatographic	chromatographic	ADJ
eurjchem-1298	33	4	(	(	PUNCT
eurjchem-1298	33	5	tlc	tlc	NOUN
eurjchem-1298	33	6	)	)	PUNCT
eurjchem-1298	33	7	analyses	analysis	NOUN
eurjchem-1298	33	8	were	be	AUX
eurjchem-1298	33	9	performed	perform	VERB
eurjchem-1298	33	10	on	on	ADP
eurjchem-1298	33	11	kieselgel	kieselgel	PROPN
eurjchem-1298	33	12	60	60	NUM
eurjchem-1298	34	1	f254	f254	PROPN
eurjchem-1298	35	1	plates	plate	NOUN
eurjchem-1298	35	2	from	from	ADP
eurjchem-1298	35	3	merck	merck	PROPN
eurjchem-1298	35	4	.	.	PUNCT
eurjchem-1298	36	1	detection	detection	NOUN
eurjchem-1298	36	2	was	be	AUX
eurjchem-1298	36	3	carried	carry	VERB
eurjchem-1298	36	4	out	out	ADP
eurjchem-1298	36	5	under	under	ADP
eurjchem-1298	36	6	uv	uv	NOUN
eurjchem-1298	36	7	light	light	NOUN
eurjchem-1298	36	8	or	or	CCONJ
eurjchem-1298	36	9	spraying	spray	VERB
eurjchem-1298	36	10	with	with	ADP
eurjchem-1298	36	11	20	20	NUM
eurjchem-1298	36	12	%	%	NOUN
eurjchem-1298	36	13	ethanolic	ethanolic	ADJ
eurjchem-1298	36	14	sulfuric	sulfuric	NOUN
eurjchem-1298	36	15	acid	acid	PROPN
eurjchem-1298	36	16	.	.	PUNCT
eurjchem-1298	37	1	flash	flash	NOUN
eurjchem-1298	37	2	chromatography	chromatography	NOUN
eurjchem-1298	37	3	for	for	ADP
eurjchem-1298	37	4	substance	substance	NOUN
eurjchem-1298	37	5	purifications	purification	NOUN
eurjchem-1298	37	6	was	be	AUX
eurjchem-1298	37	7	performed	perform	VERB
eurjchem-1298	37	8	on	on	ADP
eurjchem-1298	37	9	silica	silica	NOUN
eurjchem-1298	37	10	gel	gel	NOUN
eurjchem-1298	37	11	60n	60n	NOUN
eurjchem-1298	37	12	,	,	PUNCT
eurjchem-1298	37	13	40‐	40‐	NUM
eurjchem-1298	37	14	50	50	NUM
eurjchem-1298	37	15	μm	μm	NOUN
eurjchem-1298	37	16	.	.	PUNCT
eurjchem-1298	38	1	368	368	NUM
eurjchem-1298	38	2	kadidae	kadidae	NOUN
eurjchem-1298	38	3	et	et	PROPN
eurjchem-1298	38	4	al	al	PROPN
eurjchem-1298	38	5	.	.	PUNCT
eurjchem-1298	38	6	/	/	SYM
eurjchem-1298	38	7	european	european	PROPN
eurjchem-1298	38	8	journal	journal	PROPN
eurjchem-1298	38	9	of	of	ADP
eurjchem-1298	38	10	chemistry	chemistry	NOUN
eurjchem-1298	38	11	6	6	NUM
eurjchem-1298	38	12	(	(	PUNCT
eurjchem-1298	38	13	4	4	NUM
eurjchem-1298	38	14	)	)	PUNCT
eurjchem-1298	38	15	(	(	PUNCT
eurjchem-1298	38	16	2015	2015	NUM
eurjchem-1298	38	17	)	)	PUNCT
eurjchem-1298	38	18	367‐373	367‐373	NUM
eurjchem-1298	38	19	scheme	scheme	NOUN
eurjchem-1298	38	20	1	1	NUM
eurjchem-1298	38	21	solvents	solvent	NOUN
eurjchem-1298	38	22	evaporation	evaporation	NOUN
eurjchem-1298	38	23	was	be	AUX
eurjchem-1298	38	24	performed	perform	VERB
eurjchem-1298	38	25	using	use	VERB
eurjchem-1298	38	26	iwaki	iwaki	NOUN
eurjchem-1298	38	27	rotary	rotary	ADJ
eurjchem-1298	38	28	evaporator	evaporator	NOUN
eurjchem-1298	38	29	ren‐1000	ren‐1000	NOUN
eurjchem-1298	38	30	with	with	ADP
eurjchem-1298	38	31	reduced	reduced	ADJ
eurjchem-1298	38	32	pressure	pressure	NOUN
eurjchem-1298	38	33	.	.	PUNCT
eurjchem-1298	39	1	jeol	jeol	PROPN
eurjchem-1298	39	2	nmr	nmr	NOUN
eurjchem-1298	39	3	of	of	ADP
eurjchem-1298	39	4	jnm‐la400	jnm‐la400	PROPN
eurjchem-1298	39	5	and	and	CCONJ
eurjchem-1298	39	6	500	500	NUM
eurjchem-1298	39	7	were	be	AUX
eurjchem-1298	39	8	utilized	utilize	VERB
eurjchem-1298	39	9	in	in	ADP
eurjchem-1298	39	10	analyses	analysis	NOUN
eurjchem-1298	39	11	of	of	ADP
eurjchem-1298	39	12	1h	1h	NUM
eurjchem-1298	39	13	and	and	CCONJ
eurjchem-1298	39	14	13c	13c	NOUN
eurjchem-1298	39	15	nmr	nmr	NOUN
eurjchem-1298	39	16	spectra	spectra	PROPN
eurjchem-1298	39	17	.	.	PROPN
eurjchem-1298	40	1	jeol	jeol	PROPN
eurjchem-1298	40	2	jms‐700	jms‐700	PROPN
eurjchem-1298	40	3	was	be	AUX
eurjchem-1298	40	4	used	use	VERB
eurjchem-1298	40	5	to	to	PART
eurjchem-1298	40	6	record	record	VERB
eurjchem-1298	40	7	high	high	ADJ
eurjchem-1298	40	8	resolution	resolution	NOUN
eurjchem-1298	40	9	mass	mass	NOUN
eurjchem-1298	40	10	spectrophotometer	spectrophotometer	NOUN
eurjchem-1298	40	11	(	(	PUNCT
eurjchem-1298	40	12	hrms	hrm	NOUN
eurjchem-1298	40	13	)	)	PUNCT
eurjchem-1298	40	14	spectra	spectra	PROPN
eurjchem-1298	40	15	.	.	PROPN
eurjchem-1298	41	1	horiba	horiba	PROPN
eurjchem-1298	41	2	ft‐720	ft‐720	PROPN
eurjchem-1298	41	3	ft‐ir	ft‐ir	NOUN
eurjchem-1298	41	4	spectrometer	spectrometer	NOUN
eurjchem-1298	41	5	was	be	AUX
eurjchem-1298	41	6	used	use	VERB
eurjchem-1298	41	7	to	to	PART
eurjchem-1298	41	8	record	record	VERB
eurjchem-1298	41	9	infrared	infrared	PROPN
eurjchem-1298	41	10	spectra	spectra	PROPN
eurjchem-1298	41	11	.	.	PUNCT
eurjchem-1298	42	1	compound	compound	PROPN
eurjchem-1298	42	2	5	5	NUM
eurjchem-1298	42	3	and	and	CCONJ
eurjchem-1298	42	4	12	12	NUM
eurjchem-1298	42	5	were	be	AUX
eurjchem-1298	42	6	prepared	prepare	VERB
eurjchem-1298	42	7	according	accord	VERB
eurjchem-1298	42	8	to	to	ADP
eurjchem-1298	42	9	references	reference	NOUN
eurjchem-1298	42	10	[	[	X
eurjchem-1298	42	11	14,15	14,15	NUM
eurjchem-1298	42	12	]	]	X
eurjchem-1298	42	13	,	,	PUNCT
eurjchem-1298	42	14	respectively	respectively	ADV
eurjchem-1298	42	15	.	.	PUNCT
eurjchem-1298	43	1	2.2	2.2	NUM
eurjchem-1298	43	2	.	.	PUNCT
eurjchem-1298	43	3	preparation	preparation	NOUN
eurjchem-1298	43	4	of	of	ADP
eurjchem-1298	43	5	protected	protect	VERB
eurjchem-1298	43	6	1‐cqa	1‐cqa	NUM
eurjchem-1298	43	7	(	(	PUNCT
eurjchem-1298	43	8	7	7	NUM
eurjchem-1298	43	9	)	)	PUNCT
eurjchem-1298	43	10	to	to	ADP
eurjchem-1298	43	11	a	a	DET
eurjchem-1298	43	12	solution	solution	NOUN
eurjchem-1298	43	13	of	of	ADP
eurjchem-1298	43	14	acetone	acetone	NOUN
eurjchem-1298	43	15	quinide	quinide	NOUN
eurjchem-1298	43	16	(	(	PUNCT
eurjchem-1298	43	17	5	5	NUM
eurjchem-1298	43	18	)	)	PUNCT
eurjchem-1298	43	19	(	(	PUNCT
eurjchem-1298	43	20	400	400	NUM
eurjchem-1298	43	21	mg	mg	NOUN
eurjchem-1298	43	22	,	,	PUNCT
eurjchem-1298	43	23	1.87	1.87	NUM
eurjchem-1298	43	24	mmol	mmol	NOUN
eurjchem-1298	43	25	)	)	PUNCT
eurjchem-1298	43	26	in	in	ADP
eurjchem-1298	43	27	dichloromethane	dichloromethane	NOUN
eurjchem-1298	43	28	(	(	PUNCT
eurjchem-1298	43	29	10	10	NUM
eurjchem-1298	43	30	ml	ml	NOUN
eurjchem-1298	43	31	)	)	PUNCT
eurjchem-1298	43	32	,	,	PUNCT
eurjchem-1298	43	33	pyridine	pyridine	NOUN
eurjchem-1298	43	34	(	(	PUNCT
eurjchem-1298	43	35	8	8	NUM
eurjchem-1298	43	36	ml	ml	NOUN
eurjchem-1298	43	37	)	)	PUNCT
eurjchem-1298	43	38	,	,	PUNCT
eurjchem-1298	43	39	dmap	dmap	NOUN
eurjchem-1298	43	40	(	(	PUNCT
eurjchem-1298	43	41	11.4	11.4	NUM
eurjchem-1298	43	42	mg	mg	PROPN
eurjchem-1298	43	43	,	,	PUNCT
eurjchem-1298	43	44	0.09	0.09	NUM
eurjchem-1298	43	45	mmol	mmol	NOUN
eurjchem-1298	43	46	)	)	PUNCT
eurjchem-1298	43	47	and	and	CCONJ
eurjchem-1298	43	48	diacetyl	diacetyl	PROPN
eurjchem-1298	43	49	caffeoyl	caffeoyl	ADJ
eurjchem-1298	43	50	chloride	chloride	NOUN
eurjchem-1298	43	51	(	(	PUNCT
eurjchem-1298	43	52	3	3	NUM
eurjchem-1298	43	53	)	)	PUNCT
eurjchem-1298	43	54	(	(	PUNCT
eurjchem-1298	43	55	scheme	scheme	NOUN
eurjchem-1298	43	56	1	1	NUM
eurjchem-1298	43	57	)	)	PUNCT
eurjchem-1298	43	58	(	(	PUNCT
eurjchem-1298	43	59	580	580	NUM
eurjchem-1298	43	60	mg	mg	NOUN
eurjchem-1298	43	61	,	,	PUNCT
eurjchem-1298	43	62	2.06	2.06	NUM
eurjchem-1298	43	63	mmol	mmol	NOUN
eurjchem-1298	43	64	)	)	PUNCT
eurjchem-1298	43	65	were	be	AUX
eurjchem-1298	43	66	added	add	VERB
eurjchem-1298	43	67	,	,	PUNCT
eurjchem-1298	43	68	respectively	respectively	ADV
eurjchem-1298	43	69	.	.	PUNCT
eurjchem-1298	44	1	the	the	DET
eurjchem-1298	44	2	mixture	mixture	NOUN
eurjchem-1298	44	3	was	be	AUX
eurjchem-1298	44	4	stirred	stir	VERB
eurjchem-1298	44	5	for	for	ADP
eurjchem-1298	44	6	15	15	NUM
eurjchem-1298	44	7	h	h	NOUN
eurjchem-1298	44	8	at	at	ADP
eurjchem-1298	44	9	room	room	NOUN
eurjchem-1298	44	10	temperature	temperature	NOUN
eurjchem-1298	44	11	.	.	PUNCT
eurjchem-1298	45	1	the	the	DET
eurjchem-1298	45	2	resultant	resultant	NOUN
eurjchem-1298	45	3	reaction	reaction	NOUN
eurjchem-1298	45	4	mixture	mixture	NOUN
eurjchem-1298	45	5	was	be	AUX
eurjchem-1298	45	6	diluted	dilute	VERB
eurjchem-1298	45	7	with	with	ADP
eurjchem-1298	45	8	dichloromethane	dichloromethane	NOUN
eurjchem-1298	45	9	(	(	PUNCT
eurjchem-1298	45	10	80	80	NUM
eurjchem-1298	45	11	ml	ml	NOUN
eurjchem-1298	45	12	)	)	PUNCT
eurjchem-1298	45	13	,	,	PUNCT
eurjchem-1298	45	14	washed	wash	VERB
eurjchem-1298	45	15	with	with	ADP
eurjchem-1298	45	16	2	2	NUM
eurjchem-1298	45	17	m	m	NOUN
eurjchem-1298	45	18	hcl	hcl	NOUN
eurjchem-1298	45	19	and	and	CCONJ
eurjchem-1298	45	20	brine	brine	NOUN
eurjchem-1298	45	21	(	(	PUNCT
eurjchem-1298	45	22	2	2	NUM
eurjchem-1298	45	23	×	×	NOUN
eurjchem-1298	45	24	10	10	NUM
eurjchem-1298	45	25	ml	ml	NOUN
eurjchem-1298	45	26	)	)	PUNCT
eurjchem-1298	45	27	each	each	PRON
eurjchem-1298	45	28	.	.	PUNCT
eurjchem-1298	46	1	the	the	DET
eurjchem-1298	46	2	organic	organic	ADJ
eurjchem-1298	46	3	phase	phase	NOUN
eurjchem-1298	46	4	was	be	AUX
eurjchem-1298	46	5	dried	dry	VERB
eurjchem-1298	46	6	over	over	ADP
eurjchem-1298	46	7	mgso4	mgso4	PROPN
eurjchem-1298	46	8	and	and	CCONJ
eurjchem-1298	46	9	the	the	DET
eurjchem-1298	46	10	solvents	solvent	NOUN
eurjchem-1298	46	11	were	be	AUX
eurjchem-1298	46	12	evaporated	evaporate	VERB
eurjchem-1298	46	13	under	under	ADP
eurjchem-1298	46	14	reduced	reduce	VERB
eurjchem-1298	46	15	pressure	pressure	NOUN
eurjchem-1298	46	16	to	to	PART
eurjchem-1298	46	17	give	give	VERB
eurjchem-1298	46	18	crude	crude	ADJ
eurjchem-1298	46	19	product	product	NOUN
eurjchem-1298	46	20	.	.	PUNCT
eurjchem-1298	47	1	this	this	DET
eurjchem-1298	47	2	product	product	NOUN
eurjchem-1298	47	3	was	be	AUX
eurjchem-1298	47	4	purified	purify	VERB
eurjchem-1298	47	5	over	over	ADP
eurjchem-1298	47	6	column	column	NOUN
eurjchem-1298	47	7	chromatography	chromatography	NOUN
eurjchem-1298	47	8	on	on	ADP
eurjchem-1298	47	9	silica	silica	NOUN
eurjchem-1298	47	10	gel	gel	NOUN
eurjchem-1298	47	11	(	(	PUNCT
eurjchem-1298	47	12	n‐	n‐	NOUN
eurjchem-1298	47	13	hexane	hexane	NOUN
eurjchem-1298	47	14	:	:	PUNCT
eurjchem-1298	47	15	etoac	etoac	ADJ
eurjchem-1298	47	16	,	,	PUNCT
eurjchem-1298	47	17	2:1	2:1	NUM
eurjchem-1298	47	18	,	,	PUNCT
eurjchem-1298	47	19	v	v	NOUN
eurjchem-1298	47	20	:	:	SYM
eurjchem-1298	47	21	v	v	NOUN
eurjchem-1298	47	22	)	)	PUNCT
eurjchem-1298	47	23	to	to	PART
eurjchem-1298	47	24	give	give	VERB
eurjchem-1298	47	25	the	the	DET
eurjchem-1298	47	26	desired	desire	VERB
eurjchem-1298	47	27	compound	compound	NOUN
eurjchem-1298	47	28	7	7	NUM
eurjchem-1298	47	29	(	(	PUNCT
eurjchem-1298	47	30	scheme	scheme	NOUN
eurjchem-1298	47	31	2	2	NUM
eurjchem-1298	47	32	)	)	PUNCT
eurjchem-1298	47	33	,	,	PUNCT
eurjchem-1298	47	34	as	as	ADP
eurjchem-1298	47	35	powder	powder	NOUN
eurjchem-1298	47	36	.	.	PUNCT
eurjchem-1298	48	1	color	color	NOUN
eurjchem-1298	48	2	:	:	PUNCT
eurjchem-1298	48	3	white	white	ADJ
eurjchem-1298	48	4	.	.	PUNCT
eurjchem-1298	49	1	yield	yield	NOUN
eurjchem-1298	49	2	:	:	PUNCT
eurjchem-1298	49	3	75	75	NUM
eurjchem-1298	49	4	%	%	NOUN
eurjchem-1298	49	5	.	.	PUNCT
eurjchem-1298	50	1	1h	1h	NUM
eurjchem-1298	50	2	nmr	nmr	NOUN
eurjchem-1298	50	3	(	(	PUNCT
eurjchem-1298	50	4	400	400	NUM
eurjchem-1298	50	5	mhz	mhz	NOUN
eurjchem-1298	50	6	,	,	PUNCT
eurjchem-1298	50	7	cdcl3	cdcl3	PROPN
eurjchem-1298	50	8	,	,	PUNCT
eurjchem-1298	50	9	δ	δ	PROPN
eurjchem-1298	50	10	,	,	PUNCT
eurjchem-1298	50	11	ppm	ppm	NUM
eurjchem-1298	50	12	):	):	PUNCT
eurjchem-1298	50	13	1.35	1.35	NUM
eurjchem-1298	50	14	(	(	PUNCT
eurjchem-1298	50	15	s	s	PROPN
eurjchem-1298	50	16	,	,	PUNCT
eurjchem-1298	50	17	3h	3h	NUM
eurjchem-1298	50	18	,	,	PUNCT
eurjchem-1298	50	19	ch3‐co2ch3	ch3‐co2ch3	ADJ
eurjchem-1298	50	20	)	)	PUNCT
eurjchem-1298	50	21	,	,	PUNCT
eurjchem-1298	50	22	1.54	1.54	NUM
eurjchem-1298	50	23	(	(	PUNCT
eurjchem-1298	50	24	s	s	PROPN
eurjchem-1298	50	25	,	,	PUNCT
eurjchem-1298	50	26	3h	3h	NUM
eurjchem-1298	50	27	,	,	PUNCT
eurjchem-1298	50	28	ch3co2ch3	ch3co2ch3	ADJ
eurjchem-1298	50	29	)	)	PUNCT
eurjchem-1298	50	30	,	,	PUNCT
eurjchem-1298	50	31	2.30	2.30	NUM
eurjchem-1298	50	32	(	(	PUNCT
eurjchem-1298	50	33	s	s	PROPN
eurjchem-1298	50	34	,	,	PUNCT
eurjchem-1298	50	35	3h	3h	NUM
eurjchem-1298	50	36	,	,	PUNCT
eurjchem-1298	50	37	ch3co‐o	ch3co‐o	NOUN
eurjchem-1298	50	38	)	)	PUNCT
eurjchem-1298	50	39	,	,	PUNCT
eurjchem-1298	50	40	2.31	2.31	NUM
eurjchem-1298	50	41	(	(	PUNCT
eurjchem-1298	50	42	s	s	PROPN
eurjchem-1298	50	43	,	,	PUNCT
eurjchem-1298	50	44	3h	3h	NUM
eurjchem-1298	50	45	,	,	PUNCT
eurjchem-1298	50	46	ch3co‐o	ch3co‐o	NOUN
eurjchem-1298	50	47	)	)	PUNCT
eurjchem-1298	50	48	,	,	PUNCT
eurjchem-1298	50	49	2.42	2.42	NUM
eurjchem-1298	50	50	(	(	PUNCT
eurjchem-1298	50	51	dd	dd	PROPN
eurjchem-1298	50	52	,	,	PUNCT
eurjchem-1298	50	53	1h	1h	NUM
eurjchem-1298	50	54	,	,	PUNCT
eurjchem-1298	50	55	j	j	PROPN
eurjchem-1298	50	56	=	=	SYM
eurjchem-1298	50	57	14.5	14.5	NUM
eurjchem-1298	50	58	,	,	PUNCT
eurjchem-1298	50	59	3.0	3.0	NUM
eurjchem-1298	50	60	hz	hz	NOUN
eurjchem-1298	50	61	,	,	PUNCT
eurjchem-1298	50	62	cyclohexyl‐h	cyclohexyl‐h	PROPN
eurjchem-1298	50	63	)	)	PUNCT
eurjchem-1298	50	64	,	,	PUNCT
eurjchem-1298	50	65	2.53	2.53	NUM
eurjchem-1298	50	66	(	(	PUNCT
eurjchem-1298	50	67	ddd	ddd	PROPN
eurjchem-1298	50	68	,	,	PUNCT
eurjchem-1298	50	69	1h	1h	NUM
eurjchem-1298	50	70	,	,	PUNCT
eurjchem-1298	50	71	j	j	PROPN
eurjchem-1298	50	72	=	=	PROPN
eurjchem-1298	50	73	14.4	14.4	NUM
eurjchem-1298	50	74	,	,	PUNCT
eurjchem-1298	50	75	7.7	7.7	NUM
eurjchem-1298	50	76	,	,	PUNCT
eurjchem-1298	50	77	2.3	2.3	NUM
eurjchem-1298	50	78	hz	hz	NOUN
eurjchem-1298	50	79	,	,	PUNCT
eurjchem-1298	50	80	cyclohexyl‐h	cyclohexyl‐h	PROPN
eurjchem-1298	50	81	)	)	PUNCT
eurjchem-1298	50	82	,	,	PUNCT
eurjchem-1298	50	83	2.64	2.64	NUM
eurjchem-1298	50	84	(	(	PUNCT
eurjchem-1298	50	85	d	d	PROPN
eurjchem-1298	50	86	,	,	PUNCT
eurjchem-1298	50	87	1h	1h	NUM
eurjchem-1298	50	88	,	,	PUNCT
eurjchem-1298	50	89	j	j	PROPN
eurjchem-1298	50	90	=	=	PROPN
eurjchem-1298	50	91	11.5	11.5	NUM
eurjchem-1298	50	92	hz	hz	NOUN
eurjchem-1298	50	93	,	,	PUNCT
eurjchem-1298	50	94	cyclohexyl‐	cyclohexyl‐	NOUN
eurjchem-1298	50	95	h	h	PROPN
eurjchem-1298	50	96	)	)	PUNCT
eurjchem-1298	50	97	,	,	PUNCT
eurjchem-1298	50	98	3.11	3.11	NUM
eurjchem-1298	50	99	(	(	PUNCT
eurjchem-1298	50	100	dd	dd	PROPN
eurjchem-1298	50	101	,	,	PUNCT
eurjchem-1298	50	102	1h	1h	NUM
eurjchem-1298	50	103	,	,	PUNCT
eurjchem-1298	50	104	j	j	PROPN
eurjchem-1298	50	105	=	=	PROPN
eurjchem-1298	50	106	11.6	11.6	NUM
eurjchem-1298	50	107	,	,	PUNCT
eurjchem-1298	50	108	6.2	6.2	NUM
eurjchem-1298	50	109	hz	hz	NOUN
eurjchem-1298	50	110	,	,	PUNCT
eurjchem-1298	50	111	cyclohexyl‐h	cyclohexyl‐h	PROPN
eurjchem-1298	50	112	)	)	PUNCT
eurjchem-1298	50	113	,	,	PUNCT
eurjchem-1298	50	114	4.35	4.35	NUM
eurjchem-1298	50	115	(	(	PUNCT
eurjchem-1298	50	116	d	d	PROPN
eurjchem-1298	50	117	,	,	PUNCT
eurjchem-1298	50	118	1h	1h	NUM
eurjchem-1298	50	119	,	,	PUNCT
eurjchem-1298	50	120	j	j	PROPN
eurjchem-1298	50	121	=	=	PROPN
eurjchem-1298	50	122	5.4	5.4	NUM
eurjchem-1298	50	123	hz	hz	NOUN
eurjchem-1298	50	124	,	,	PUNCT
eurjchem-1298	50	125	ch‐o‐co	ch‐o‐co	PROPN
eurjchem-1298	50	126	)	)	PUNCT
eurjchem-1298	50	127	,	,	PUNCT
eurjchem-1298	50	128	4.57	4.57	NUM
eurjchem-1298	50	129	(	(	PUNCT
eurjchem-1298	50	130	dd	dd	PROPN
eurjchem-1298	50	131	,	,	PUNCT
eurjchem-1298	50	132	1h	1h	NUM
eurjchem-1298	50	133	,	,	PUNCT
eurjchem-1298	50	134	j	j	PROPN
eurjchem-1298	50	135	=	=	SYM
eurjchem-1298	50	136	7.1	7.1	NUM
eurjchem-1298	50	137	,	,	PUNCT
eurjchem-1298	50	138	3.0	3.0	NUM
eurjchem-1298	50	139	hz	hz	NOUN
eurjchem-1298	50	140	,	,	PUNCT
eurjchem-1298	50	141	ch‐o‐co	ch‐o‐co	PROPN
eurjchem-1298	50	142	)	)	PUNCT
eurjchem-1298	50	143	,	,	PUNCT
eurjchem-1298	50	144	4.82	4.82	NUM
eurjchem-1298	50	145	(	(	PUNCT
eurjchem-1298	50	146	dd	dd	PROPN
eurjchem-1298	50	147	,	,	PUNCT
eurjchem-1298	50	148	1h	1h	NUM
eurjchem-1298	50	149	,	,	PUNCT
eurjchem-1298	50	150	j	j	PROPN
eurjchem-1298	50	151	=	=	SYM
eurjchem-1298	50	152	6.3	6.3	NUM
eurjchem-1298	50	153	,	,	PUNCT
eurjchem-1298	50	154	2.4	2.4	NUM
eurjchem-1298	50	155	hz	hz	ADJ
eurjchem-1298	50	156	,	,	PUNCT
eurjchem-1298	50	157	ch‐o‐ch2	ch‐o‐ch2	NUM
eurjchem-1298	50	158	)	)	PUNCT
eurjchem-1298	50	159	,	,	PUNCT
eurjchem-1298	50	160	6.39	6.39	NUM
eurjchem-1298	50	161	(	(	PUNCT
eurjchem-1298	50	162	d	d	PROPN
eurjchem-1298	50	163	,	,	PUNCT
eurjchem-1298	50	164	1h	1h	NUM
eurjchem-1298	50	165	,	,	PUNCT
eurjchem-1298	50	166	j	j	PROPN
eurjchem-1298	51	1	=	=	PROPN
eurjchem-1298	51	2	15.9	15.9	NUM
eurjchem-1298	51	3	hz	hz	NOUN
eurjchem-1298	51	4	,	,	PUNCT
eurjchem-1298	51	5	co‐	co‐	NOUN
eurjchem-1298	51	6	ch‐ch‐ph	ch‐ch‐ph	PROPN
eurjchem-1298	51	7	)	)	PUNCT
eurjchem-1298	51	8	,	,	PUNCT
eurjchem-1298	51	9	7.24	7.24	NUM
eurjchem-1298	51	10	(	(	PUNCT
eurjchem-1298	51	11	d	d	PROPN
eurjchem-1298	51	12	,	,	PUNCT
eurjchem-1298	51	13	1h	1h	NUM
eurjchem-1298	51	14	,	,	PUNCT
eurjchem-1298	51	15	j	j	PROPN
eurjchem-1298	51	16	=	=	PROPN
eurjchem-1298	51	17	8.3	8.3	NUM
eurjchem-1298	51	18	hz	hz	NOUN
eurjchem-1298	51	19	,	,	PUNCT
eurjchem-1298	51	20	ar‐h	ar‐h	PROPN
eurjchem-1298	51	21	)	)	PUNCT
eurjchem-1298	51	22	,	,	PUNCT
eurjchem-1298	51	23	7.36	7.36	NUM
eurjchem-1298	51	24	(	(	PUNCT
eurjchem-1298	51	25	d	d	PROPN
eurjchem-1298	51	26	,	,	PUNCT
eurjchem-1298	51	27	1h	1h	NUM
eurjchem-1298	51	28	,	,	PUNCT
eurjchem-1298	51	29	j	j	PROPN
eurjchem-1298	52	1	=	=	PROPN
eurjchem-1298	52	2	2.0	2.0	NUM
eurjchem-1298	52	3	hz	hz	NOUN
eurjchem-1298	52	4	,	,	PUNCT
eurjchem-1298	52	5	ar‐h	ar‐h	PROPN
eurjchem-1298	52	6	)	)	PUNCT
eurjchem-1298	52	7	,	,	PUNCT
eurjchem-1298	52	8	7.41	7.41	NUM
eurjchem-1298	52	9	(	(	PUNCT
eurjchem-1298	52	10	dd	dd	PROPN
eurjchem-1298	52	11	,	,	PUNCT
eurjchem-1298	52	12	1h	1h	NUM
eurjchem-1298	52	13	,	,	PUNCT
eurjchem-1298	52	14	j	j	PROPN
eurjchem-1298	52	15	=	=	SYM
eurjchem-1298	52	16	8.4	8.4	NUM
eurjchem-1298	52	17	,	,	PUNCT
eurjchem-1298	52	18	2.1	2.1	NUM
eurjchem-1298	52	19	hz	hz	NOUN
eurjchem-1298	52	20	,	,	PUNCT
eurjchem-1298	52	21	ar‐h	ar‐h	PROPN
eurjchem-1298	52	22	)	)	PUNCT
eurjchem-1298	52	23	,	,	PUNCT
eurjchem-1298	52	24	7.66	7.66	NUM
eurjchem-1298	52	25	(	(	PUNCT
eurjchem-1298	52	26	d	d	PROPN
eurjchem-1298	52	27	,	,	PUNCT
eurjchem-1298	52	28	1h	1h	NUM
eurjchem-1298	52	29	,	,	PUNCT
eurjchem-1298	52	30	j	j	PROPN
eurjchem-1298	52	31	=	=	PROPN
eurjchem-1298	52	32	15.9	15.9	NUM
eurjchem-1298	52	33	hz	hz	NOUN
eurjchem-1298	52	34	,	,	PUNCT
eurjchem-1298	52	35	ph‐ch‐ch‐co	ph‐ch‐ch‐co	PRON
eurjchem-1298	52	36	)	)	PUNCT
eurjchem-1298	52	37	.	.	PUNCT
eurjchem-1298	53	1	nmr	nmr	NOUN
eurjchem-1298	53	2	data	datum	NOUN
eurjchem-1298	53	3	were	be	AUX
eurjchem-1298	53	4	in	in	ADP
eurjchem-1298	53	5	good	good	ADJ
eurjchem-1298	53	6	agreement	agreement	NOUN
eurjchem-1298	53	7	with	with	ADP
eurjchem-1298	53	8	literature	literature	NOUN
eurjchem-1298	53	9	data	datum	NOUN
eurjchem-1298	53	10	[	[	X
eurjchem-1298	53	11	11	11	NUM
eurjchem-1298	53	12	]	]	PUNCT
eurjchem-1298	53	13	.	.	PUNCT
eurjchem-1298	54	1	2.3	2.3	NUM
eurjchem-1298	54	2	.	.	PUNCT
eurjchem-1298	54	3	preparation	preparation	NOUN
eurjchem-1298	54	4	of	of	ADP
eurjchem-1298	54	5	1‐cqa	1‐cqa	NUM
eurjchem-1298	54	6	(	(	PUNCT
eurjchem-1298	54	7	8)	8)	NUM
eurjchem-1298	54	8	as	as	ADV
eurjchem-1298	54	9	much	much	ADJ
eurjchem-1298	54	10	as	as	ADP
eurjchem-1298	54	11	184	184	NUM
eurjchem-1298	54	12	mg	mg	NOUN
eurjchem-1298	54	13	(	(	PUNCT
eurjchem-1298	54	14	0.40	0.40	NUM
eurjchem-1298	54	15	mmol	mmol	NOUN
eurjchem-1298	54	16	)	)	PUNCT
eurjchem-1298	54	17	of	of	ADP
eurjchem-1298	54	18	protected	protect	VERB
eurjchem-1298	54	19	1‐cqa	1‐cqa	NUM
eurjchem-1298	54	20	(	(	PUNCT
eurjchem-1298	54	21	7	7	NUM
eurjchem-1298	54	22	)	)	PUNCT
eurjchem-1298	54	23	was	be	AUX
eurjchem-1298	54	24	suspended	suspend	VERB
eurjchem-1298	54	25	in	in	ADP
eurjchem-1298	54	26	a	a	DET
eurjchem-1298	54	27	mixture	mixture	NOUN
eurjchem-1298	54	28	of	of	ADP
eurjchem-1298	54	29	thf	thf	NOUN
eurjchem-1298	54	30	(	(	PUNCT
eurjchem-1298	54	31	4	4	NUM
eurjchem-1298	54	32	ml	ml	NOUN
eurjchem-1298	54	33	)	)	PUNCT
eurjchem-1298	54	34	and	and	CCONJ
eurjchem-1298	54	35	2	2	NUM
eurjchem-1298	54	36	m	m	NOUN
eurjchem-1298	54	37	hcl	hcl	PROPN
eurjchem-1298	54	38	(	(	PUNCT
eurjchem-1298	54	39	16	16	NUM
eurjchem-1298	54	40	ml	ml	NOUN
eurjchem-1298	54	41	)	)	PUNCT
eurjchem-1298	54	42	.	.	PUNCT
eurjchem-1298	55	1	the	the	DET
eurjchem-1298	55	2	mixture	mixture	NOUN
eurjchem-1298	55	3	was	be	AUX
eurjchem-1298	55	4	stirred	stir	VERB
eurjchem-1298	55	5	at	at	ADP
eurjchem-1298	55	6	room	room	NOUN
eurjchem-1298	55	7	temperature	temperature	NOUN
eurjchem-1298	55	8	and	and	CCONJ
eurjchem-1298	55	9	tlc	tlc	NOUN
eurjchem-1298	55	10	(	(	PUNCT
eurjchem-1298	55	11	meoh	meoh	PROPN
eurjchem-1298	55	12	:	:	PUNCT
eurjchem-1298	55	13	etoac	etoac	ADJ
eurjchem-1298	55	14	,	,	PUNCT
eurjchem-1298	55	15	1:1	1:1	NUM
eurjchem-1298	55	16	,	,	PUNCT
eurjchem-1298	55	17	v	v	NOUN
eurjchem-1298	55	18	:	:	PUNCT
eurjchem-1298	55	19	v	v	NOUN
eurjchem-1298	55	20	)	)	PUNCT
eurjchem-1298	55	21	was	be	AUX
eurjchem-1298	55	22	used	use	VERB
eurjchem-1298	55	23	to	to	PART
eurjchem-1298	55	24	monitor	monitor	VERB
eurjchem-1298	55	25	the	the	DET
eurjchem-1298	55	26	progress	progress	NOUN
eurjchem-1298	55	27	of	of	ADP
eurjchem-1298	55	28	reaction	reaction	NOUN
eurjchem-1298	55	29	.	.	PUNCT
eurjchem-1298	56	1	after	after	ADP
eurjchem-1298	56	2	the	the	DET
eurjchem-1298	56	3	complete	complete	ADJ
eurjchem-1298	56	4	disappearance	disappearance	NOUN
eurjchem-1298	56	5	of	of	ADP
eurjchem-1298	56	6	the	the	DET
eurjchem-1298	56	7	protected	protect	VERB
eurjchem-1298	56	8	1‐	1‐	NUM
eurjchem-1298	56	9	cqa	cqa	ADJ
eurjchem-1298	56	10	spot	spot	NOUN
eurjchem-1298	56	11	(	(	PUNCT
eurjchem-1298	56	12	7	7	NUM
eurjchem-1298	56	13	days	day	NOUN
eurjchem-1298	56	14	)	)	PUNCT
eurjchem-1298	56	15	,	,	PUNCT
eurjchem-1298	56	16	the	the	DET
eurjchem-1298	56	17	reaction	reaction	NOUN
eurjchem-1298	56	18	is	be	AUX
eurjchem-1298	56	19	stopped	stop	VERB
eurjchem-1298	56	20	and	and	CCONJ
eurjchem-1298	56	21	added	add	VERB
eurjchem-1298	56	22	with	with	ADP
eurjchem-1298	56	23	dichloromethane	dichloromethane	NOUN
eurjchem-1298	56	24	(	(	PUNCT
eurjchem-1298	56	25	5	5	NUM
eurjchem-1298	56	26	ml	ml	NOUN
eurjchem-1298	56	27	)	)	PUNCT
eurjchem-1298	56	28	forming	form	VERB
eurjchem-1298	56	29	two	two	NUM
eurjchem-1298	56	30	layers	layer	NOUN
eurjchem-1298	56	31	.	.	PUNCT
eurjchem-1298	57	1	the	the	DET
eurjchem-1298	57	2	aqueous	aqueous	ADJ
eurjchem-1298	57	3	phase	phase	NOUN
eurjchem-1298	57	4	was	be	AUX
eurjchem-1298	57	5	separated	separate	VERB
eurjchem-1298	57	6	,	,	PUNCT
eurjchem-1298	57	7	saturated	saturate	VERB
eurjchem-1298	57	8	with	with	ADP
eurjchem-1298	57	9	solid	solid	ADJ
eurjchem-1298	57	10	nacl	nacl	NOUN
eurjchem-1298	57	11	,	,	PUNCT
eurjchem-1298	57	12	and	and	CCONJ
eurjchem-1298	57	13	extracted	extract	VERB
eurjchem-1298	57	14	with	with	ADP
eurjchem-1298	57	15	etoac	etoac	ADJ
eurjchem-1298	57	16	(	(	PUNCT
eurjchem-1298	57	17	3	3	NUM
eurjchem-1298	57	18	×	×	NOUN
eurjchem-1298	57	19	30	30	NUM
eurjchem-1298	57	20	ml	ml	NOUN
eurjchem-1298	57	21	)	)	PUNCT
eurjchem-1298	57	22	.	.	PUNCT
eurjchem-1298	58	1	the	the	DET
eurjchem-1298	58	2	combined	combine	VERB
eurjchem-1298	58	3	organic	organic	ADJ
eurjchem-1298	58	4	extracts	extract	NOUN
eurjchem-1298	58	5	were	be	AUX
eurjchem-1298	58	6	dried	dry	VERB
eurjchem-1298	58	7	over	over	ADP
eurjchem-1298	58	8	na2so4	na2so4	NOUN
eurjchem-1298	58	9	and	and	CCONJ
eurjchem-1298	58	10	concentrated	concentrate	VERB
eurjchem-1298	58	11	under	under	ADP
eurjchem-1298	58	12	reduced	reduced	ADJ
eurjchem-1298	58	13	pressure	pressure	NOUN
eurjchem-1298	58	14	to	to	PART
eurjchem-1298	58	15	give	give	VERB
eurjchem-1298	58	16	desired	desire	VERB
eurjchem-1298	58	17	1‐cqa	1‐cqa	NUM
eurjchem-1298	58	18	,	,	PUNCT
eurjchem-1298	58	19	compound	compound	NOUN
eurjchem-1298	58	20	8	8	NUM
eurjchem-1298	58	21	(	(	PUNCT
eurjchem-1298	58	22	scheme	scheme	NOUN
eurjchem-1298	58	23	2	2	NUM
eurjchem-1298	58	24	)	)	PUNCT
eurjchem-1298	58	25	as	as	ADP
eurjchem-1298	58	26	powder	powder	NOUN
eurjchem-1298	58	27	.	.	PUNCT
eurjchem-1298	59	1	color	color	NOUN
eurjchem-1298	59	2	:	:	PUNCT
eurjchem-1298	59	3	pale	pale	ADJ
eurjchem-1298	59	4	yellow	yellow	ADJ
eurjchem-1298	59	5	.	.	PUNCT
eurjchem-1298	60	1	yield	yield	NOUN
eurjchem-1298	60	2	:	:	PUNCT
eurjchem-1298	60	3	89	89	NUM
eurjchem-1298	60	4	%	%	NOUN
eurjchem-1298	60	5	.	.	PUNCT
eurjchem-1298	61	1	1h	1h	NUM
eurjchem-1298	61	2	nmr	nmr	NOUN
eurjchem-1298	61	3	(	(	PUNCT
eurjchem-1298	61	4	400	400	NUM
eurjchem-1298	61	5	mhz	mhz	NOUN
eurjchem-1298	61	6	,	,	PUNCT
eurjchem-1298	61	7	cd3od	cd3od	NOUN
eurjchem-1298	61	8	,	,	PUNCT
eurjchem-1298	61	9	δ	δ	PROPN
eurjchem-1298	61	10	,	,	PUNCT
eurjchem-1298	61	11	ppm	ppm	NOUN
eurjchem-1298	61	12	):	):	PUNCT
eurjchem-1298	61	13	1.89	1.89	NUM
eurjchem-1298	61	14	(	(	PUNCT
eurjchem-1298	61	15	dd	dd	NOUN
eurjchem-1298	61	16	,	,	PUNCT
eurjchem-1298	61	17	1h	1h	NUM
eurjchem-1298	61	18	,	,	PUNCT
eurjchem-1298	61	19	j	j	PROPN
eurjchem-1298	61	20	=	=	PROPN
eurjchem-1298	61	21	13.8	13.8	NUM
eurjchem-1298	61	22	,	,	PUNCT
eurjchem-1298	61	23	9.9	9.9	NUM
eurjchem-1298	61	24	hz	hz	NOUN
eurjchem-1298	61	25	,	,	PUNCT
eurjchem-1298	61	26	cyclohexyl‐h	cyclohexyl‐h	PROPN
eurjchem-1298	61	27	)	)	PUNCT
eurjchem-1298	61	28	,	,	PUNCT
eurjchem-1298	61	29	2.19	2.19	NUM
eurjchem-1298	61	30	(	(	PUNCT
eurjchem-1298	61	31	dd	dd	PROPN
eurjchem-1298	61	32	,	,	PUNCT
eurjchem-1298	61	33	1h	1h	NUM
eurjchem-1298	61	34	,	,	PUNCT
eurjchem-1298	61	35	j	j	PROPN
eurjchem-1298	61	36	=	=	SYM
eurjchem-1298	61	37	14.8	14.8	NUM
eurjchem-1298	61	38	,	,	PUNCT
eurjchem-1298	61	39	3.3	3.3	NUM
eurjchem-1298	61	40	hz	hz	NOUN
eurjchem-1298	61	41	,	,	PUNCT
eurjchem-1298	61	42	cyclohexyl‐h	cyclohexyl‐h	PROPN
eurjchem-1298	61	43	)	)	PUNCT
eurjchem-1298	61	44	,	,	PUNCT
eurjchem-1298	61	45	2.42	2.42	NUM
eurjchem-1298	61	46	(	(	PUNCT
eurjchem-1298	61	47	d	d	PROPN
eurjchem-1298	61	48	,	,	PUNCT
eurjchem-1298	61	49	1h	1h	NUM
eurjchem-1298	61	50	,	,	PUNCT
eurjchem-1298	61	51	j	j	PROPN
eurjchem-1298	61	52	=	=	PROPN
eurjchem-1298	61	53	12.4	12.4	NUM
eurjchem-1298	61	54	hz	hz	VERB
eurjchem-1298	61	55	,	,	PUNCT
eurjchem-1298	61	56	cyclohexyl‐h	cyclohexyl‐h	PROPN
eurjchem-1298	61	57	)	)	PUNCT
eurjchem-1298	61	58	,	,	PUNCT
eurjchem-1298	61	59	2.56	2.56	NUM
eurjchem-1298	61	60	(	(	PUNCT
eurjchem-1298	61	61	d	d	PROPN
eurjchem-1298	61	62	,	,	PUNCT
eurjchem-1298	61	63	1h	1h	NUM
eurjchem-1298	61	64	,	,	PUNCT
eurjchem-1298	61	65	j	j	PROPN
eurjchem-1298	61	66	=	=	SYM
eurjchem-1298	61	67	12.9	12.9	NUM
eurjchem-1298	61	68	hz	hz	NOUN
eurjchem-1298	61	69	,	,	PUNCT
eurjchem-1298	61	70	cyclohexyl‐h	cyclohexyl‐h	PROPN
eurjchem-1298	61	71	)	)	PUNCT
eurjchem-1298	61	72	,	,	PUNCT
eurjchem-1298	61	73	3.46	3.46	NUM
eurjchem-1298	61	74	(	(	PUNCT
eurjchem-1298	61	75	dd	dd	PROPN
eurjchem-1298	61	76	,	,	PUNCT
eurjchem-1298	61	77	1h	1h	NUM
eurjchem-1298	61	78	,	,	PUNCT
eurjchem-1298	61	79	j	j	PROPN
eurjchem-1298	61	80	=	=	SYM
eurjchem-1298	61	81	8.4	8.4	NUM
eurjchem-1298	61	82	,	,	PUNCT
eurjchem-1298	61	83	3.5	3.5	NUM
eurjchem-1298	61	84	hz	hz	NOUN
eurjchem-1298	61	85	,	,	PUNCT
eurjchem-1298	61	86	ch‐ohch2	ch‐ohch2	PROPN
eurjchem-1298	61	87	)	)	PUNCT
eurjchem-1298	61	88	,	,	PUNCT
eurjchem-1298	61	89	4.07	4.07	NUM
eurjchem-1298	61	90	(	(	PUNCT
eurjchem-1298	61	91	ddd	ddd	PROPN
eurjchem-1298	61	92	,	,	PUNCT
eurjchem-1298	61	93	1h	1h	NUM
eurjchem-1298	61	94	,	,	PUNCT
eurjchem-1298	61	95	j	j	PROPN
eurjchem-1298	61	96	=	=	PROPN
eurjchem-1298	61	97	15.5	15.5	NUM
eurjchem-1298	61	98	,	,	PUNCT
eurjchem-1298	61	99	6.0	6.0	NUM
eurjchem-1298	61	100	,	,	PUNCT
eurjchem-1298	61	101	3.0	3.0	NUM
eurjchem-1298	61	102	hz	hz	NOUN
eurjchem-1298	61	103	,	,	PUNCT
eurjchem-1298	61	104	ch‐ohch2	ch‐ohch2	PROPN
eurjchem-1298	61	105	)	)	PUNCT
eurjchem-1298	61	106	,	,	PUNCT
eurjchem-1298	61	107	4.14	4.14	NUM
eurjchem-1298	61	108	(	(	PUNCT
eurjchem-1298	61	109	dd	dd	PROPN
eurjchem-1298	61	110	,	,	PUNCT
eurjchem-1298	61	111	1h	1h	NUM
eurjchem-1298	61	112	,	,	PUNCT
eurjchem-1298	61	113	j	j	PROPN
eurjchem-1298	61	114	=	=	SYM
eurjchem-1298	61	115	8.2	8.2	NUM
eurjchem-1298	61	116	,	,	PUNCT
eurjchem-1298	61	117	3.8	3.8	NUM
eurjchem-1298	61	118	hz	hz	NOUN
eurjchem-1298	61	119	,	,	PUNCT
eurjchem-1298	61	120	ch‐ohcoh	ch‐ohcoh	NOUN
eurjchem-1298	61	121	)	)	PUNCT
eurjchem-1298	61	122	,	,	PUNCT
eurjchem-1298	61	123	6.27	6.27	NUM
eurjchem-1298	61	124	(	(	PUNCT
eurjchem-1298	61	125	d	d	PROPN
eurjchem-1298	61	126	,	,	PUNCT
eurjchem-1298	61	127	1h	1h	NUM
eurjchem-1298	61	128	,	,	PUNCT
eurjchem-1298	61	129	j	j	PROPN
eurjchem-1298	61	130	=	=	SYM
eurjchem-1298	61	131	15.9	15.9	NUM
eurjchem-1298	61	132	hz	hz	NOUN
eurjchem-1298	61	133	,	,	PUNCT
eurjchem-1298	61	134	co‐ch‐ch‐ph	co‐ch‐ch‐ph	PROPN
eurjchem-1298	61	135	)	)	PUNCT
eurjchem-1298	61	136	,	,	PUNCT
eurjchem-1298	61	137	6.77	6.77	NUM
eurjchem-1298	61	138	(	(	PUNCT
eurjchem-1298	61	139	d	d	PROPN
eurjchem-1298	61	140	,	,	PUNCT
eurjchem-1298	61	141	1h	1h	NUM
eurjchem-1298	61	142	,	,	PUNCT
eurjchem-1298	61	143	j	j	PROPN
eurjchem-1298	61	144	=	=	SYM
eurjchem-1298	61	145	8.1	8.1	NUM
eurjchem-1298	61	146	hz	hz	VERB
eurjchem-1298	61	147	,	,	PUNCT
eurjchem-1298	61	148	ar‐h	ar‐h	PROPN
eurjchem-1298	61	149	)	)	PUNCT
eurjchem-1298	61	150	,	,	PUNCT
eurjchem-1298	61	151	6.94	6.94	NUM
eurjchem-1298	61	152	(	(	PUNCT
eurjchem-1298	61	153	dd	dd	PROPN
eurjchem-1298	61	154	,	,	PUNCT
eurjchem-1298	61	155	1h	1h	NUM
eurjchem-1298	61	156	,	,	PUNCT
eurjchem-1298	61	157	j	j	PROPN
eurjchem-1298	61	158	=	=	SYM
eurjchem-1298	61	159	8.2	8.2	NUM
eurjchem-1298	61	160	,	,	PUNCT
eurjchem-1298	61	161	1.8	1.8	NUM
eurjchem-1298	61	162	hz	hz	ADJ
eurjchem-1298	61	163	,	,	PUNCT
eurjchem-1298	61	164	ar‐h	ar‐h	PROPN
eurjchem-1298	61	165	)	)	PUNCT
eurjchem-1298	61	166	,	,	PUNCT
eurjchem-1298	61	167	7.04	7.04	NUM
eurjchem-1298	61	168	(	(	PUNCT
eurjchem-1298	61	169	d	d	PROPN
eurjchem-1298	61	170	,	,	PUNCT
eurjchem-1298	61	171	1h	1h	NUM
eurjchem-1298	61	172	,	,	PUNCT
eurjchem-1298	61	173	j	j	PROPN
eurjchem-1298	61	174	=	=	PROPN
eurjchem-1298	61	175	2.0	2.0	NUM
eurjchem-1298	61	176	hz	hz	NOUN
eurjchem-1298	61	177	,	,	PUNCT
eurjchem-1298	61	178	ar‐h	ar‐h	PROPN
eurjchem-1298	61	179	)	)	PUNCT
eurjchem-1298	61	180	,	,	PUNCT
eurjchem-1298	61	181	7.54	7.54	NUM
eurjchem-1298	61	182	(	(	PUNCT
eurjchem-1298	61	183	d	d	PROPN
eurjchem-1298	61	184	,	,	PUNCT
eurjchem-1298	61	185	1h	1h	NUM
eurjchem-1298	61	186	,	,	PUNCT
eurjchem-1298	61	187	j	j	PROPN
eurjchem-1298	61	188	=	=	PROPN
eurjchem-1298	61	189	15.9	15.9	NUM
eurjchem-1298	61	190	hz	hz	NOUN
eurjchem-1298	61	191	,	,	PUNCT
eurjchem-1298	61	192	ph‐ch‐ch‐co	ph‐ch‐ch‐co	PRON
eurjchem-1298	61	193	)	)	PUNCT
eurjchem-1298	61	194	.	.	PUNCT
eurjchem-1298	62	1	nmr	nmr	NOUN
eurjchem-1298	62	2	data	datum	NOUN
eurjchem-1298	62	3	were	be	AUX
eurjchem-1298	62	4	in	in	ADP
eurjchem-1298	62	5	good	good	ADJ
eurjchem-1298	62	6	agreement	agreement	NOUN
eurjchem-1298	62	7	with	with	ADP
eurjchem-1298	62	8	literature	literature	NOUN
eurjchem-1298	62	9	data	datum	NOUN
eurjchem-1298	62	10	[	[	X
eurjchem-1298	62	11	11	11	NUM
eurjchem-1298	62	12	]	]	PUNCT
eurjchem-1298	62	13	.	.	PUNCT
eurjchem-1298	63	1	2.4	2.4	NUM
eurjchem-1298	63	2	.	.	PUNCT
eurjchem-1298	63	3	preparation	preparation	NOUN
eurjchem-1298	63	4	of	of	ADP
eurjchem-1298	63	5	methyl	methyl	NOUN
eurjchem-1298	63	6	3,4‐o‐isopropylidene‐1,5‐quinate	3,4‐o‐isopropylidene‐1,5‐quinate	NUM
eurjchem-1298	63	7	(	(	PUNCT
eurjchem-1298	63	8	6	6	NUM
eurjchem-1298	63	9	)	)	PUNCT
eurjchem-1298	63	10	to	to	ADP
eurjchem-1298	63	11	a	a	DET
eurjchem-1298	63	12	solution	solution	NOUN
eurjchem-1298	63	13	of	of	ADP
eurjchem-1298	63	14	acetone	acetone	NOUN
eurjchem-1298	63	15	quinide	quinide	NOUN
eurjchem-1298	63	16	(	(	PUNCT
eurjchem-1298	63	17	5	5	NUM
eurjchem-1298	63	18	)	)	PUNCT
eurjchem-1298	63	19	(	(	PUNCT
eurjchem-1298	63	20	750	750	NUM
eurjchem-1298	63	21	mg	mg	NOUN
eurjchem-1298	63	22	,	,	PUNCT
eurjchem-1298	63	23	3.51	3.51	NUM
eurjchem-1298	63	24	mmol	mmol	NOUN
eurjchem-1298	63	25	)	)	PUNCT
eurjchem-1298	63	26	in	in	ADP
eurjchem-1298	63	27	methanol	methanol	NOUN
eurjchem-1298	63	28	(	(	PUNCT
eurjchem-1298	63	29	30	30	NUM
eurjchem-1298	63	30	ml	ml	NOUN
eurjchem-1298	63	31	)	)	PUNCT
eurjchem-1298	63	32	,	,	PUNCT
eurjchem-1298	63	33	sodium	sodium	NOUN
eurjchem-1298	63	34	methoxide	methoxide	NOUN
eurjchem-1298	63	35	(	(	PUNCT
eurjchem-1298	63	36	302.8	302.8	NUM
eurjchem-1298	63	37	mg	mg	PROPN
eurjchem-1298	63	38	,	,	PUNCT
eurjchem-1298	63	39	4.21	4.21	NUM
eurjchem-1298	63	40	mmol	mmol	NOUN
eurjchem-1298	63	41	)	)	PUNCT
eurjchem-1298	63	42	was	be	AUX
eurjchem-1298	63	43	added	add	VERB
eurjchem-1298	63	44	and	and	CCONJ
eurjchem-1298	63	45	the	the	DET
eurjchem-1298	63	46	mixture	mixture	NOUN
eurjchem-1298	63	47	was	be	AUX
eurjchem-1298	63	48	stirred	stir	VERB
eurjchem-1298	63	49	at	at	ADP
eurjchem-1298	63	50	room	room	NOUN
eurjchem-1298	63	51	temperature	temperature	NOUN
eurjchem-1298	63	52	for	for	ADP
eurjchem-1298	63	53	5	5	NUM
eurjchem-1298	63	54	h.	h.	NOUN
eurjchem-1298	63	55	acetic	acetic	ADJ
eurjchem-1298	63	56	acid	acid	NOUN
eurjchem-1298	63	57	(	(	PUNCT
eurjchem-1298	63	58	150	150	NUM
eurjchem-1298	63	59	μl	μl	PRON
eurjchem-1298	63	60	)	)	PUNCT
eurjchem-1298	63	61	was	be	AUX
eurjchem-1298	63	62	added	add	VERB
eurjchem-1298	63	63	to	to	ADP
eurjchem-1298	63	64	the	the	DET
eurjchem-1298	63	65	mixture	mixture	NOUN
eurjchem-1298	63	66	after	after	SCONJ
eurjchem-1298	63	67	which	which	PRON
eurjchem-1298	63	68	was	be	AUX
eurjchem-1298	63	69	cooled	cool	VERB
eurjchem-1298	63	70	to	to	ADP
eurjchem-1298	63	71	0	0	NUM
eurjchem-1298	63	72	c	c	NUM
eurjchem-1298	63	73	,	,	PUNCT
eurjchem-1298	63	74	then	then	ADV
eurjchem-1298	63	75	let	let	VERB
eurjchem-1298	63	76	it	it	PRON
eurjchem-1298	63	77	to	to	PART
eurjchem-1298	63	78	warm	warm	VERB
eurjchem-1298	63	79	back	back	ADV
eurjchem-1298	63	80	to	to	ADP
eurjchem-1298	63	81	room	room	NOUN
eurjchem-1298	63	82	temperature	temperature	NOUN
eurjchem-1298	63	83	.	.	PUNCT
eurjchem-1298	64	1	solvent	solvent	PROPN
eurjchem-1298	64	2	was	be	AUX
eurjchem-1298	64	3	evaporated	evaporate	VERB
eurjchem-1298	64	4	under	under	ADP
eurjchem-1298	64	5	reduced	reduce	VERB
eurjchem-1298	64	6	pressure	pressure	NOUN
eurjchem-1298	64	7	to	to	PART
eurjchem-1298	64	8	get	get	VERB
eurjchem-1298	64	9	crude	crude	ADJ
eurjchem-1298	64	10	product	product	NOUN
eurjchem-1298	64	11	that	that	PRON
eurjchem-1298	64	12	was	be	AUX
eurjchem-1298	64	13	purified	purify	VERB
eurjchem-1298	64	14	over	over	ADP
eurjchem-1298	64	15	column	column	NOUN
eurjchem-1298	64	16	chromatography	chromatography	NOUN
eurjchem-1298	64	17	on	on	ADP
eurjchem-1298	64	18	silica	silica	NOUN
eurjchem-1298	64	19	gel	gel	NOUN
eurjchem-1298	64	20	(	(	PUNCT
eurjchem-1298	64	21	n‐hexane	n‐hexane	VERB
eurjchem-1298	64	22	:	:	PUNCT
eurjchem-1298	64	23	etoac	etoac	ADJ
eurjchem-1298	64	24	,	,	PUNCT
eurjchem-1298	64	25	1:1	1:1	NUM
eurjchem-1298	64	26	,	,	PUNCT
eurjchem-1298	64	27	v	v	NOUN
eurjchem-1298	64	28	:	:	SYM
eurjchem-1298	64	29	v	v	NOUN
eurjchem-1298	64	30	)	)	PUNCT
eurjchem-1298	64	31	to	to	PART
eurjchem-1298	64	32	give	give	VERB
eurjchem-1298	64	33	the	the	DET
eurjchem-1298	64	34	desired	desire	VERB
eurjchem-1298	64	35	product	product	NOUN
eurjchem-1298	64	36	,	,	PUNCT
eurjchem-1298	64	37	compound	compound	NOUN
eurjchem-1298	64	38	6	6	NUM
eurjchem-1298	64	39	(	(	PUNCT
eurjchem-1298	64	40	scheme	scheme	NOUN
eurjchem-1298	64	41	2	2	NUM
eurjchem-1298	64	42	)	)	PUNCT
eurjchem-1298	64	43	.	.	PUNCT
eurjchem-1298	65	1	color	color	NOUN
eurjchem-1298	65	2	:	:	PUNCT
eurjchem-1298	65	3	colorless	colorless	ADJ
eurjchem-1298	65	4	liquid	liquid	NOUN
eurjchem-1298	65	5	.	.	PUNCT
eurjchem-1298	66	1	yield	yield	NOUN
eurjchem-1298	66	2	:	:	PUNCT
eurjchem-1298	66	3	78	78	NUM
eurjchem-1298	66	4	%	%	NOUN
eurjchem-1298	66	5	.	.	PUNCT
eurjchem-1298	67	1	rf	rf	VERB
eurjchem-1298	67	2	=	=	NOUN
eurjchem-1298	67	3	0.17	0.17	NUM
eurjchem-1298	67	4	.	.	PUNCT
eurjchem-1298	68	1	1h	1h	NUM
eurjchem-1298	68	2	nmr	nmr	NOUN
eurjchem-1298	68	3	(	(	PUNCT
eurjchem-1298	68	4	400	400	NUM
eurjchem-1298	68	5	mhz	mhz	NOUN
eurjchem-1298	68	6	,	,	PUNCT
eurjchem-1298	68	7	cdcl3	cdcl3	PROPN
eurjchem-1298	68	8	,	,	PUNCT
eurjchem-1298	68	9	δ	δ	PROPN
eurjchem-1298	68	10	,	,	PUNCT
eurjchem-1298	68	11	ppm	ppm	NUM
eurjchem-1298	68	12	):	):	PUNCT
eurjchem-1298	68	13	1.38	1.38	NUM
eurjchem-1298	68	14	(	(	PUNCT
eurjchem-1298	68	15	s	s	PROPN
eurjchem-1298	68	16	,	,	PUNCT
eurjchem-1298	68	17	3h	3h	NUM
eurjchem-1298	68	18	,	,	PUNCT
eurjchem-1298	68	19	ch3co2ch3	ch3co2ch3	ADJ
eurjchem-1298	68	20	)	)	PUNCT
eurjchem-1298	68	21	,	,	PUNCT
eurjchem-1298	68	22	1.55	1.55	NUM
eurjchem-1298	68	23	(	(	PUNCT
eurjchem-1298	68	24	s	s	PROPN
eurjchem-1298	68	25	,	,	PUNCT
eurjchem-1298	68	26	3h	3h	NUM
eurjchem-1298	68	27	ch3co2ch3	ch3co2ch3	ADJ
eurjchem-1298	68	28	)	)	PUNCT
eurjchem-1298	68	29	,	,	PUNCT
eurjchem-1298	68	30	1.88	1.88	NUM
eurjchem-1298	68	31	(	(	PUNCT
eurjchem-1298	68	32	dd	dd	PROPN
eurjchem-1298	68	33	,	,	PUNCT
eurjchem-1298	68	34	1h	1h	NUM
eurjchem-1298	68	35	,	,	PUNCT
eurjchem-1298	68	36	j	j	PROPN
eurjchem-1298	68	37	=	=	SYM
eurjchem-1298	68	38	13.5	13.5	NUM
eurjchem-1298	68	39	,	,	PUNCT
eurjchem-1298	68	40	10.9	10.9	NUM
eurjchem-1298	68	41	hz	hz	NOUN
eurjchem-1298	68	42	,	,	PUNCT
eurjchem-1298	68	43	cyclohexyl‐h	cyclohexyl‐h	PROPN
eurjchem-1298	68	44	)	)	PUNCT
eurjchem-1298	68	45	,	,	PUNCT
eurjchem-1298	68	46	2.08	2.08	NUM
eurjchem-1298	68	47	(	(	PUNCT
eurjchem-1298	68	48	dd	dd	PROPN
eurjchem-1298	68	49	,	,	PUNCT
eurjchem-1298	68	50	1h	1h	NUM
eurjchem-1298	68	51	,	,	PUNCT
eurjchem-1298	68	52	j	j	PROPN
eurjchem-1298	68	53	=	=	SYM
eurjchem-1298	68	54	13.7	13.7	NUM
eurjchem-1298	68	55	,	,	PUNCT
eurjchem-1298	68	56	4.1	4.1	NUM
eurjchem-1298	68	57	hz	hz	NOUN
eurjchem-1298	68	58	,	,	PUNCT
eurjchem-1298	68	59	cyclohexyl‐h	cyclohexyl‐h	PROPN
eurjchem-1298	68	60	)	)	PUNCT
eurjchem-1298	68	61	,	,	PUNCT
eurjchem-1298	68	62	2.26	2.26	NUM
eurjchem-1298	68	63	(	(	PUNCT
eurjchem-1298	68	64	d	d	NOUN
eurjchem-1298	68	65	,	,	PUNCT
eurjchem-1298	68	66	2h	2h	NUM
eurjchem-1298	68	67	,	,	PUNCT
eurjchem-1298	68	68	j	j	PROPN
eurjchem-1298	68	69	=	=	SYM
eurjchem-1298	68	70	3.9	3.9	NUM
eurjchem-1298	68	71	hz	hz	NOUN
eurjchem-1298	68	72	,	,	PUNCT
eurjchem-1298	68	73	cyclohexyl‐h	cyclohexyl‐h	PROPN
eurjchem-1298	68	74	)	)	PUNCT
eurjchem-1298	68	75	,	,	PUNCT
eurjchem-1298	68	76	2.63	2.63	NUM
eurjchem-1298	68	77	(	(	PUNCT
eurjchem-1298	68	78	s	s	PROPN
eurjchem-1298	68	79	,	,	PUNCT
eurjchem-1298	68	80	broad	broad	ADJ
eurjchem-1298	68	81	,	,	PUNCT
eurjchem-1298	68	82	1h	1h	NUM
eurjchem-1298	68	83	,	,	PUNCT
eurjchem-1298	68	84	oh	oh	INTJ
eurjchem-1298	68	85	)	)	PUNCT
eurjchem-1298	68	86	,	,	PUNCT
eurjchem-1298	68	87	3.41	3.41	NUM
eurjchem-1298	68	88	(	(	PUNCT
eurjchem-1298	68	89	s	s	PROPN
eurjchem-1298	68	90	,	,	PUNCT
eurjchem-1298	68	91	broad	broad	ADJ
eurjchem-1298	68	92	,	,	PUNCT
eurjchem-1298	68	93	1h	1h	NUM
eurjchem-1298	68	94	,	,	PUNCT
eurjchem-1298	68	95	oh	oh	INTJ
eurjchem-1298	68	96	)	)	PUNCT
eurjchem-1298	68	97	,	,	PUNCT
eurjchem-1298	68	98	3.82	3.82	NUM
eurjchem-1298	68	99	(	(	PUNCT
eurjchem-1298	68	100	s	s	PROPN
eurjchem-1298	68	101	,	,	PUNCT
eurjchem-1298	68	102	3h	3h	NUM
eurjchem-1298	68	103	,	,	PUNCT
eurjchem-1298	68	104	co‐o‐ch3	co‐o‐ch3	ADJ
eurjchem-1298	68	105	)	)	PUNCT
eurjchem-1298	68	106	,	,	PUNCT
eurjchem-1298	68	107	3.99	3.99	NUM
eurjchem-1298	68	108	(	(	PUNCT
eurjchem-1298	68	109	t	t	PROPN
eurjchem-1298	68	110	,	,	PUNCT
eurjchem-1298	68	111	1h	1h	NUM
eurjchem-1298	68	112	,	,	PUNCT
eurjchem-1298	68	113	j	j	PROPN
eurjchem-1298	68	114	=	=	SYM
eurjchem-1298	68	115	6.3	6.3	NUM
eurjchem-1298	68	116	hz	hz	NOUN
eurjchem-1298	68	117	,	,	PUNCT
eurjchem-1298	68	118	ch‐o	ch‐o	ADJ
eurjchem-1298	68	119	)	)	PUNCT
eurjchem-1298	68	120	,	,	PUNCT
eurjchem-1298	68	121	4.11‐4.17	4.11‐4.17	X
eurjchem-1298	68	122	(	(	PUNCT
eurjchem-1298	68	123	m	m	PROPN
eurjchem-1298	68	124	,	,	PUNCT
eurjchem-1298	68	125	1h	1h	NUM
eurjchem-1298	68	126	,	,	PUNCT
eurjchem-1298	68	127	ch‐o	ch‐o	NOUN
eurjchem-1298	68	128	)	)	PUNCT
eurjchem-1298	68	129	,	,	PUNCT
eurjchem-1298	68	130	4.46‐4.49	4.46‐4.49	NUM
eurjchem-1298	68	131	(	(	PUNCT
eurjchem-1298	68	132	m	m	PROPN
eurjchem-1298	68	133	,	,	PUNCT
eurjchem-1298	68	134	1h	1h	NUM
eurjchem-1298	68	135	,	,	PUNCT
eurjchem-1298	68	136	ch‐oh	ch‐oh	NUM
eurjchem-1298	68	137	)	)	PUNCT
eurjchem-1298	68	138	.	.	PUNCT
eurjchem-1298	69	1	nmr	nmr	NOUN
eurjchem-1298	69	2	data	datum	NOUN
eurjchem-1298	69	3	were	be	AUX
eurjchem-1298	69	4	in	in	ADP
eurjchem-1298	69	5	good	good	ADJ
eurjchem-1298	69	6	agreement	agreement	NOUN
eurjchem-1298	69	7	with	with	ADP
eurjchem-1298	69	8	literature	literature	NOUN
eurjchem-1298	69	9	data	datum	NOUN
eurjchem-1298	69	10	[	[	X
eurjchem-1298	69	11	16	16	NUM
eurjchem-1298	69	12	]	]	PUNCT
eurjchem-1298	69	13	.	.	PUNCT
eurjchem-1298	70	1	2.5	2.5	NUM
eurjchem-1298	70	2	.	.	PUNCT
eurjchem-1298	70	3	synthesis	synthesis	NOUN
eurjchem-1298	70	4	of	of	ADP
eurjchem-1298	70	5	protected	protect	VERB
eurjchem-1298	70	6	5‐cqa	5‐cqa	NUM
eurjchem-1298	70	7	(	(	PUNCT
eurjchem-1298	70	8	9	9	NUM
eurjchem-1298	70	9	)	)	PUNCT
eurjchem-1298	70	10	and	and	CCONJ
eurjchem-1298	70	11	1,5‐dicqa	1,5‐dicqa	NUM
eurjchem-1298	70	12	(	(	PUNCT
eurjchem-1298	70	13	10	10	NUM
eurjchem-1298	70	14	)	)	PUNCT
eurjchem-1298	70	15	to	to	ADP
eurjchem-1298	70	16	a	a	DET
eurjchem-1298	70	17	stirred	stir	VERB
eurjchem-1298	70	18	solution	solution	NOUN
eurjchem-1298	70	19	of	of	ADP
eurjchem-1298	70	20	methyl	methyl	NOUN
eurjchem-1298	70	21	quinate	quinate	NOUN
eurjchem-1298	70	22	(	(	PUNCT
eurjchem-1298	70	23	6	6	NUM
eurjchem-1298	70	24	)	)	PUNCT
eurjchem-1298	70	25	(	(	PUNCT
eurjchem-1298	70	26	400	400	NUM
eurjchem-1298	70	27	mg	mg	NOUN
eurjchem-1298	70	28	,	,	PUNCT
eurjchem-1298	70	29	1.62	1.62	NUM
eurjchem-1298	70	30	mmol	mmol	NOUN
eurjchem-1298	70	31	)	)	PUNCT
eurjchem-1298	70	32	in	in	ADP
eurjchem-1298	70	33	dichloromethane	dichloromethane	NOUN
eurjchem-1298	70	34	(	(	PUNCT
eurjchem-1298	70	35	15	15	NUM
eurjchem-1298	70	36	ml	ml	NOUN
eurjchem-1298	70	37	)	)	PUNCT
eurjchem-1298	70	38	,	,	PUNCT
eurjchem-1298	70	39	pyridine	pyridine	NOUN
eurjchem-1298	70	40	(	(	PUNCT
eurjchem-1298	70	41	6	6	NUM
eurjchem-1298	70	42	ml	ml	NOUN
eurjchem-1298	70	43	)	)	PUNCT
eurjchem-1298	70	44	,	,	PUNCT
eurjchem-1298	70	45	dmap	dmap	NOUN
eurjchem-1298	70	46	(	(	PUNCT
eurjchem-1298	70	47	11.4	11.4	NUM
eurjchem-1298	70	48	mg	mg	PROPN
eurjchem-1298	70	49	,	,	PUNCT
eurjchem-1298	70	50	0.09	0.09	NUM
eurjchem-1298	70	51	mmol	mmol	NOUN
eurjchem-1298	70	52	)	)	PUNCT
eurjchem-1298	70	53	and	and	CCONJ
eurjchem-1298	70	54	diacetyl	diacetyl	PROPN
eurjchem-1298	70	55	caffeoyl	caffeoyl	ADJ
eurjchem-1298	70	56	chloride	chloride	NOUN
eurjchem-1298	70	57	(	(	PUNCT
eurjchem-1298	70	58	3	3	NUM
eurjchem-1298	70	59	)	)	PUNCT
eurjchem-1298	70	60	(	(	PUNCT
eurjchem-1298	70	61	690	690	NUM
eurjchem-1298	70	62	mg	mg	PROPN
eurjchem-1298	70	63	,	,	PUNCT
eurjchem-1298	70	64	2.44	2.44	NUM
eurjchem-1298	70	65	mmol	mmol	NOUN
eurjchem-1298	70	66	)	)	PUNCT
eurjchem-1298	70	67	were	be	AUX
eurjchem-1298	70	68	respectively	respectively	ADV
eurjchem-1298	70	69	added	add	VERB
eurjchem-1298	70	70	.	.	PUNCT
eurjchem-1298	71	1	the	the	DET
eurjchem-1298	71	2	mixture	mixture	NOUN
eurjchem-1298	71	3	was	be	AUX
eurjchem-1298	71	4	continued	continue	VERB
eurjchem-1298	71	5	to	to	PART
eurjchem-1298	71	6	stir	stir	VERB
eurjchem-1298	71	7	up	up	ADP
eurjchem-1298	71	8	to	to	PART
eurjchem-1298	71	9	15	15	NUM
eurjchem-1298	71	10	h	h	NOUN
eurjchem-1298	71	11	at	at	ADP
eurjchem-1298	71	12	room	room	NOUN
eurjchem-1298	71	13	temperature	temperature	NOUN
eurjchem-1298	71	14	.	.	PUNCT
eurjchem-1298	72	1	the	the	DET
eurjchem-1298	72	2	resultant	resultant	NOUN
eurjchem-1298	72	3	reaction	reaction	NOUN
eurjchem-1298	72	4	mixture	mixture	NOUN
eurjchem-1298	72	5	was	be	AUX
eurjchem-1298	72	6	diluted	dilute	VERB
eurjchem-1298	72	7	with	with	ADP
eurjchem-1298	72	8	dichloromethane	dichloromethane	NOUN
eurjchem-1298	72	9	(	(	PUNCT
eurjchem-1298	72	10	80	80	NUM
eurjchem-1298	72	11	ml	ml	NOUN
eurjchem-1298	72	12	)	)	PUNCT
eurjchem-1298	72	13	,	,	PUNCT
eurjchem-1298	72	14	washed	wash	VERB
eurjchem-1298	72	15	with	with	ADP
eurjchem-1298	72	16	2	2	NUM
eurjchem-1298	72	17	m	m	NOUN
eurjchem-1298	72	18	hcl	hcl	NOUN
eurjchem-1298	72	19	,	,	PUNCT
eurjchem-1298	72	20	nahco3	nahco3	NOUN
eurjchem-1298	72	21	and	and	CCONJ
eurjchem-1298	72	22	brine	brine	NOUN
eurjchem-1298	72	23	(	(	PUNCT
eurjchem-1298	72	24	2	2	NUM
eurjchem-1298	72	25	×	×	NOUN
eurjchem-1298	72	26	20	20	NUM
eurjchem-1298	72	27	ml	ml	NOUN
eurjchem-1298	72	28	)	)	PUNCT
eurjchem-1298	72	29	each	each	PRON
eurjchem-1298	72	30	.	.	PUNCT
eurjchem-1298	73	1	the	the	DET
eurjchem-1298	73	2	organic	organic	ADJ
eurjchem-1298	73	3	phase	phase	NOUN
eurjchem-1298	73	4	was	be	AUX
eurjchem-1298	73	5	dried	dry	VERB
eurjchem-1298	73	6	over	over	ADP
eurjchem-1298	73	7	mgso4	mgso4	PROPN
eurjchem-1298	73	8	and	and	CCONJ
eurjchem-1298	73	9	concentrated	concentrate	VERB
eurjchem-1298	73	10	under	under	ADP
eurjchem-1298	73	11	reduced	reduce	VERB
eurjchem-1298	73	12	pressure	pressure	NOUN
eurjchem-1298	73	13	to	to	PART
eurjchem-1298	73	14	afford	afford	VERB
eurjchem-1298	73	15	crude	crude	ADJ
eurjchem-1298	73	16	ester	ester	NOUN
eurjchem-1298	73	17	.	.	PUNCT
eurjchem-1298	74	1	this	this	PRON
eurjchem-1298	74	2	was	be	AUX
eurjchem-1298	74	3	purified	purify	VERB
eurjchem-1298	74	4	over	over	ADP
eurjchem-1298	74	5	column	column	NOUN
eurjchem-1298	74	6	chromatography	chromatography	NOUN
eurjchem-1298	74	7	on	on	ADP
eurjchem-1298	74	8	silica	silica	NOUN
eurjchem-1298	74	9	gel	gel	NOUN
eurjchem-1298	74	10	(	(	PUNCT
eurjchem-1298	74	11	dichloromethane	dichloromethane	NOUN
eurjchem-1298	74	12	:	:	PUNCT
eurjchem-1298	74	13	diethyl	diethyl	NOUN
eurjchem-1298	74	14	ether	ether	NOUN
eurjchem-1298	74	15	,	,	PUNCT
eurjchem-1298	74	16	1:1	1:1	NUM
eurjchem-1298	74	17	,	,	PUNCT
eurjchem-1298	74	18	v	v	NOUN
eurjchem-1298	74	19	:	:	SYM
eurjchem-1298	74	20	v	v	NOUN
eurjchem-1298	74	21	)	)	PUNCT
eurjchem-1298	74	22	to	to	PART
eurjchem-1298	74	23	give	give	VERB
eurjchem-1298	74	24	methyl	methyl	NOUN
eurjchem-1298	74	25	3,4‐o‐	3,4‐o‐	PROPN
eurjchem-1298	74	26	isopropylidene‐5‐diacetylcaffeoyl	isopropylidene‐5‐diacetylcaffeoyl	PROPN
eurjchem-1298	74	27	quinate	quinate	NOUN
eurjchem-1298	74	28	(	(	PUNCT
eurjchem-1298	74	29	9	9	NUM
eurjchem-1298	74	30	)	)	PUNCT
eurjchem-1298	74	31	and	and	CCONJ
eurjchem-1298	74	32	methyl	methyl	NOUN
eurjchem-1298	74	33	3,4‐	3,4‐	NUM
eurjchem-1298	74	34	o‐isopropylidene‐1,5‐diacetylcaffeoyl	o‐isopropylidene‐1,5‐diacetylcaffeoyl	PROPN
eurjchem-1298	74	35	quinate	quinate	NOUN
eurjchem-1298	74	36	(	(	PUNCT
eurjchem-1298	74	37	10	10	NUM
eurjchem-1298	74	38	)	)	PUNCT
eurjchem-1298	74	39	,	,	PUNCT
eurjchem-1298	74	40	scheme	scheme	NOUN
eurjchem-1298	74	41	2	2	NUM
eurjchem-1298	74	42	,	,	PUNCT
eurjchem-1298	74	43	as	as	ADP
eurjchem-1298	74	44	waxy	waxy	NOUN
eurjchem-1298	74	45	solid	solid	ADJ
eurjchem-1298	74	46	.	.	PUNCT
eurjchem-1298	75	1	methyl	methyl	NOUN
eurjchem-1298	75	2	3,4‐o‐isopropylidene‐5‐diacetylcaffeoyl	3,4‐o‐isopropylidene‐5‐diacetylcaffeoyl	PROPN
eurjchem-1298	75	3	quinate	quinate	NOUN
eurjchem-1298	75	4	(	(	PUNCT
eurjchem-1298	75	5	9	9	NUM
eurjchem-1298	75	6	):	):	PUNCT
eurjchem-1298	75	7	color	color	NOUN
eurjchem-1298	75	8	:	:	PUNCT
eurjchem-1298	75	9	off	off	ADP
eurjchem-1298	75	10	white	white	PROPN
eurjchem-1298	75	11	.	.	PUNCT
eurjchem-1298	76	1	yield	yield	NOUN
eurjchem-1298	76	2	:	:	PUNCT
eurjchem-1298	76	3	58	58	NUM
eurjchem-1298	76	4	%	%	NOUN
eurjchem-1298	76	5	.	.	PUNCT
eurjchem-1298	77	1	ft‐ir	ft‐ir	NOUN
eurjchem-1298	77	2	(	(	PUNCT
eurjchem-1298	77	3	kbr	kbr	PROPN
eurjchem-1298	77	4	,	,	PUNCT
eurjchem-1298	77	5			PROPN
eurjchem-1298	77	6	,	,	PUNCT
eurjchem-1298	77	7	cm‐1	cm‐1	PROPN
eurjchem-1298	77	8	):	):	PUNCT
eurjchem-1298	77	9	3482	3482	NUM
eurjchem-1298	77	10	(	(	PUNCT
eurjchem-1298	77	11	oh	oh	INTJ
eurjchem-1298	77	12	)	)	PUNCT
eurjchem-1298	77	13	,	,	PUNCT
eurjchem-1298	77	14	3072	3072	NUM
eurjchem-1298	77	15	(	(	PUNCT
eurjchem-1298	77	16	c‐h	c‐h	X
eurjchem-1298	77	17	,	,	PUNCT
eurjchem-1298	77	18	aromatic	aromatic	ADJ
eurjchem-1298	77	19	)	)	PUNCT
eurjchem-1298	77	20	2987	2987	NUM
eurjchem-1298	77	21	(	(	PUNCT
eurjchem-1298	77	22	c‐h	c‐h	X
eurjchem-1298	77	23	,	,	PUNCT
eurjchem-1298	77	24	alkyl	alkyl	ADJ
eurjchem-1298	77	25	)	)	PUNCT
eurjchem-1298	77	26	,	,	PUNCT
eurjchem-1298	77	27	1774	1774	NUM
eurjchem-1298	77	28	(	(	PUNCT
eurjchem-1298	77	29	c	c	NOUN
eurjchem-1298	77	30	=	=	SYM
eurjchem-1298	77	31	o	o	NOUN
eurjchem-1298	77	32	,	,	PUNCT
eurjchem-1298	77	33	ester	ester	NOUN
eurjchem-1298	77	34	)	)	PUNCT
eurjchem-1298	77	35	,	,	PUNCT
eurjchem-1298	77	36	1716	1716	NUM
eurjchem-1298	77	37	(	(	PUNCT
eurjchem-1298	77	38	c	c	NOUN
eurjchem-1298	77	39	=	=	SYM
eurjchem-1298	77	40	o	o	NOUN
eurjchem-1298	77	41	,	,	PUNCT
eurjchem-1298	77	42	ester	ester	NOUN
eurjchem-1298	77	43	)	)	PUNCT
eurjchem-1298	77	44	,	,	PUNCT
eurjchem-1298	77	45	1638	1638	NUM
eurjchem-1298	77	46	(	(	PUNCT
eurjchem-1298	77	47	c	c	NOUN
eurjchem-1298	77	48	=	=	SYM
eurjchem-1298	77	49	c	c	NOUN
eurjchem-1298	77	50	,	,	PUNCT
eurjchem-1298	77	51	alkenyl	alkenyl	NOUN
eurjchem-1298	77	52	)	)	PUNCT
eurjchem-1298	77	53	,	,	PUNCT
eurjchem-1298	77	54	1506	1506	NUM
eurjchem-1298	77	55	(	(	PUNCT
eurjchem-1298	77	56	c	c	X
eurjchem-1298	77	57	=	=	SYM
eurjchem-1298	77	58	c	c	NOUN
eurjchem-1298	77	59	,	,	PUNCT
eurjchem-1298	77	60	aromatic	aromatic	NOUN
eurjchem-1298	77	61	)	)	PUNCT
eurjchem-1298	77	62	,	,	PUNCT
eurjchem-1298	77	63	1207	1207	NUM
eurjchem-1298	77	64	(	(	PUNCT
eurjchem-1298	77	65	c‐o‐c	c‐o‐c	NOUN
eurjchem-1298	77	66	,	,	PUNCT
eurjchem-1298	77	67	ester	ester	NOUN
eurjchem-1298	77	68	)	)	PUNCT
eurjchem-1298	77	69	,	,	PUNCT
eurjchem-1298	77	70	1179	1179	NUM
eurjchem-1298	77	71	(	(	PUNCT
eurjchem-1298	77	72	c‐o‐c	c‐o‐c	NOUN
eurjchem-1298	77	73	,	,	PUNCT
eurjchem-1298	77	74	ester	ester	NOUN
eurjchem-1298	77	75	)	)	PUNCT
eurjchem-1298	77	76	.	.	PUNCT
eurjchem-1298	78	1	1h	1h	NUM
eurjchem-1298	78	2	nmr	nmr	NOUN
eurjchem-1298	78	3	(	(	PUNCT
eurjchem-1298	78	4	400	400	NUM
eurjchem-1298	78	5	mhz	mhz	NOUN
eurjchem-1298	78	6	,	,	PUNCT
eurjchem-1298	78	7	cdcl3	cdcl3	PROPN
eurjchem-1298	78	8	,	,	PUNCT
eurjchem-1298	78	9	δ	δ	PROPN
eurjchem-1298	78	10	,	,	PUNCT
eurjchem-1298	78	11	ppm	ppm	NUM
eurjchem-1298	78	12	):	):	PUNCT
eurjchem-1298	78	13	1.38	1.38	NUM
eurjchem-1298	78	14	(	(	PUNCT
eurjchem-1298	78	15	s	s	PROPN
eurjchem-1298	78	16	,	,	PUNCT
eurjchem-1298	78	17	3h	3h	NUM
eurjchem-1298	78	18	,	,	PUNCT
eurjchem-1298	78	19	ch3co2ch3	ch3co2ch3	ADJ
eurjchem-1298	78	20	)	)	PUNCT
eurjchem-1298	78	21	,	,	PUNCT
eurjchem-1298	78	22	1.60	1.60	NUM
eurjchem-1298	78	23	(	(	PUNCT
eurjchem-1298	78	24	s	s	PROPN
eurjchem-1298	78	25	,	,	PUNCT
eurjchem-1298	78	26	3h	3h	NUM
eurjchem-1298	78	27	ch3co2ch3	ch3co2ch3	NOUN
eurjchem-1298	78	28	)	)	PUNCT
eurjchem-1298	78	29	,	,	PUNCT
eurjchem-1298	78	30	1.93	1.93	NUM
eurjchem-1298	78	31	(	(	PUNCT
eurjchem-1298	78	32	dd	dd	PROPN
eurjchem-1298	78	33	,	,	PUNCT
eurjchem-1298	78	34	1h	1h	NUM
eurjchem-1298	78	35	,	,	PUNCT
eurjchem-1298	78	36	j	j	PROPN
eurjchem-1298	78	37	=	=	PROPN
eurjchem-1298	78	38	13.2	13.2	NUM
eurjchem-1298	78	39	,	,	PUNCT
eurjchem-1298	78	40	11.0	11.0	NUM
eurjchem-1298	78	41	hz	hz	NOUN
eurjchem-1298	78	42	,	,	PUNCT
eurjchem-1298	78	43	cyclohexyl‐h	cyclohexyl‐h	PROPN
eurjchem-1298	78	44	)	)	PUNCT
eurjchem-1298	78	45	,	,	PUNCT
eurjchem-1298	78	46	2.22‐2.27	2.22‐2.27	NUM
eurjchem-1298	78	47	(	(	PUNCT
eurjchem-1298	78	48	1h	1h	NUM
eurjchem-1298	78	49	,	,	PUNCT
eurjchem-1298	78	50	cyclohexyl‐h	cyclohexyl‐h	NOUN
eurjchem-1298	78	51	)	)	PUNCT
eurjchem-1298	78	52	,	,	PUNCT
eurjchem-1298	78	53	2.31	2.31	NUM
eurjchem-1298	78	54	(	(	PUNCT
eurjchem-1298	78	55	s	s	PROPN
eurjchem-1298	78	56	,	,	PUNCT
eurjchem-1298	78	57	3h	3h	NUM
eurjchem-1298	78	58	,	,	PUNCT
eurjchem-1298	78	59	ch3co‐o	ch3co‐o	NOUN
eurjchem-1298	78	60	)	)	PUNCT
eurjchem-1298	78	61	,	,	PUNCT
eurjchem-1298	78	62	2.32	2.32	NUM
eurjchem-1298	78	63	(	(	PUNCT
eurjchem-1298	78	64	s	s	PROPN
eurjchem-1298	78	65	,	,	PUNCT
eurjchem-1298	78	66	3h	3h	NUM
eurjchem-1298	78	67	,	,	PUNCT
eurjchem-1298	78	68	ch3co‐o	ch3co‐o	NOUN
eurjchem-1298	78	69	)	)	PUNCT
eurjchem-1298	78	70	,	,	PUNCT
eurjchem-1298	78	71	2.33	2.33	NUM
eurjchem-1298	78	72	(	(	PUNCT
eurjchem-1298	78	73	d	d	NOUN
eurjchem-1298	78	74	,	,	PUNCT
eurjchem-1298	78	75	2h	2h	NUM
eurjchem-1298	78	76	,	,	PUNCT
eurjchem-1298	78	77	j	j	PROPN
eurjchem-1298	78	78	=	=	SYM
eurjchem-1298	78	79	3.4	3.4	NUM
eurjchem-1298	78	80	hz	hz	NOUN
eurjchem-1298	78	81	,	,	PUNCT
eurjchem-1298	78	82	cyclohexyl‐h	cyclohexyl‐h	PROPN
eurjchem-1298	78	83	)	)	PUNCT
eurjchem-1298	78	84	,	,	PUNCT
eurjchem-1298	78	85	3.45	3.45	NUM
eurjchem-1298	78	86	(	(	PUNCT
eurjchem-1298	78	87	s	s	PROPN
eurjchem-1298	78	88	,	,	PUNCT
eurjchem-1298	78	89	broad	broad	ADJ
eurjchem-1298	78	90	,	,	PUNCT
eurjchem-1298	78	91	1h	1h	NUM
eurjchem-1298	78	92	,	,	PUNCT
eurjchem-1298	78	93	oh	oh	INTJ
eurjchem-1298	78	94	)	)	PUNCT
eurjchem-1298	78	95	,	,	PUNCT
eurjchem-1298	78	96	3.79	3.79	NUM
eurjchem-1298	78	97	(	(	PUNCT
eurjchem-1298	78	98	s	s	PROPN
eurjchem-1298	78	99	,	,	PUNCT
eurjchem-1298	78	100	3h	3h	NUM
eurjchem-1298	78	101	,	,	PUNCT
eurjchem-1298	78	102	co‐o‐ch3	co‐o‐ch3	ADJ
eurjchem-1298	78	103	)	)	PUNCT
eurjchem-1298	78	104	,	,	PUNCT
eurjchem-1298	78	105	4.21	4.21	NUM
eurjchem-1298	78	106	(	(	PUNCT
eurjchem-1298	78	107	dd	dd	PROPN
eurjchem-1298	78	108	,	,	PUNCT
eurjchem-1298	78	109	1h	1h	NUM
eurjchem-1298	78	110	,	,	PUNCT
eurjchem-1298	78	111	j	j	PROPN
eurjchem-1298	78	112	=	=	SYM
eurjchem-1298	78	113	7.2	7.2	NUM
eurjchem-1298	78	114	,	,	PUNCT
eurjchem-1298	78	115	5.7	5.7	NUM
eurjchem-1298	78	116	hz	hz	NOUN
eurjchem-1298	78	117	,	,	PUNCT
eurjchem-1298	78	118	ch‐o‐lactone	ch‐o‐lactone	PROPN
eurjchem-1298	78	119	)	)	PUNCT
eurjchem-1298	78	120	,	,	PUNCT
eurjchem-1298	78	121	4.55	4.55	NUM
eurjchem-1298	78	122	(	(	PUNCT
eurjchem-1298	78	123	dd	dd	PROPN
eurjchem-1298	78	124	,	,	PUNCT
eurjchem-1298	78	125	1h	1h	NUM
eurjchem-1298	78	126	,	,	PUNCT
eurjchem-1298	78	127	j	j	PROPN
eurjchem-1298	78	128	=	=	SYM
eurjchem-1298	78	129	8.8	8.8	NUM
eurjchem-1298	78	130	,	,	PUNCT
eurjchem-1298	78	131	3.7	3.7	NUM
eurjchem-1298	78	132	hz	hz	NOUN
eurjchem-1298	78	133	,	,	PUNCT
eurjchem-1298	78	134	ch‐o‐lactone	ch‐o‐lactone	NUM
eurjchem-1298	78	135	)	)	PUNCT
eurjchem-1298	79	1	5.42‐5.48	5.42‐5.48	PROPN
eurjchem-1298	79	2	(	(	PUNCT
eurjchem-1298	79	3	m	m	PROPN
eurjchem-1298	79	4	,	,	PUNCT
eurjchem-1298	79	5	1h	1h	NUM
eurjchem-1298	79	6	,	,	PUNCT
eurjchem-1298	79	7	ch‐o‐caff	ch‐o‐caff	PROPN
eurjchem-1298	79	8	)	)	PUNCT
eurjchem-1298	79	9	,	,	PUNCT
eurjchem-1298	79	10	6.38	6.38	NUM
eurjchem-1298	79	11	(	(	PUNCT
eurjchem-1298	79	12	d	d	PROPN
eurjchem-1298	79	13	,	,	PUNCT
eurjchem-1298	79	14	1h	1h	NUM
eurjchem-1298	79	15	,	,	PUNCT
eurjchem-1298	79	16	j	j	PROPN
eurjchem-1298	79	17	=	=	PROPN
eurjchem-1298	79	18	15.9	15.9	NUM
eurjchem-1298	79	19	hz	hz	NOUN
eurjchem-1298	79	20	,	,	PUNCT
eurjchem-1298	79	21	co‐ch‐	co‐ch‐	X
eurjchem-1298	79	22	kadidae	kadidae	PROPN
eurjchem-1298	79	23	et	et	PROPN
eurjchem-1298	79	24	al	al	PROPN
eurjchem-1298	79	25	.	.	PUNCT
eurjchem-1298	79	26	/	/	SYM
eurjchem-1298	79	27	european	european	PROPN
eurjchem-1298	79	28	journal	journal	PROPN
eurjchem-1298	79	29	of	of	ADP
eurjchem-1298	79	30	chemistry	chemistry	NOUN
eurjchem-1298	79	31	6	6	NUM
eurjchem-1298	79	32	(	(	PUNCT
eurjchem-1298	79	33	4	4	NUM
eurjchem-1298	79	34	)	)	PUNCT
eurjchem-1298	79	35	(	(	PUNCT
eurjchem-1298	79	36	2015	2015	NUM
eurjchem-1298	79	37	)	)	PUNCT
eurjchem-1298	79	38	367‐373	367‐373	NUM
eurjchem-1298	80	1	369	369	NUM
eurjchem-1298	80	2	o	o	NOUN
eurjchem-1298	80	3	o	o	NOUN
eurjchem-1298	81	1	ho	ho	X
eurjchem-1298	82	1	o	o	X
eurjchem-1298	82	2	o	o	X
eurjchem-1298	82	3	ho	ho	PROPN
eurjchem-1298	82	4	ho	ho	PROPN
eurjchem-1298	83	1	oh	oh	INTJ
eurjchem-1298	83	2	oh	oh	INTJ
eurjchem-1298	83	3	cooh	cooh	VERB
eurjchem-1298	83	4	2,2	2,2	NUM
eurjchem-1298	83	5	-	-	ADJ
eurjchem-1298	83	6	dimethoxypropane	dimethoxypropane	ADJ
eurjchem-1298	83	7	p	p	NOUN
eurjchem-1298	83	8	-	-	PUNCT
eurjchem-1298	83	9	tsoh	tsoh	PROPN
eurjchem-1298	83	10	etoac	etoac	ADJ
eurjchem-1298	83	11	reflux	reflux	NOUN
eurjchem-1298	83	12	,	,	PUNCT
eurjchem-1298	83	13	3	3	NUM
eurjchem-1298	83	14	h	h	NOUN
eurjchem-1298	83	15	88	88	NUM
eurjchem-1298	83	16	%	%	NOUN
eurjchem-1298	83	17	4	4	NUM
eurjchem-1298	83	18	5	5	NUM
eurjchem-1298	83	19	aco	aco	PROPN
eurjchem-1298	83	20	oac	oac	VERB
eurjchem-1298	84	1	o	o	NOUN
eurjchem-1298	84	2	o	o	X
eurjchem-1298	85	1	o	o	X
eurjchem-1298	86	1	o	o	X
eurjchem-1298	87	1	o	o	X
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eurjchem-1298	95	1	o	o	NOUN
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eurjchem-1298	95	5	coome	coome	PROPN
eurjchem-1298	95	6	aco	aco	PROPN
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eurjchem-1298	96	1	o	o	X
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eurjchem-1298	98	9	8)	8)	NUM
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eurjchem-1298	98	12	-	-	PUNCT
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eurjchem-1298	98	45	=	=	PROPN
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eurjchem-1298	98	51	,	,	PUNCT
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eurjchem-1298	98	54	d	d	PROPN
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eurjchem-1298	98	59	=	=	SYM
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eurjchem-1298	98	62	,	,	PUNCT
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eurjchem-1298	98	74	=	=	PROPN
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eurjchem-1298	98	76	,	,	PUNCT
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eurjchem-1298	98	82	,	,	PUNCT
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eurjchem-1298	98	86	,	,	PUNCT
eurjchem-1298	98	87	1h	1h	NUM
eurjchem-1298	98	88	,	,	PUNCT
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eurjchem-1298	98	90	=	=	PROPN
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eurjchem-1298	98	93	,	,	PUNCT
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eurjchem-1298	98	96	.	.	PUNCT
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eurjchem-1298	99	12	):	):	PUNCT
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eurjchem-1298	99	19	,	,	PUNCT
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eurjchem-1298	99	33	,	,	PUNCT
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eurjchem-1298	99	36	1c	1c	NOUN
eurjchem-1298	99	37	,	,	PUNCT
eurjchem-1298	99	38	coch‐olefinic	coch‐olefinic	NOUN
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eurjchem-1298	99	40	,	,	PUNCT
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eurjchem-1298	99	43	1c	1c	NOUN
eurjchem-1298	99	44	,	,	PUNCT
eurjchem-1298	99	45	olefinic‐c	olefinic‐c	NOUN
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eurjchem-1298	99	47	,	,	PUNCT
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eurjchem-1298	99	50	1c	1c	NOUN
eurjchem-1298	99	51	,	,	PUNCT
eurjchem-1298	99	52	ar‐c	ar‐c	PROPN
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eurjchem-1298	99	54	,	,	PUNCT
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eurjchem-1298	99	57	1c	1c	NOUN
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eurjchem-1298	99	75	,	,	PUNCT
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eurjchem-1298	99	82	,	,	PUNCT
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eurjchem-1298	99	85	1c	1c	NOUN
eurjchem-1298	99	86	,	,	PUNCT
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eurjchem-1298	99	89	,	,	PUNCT
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eurjchem-1298	99	92	1c	1c	NOUN
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eurjchem-1298	99	96	,	,	PUNCT
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eurjchem-1298	99	106	1c	1c	NOUN
eurjchem-1298	99	107	,	,	PUNCT
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eurjchem-1298	99	110	,	,	PUNCT
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eurjchem-1298	99	113	1c	1c	X
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eurjchem-1298	99	118	,	,	PUNCT
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eurjchem-1298	99	121	1c	1c	NOUN
eurjchem-1298	99	122	,	,	PUNCT
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eurjchem-1298	99	125	,	,	PUNCT
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eurjchem-1298	99	132	,	,	PUNCT
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eurjchem-1298	99	142	1c	1c	NOUN
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eurjchem-1298	99	149	1c	1c	X
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eurjchem-1298	101	1	[	[	X
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eurjchem-1298	101	9	.	.	PUNCT
eurjchem-1298	101	10	methyl	methyl	NOUN
eurjchem-1298	101	11	3,4‐o‐isopropylidene‐1,5‐diacetylcaffeoyl	3,4‐o‐isopropylidene‐1,5‐diacetylcaffeoyl	PROPN
eurjchem-1298	101	12	quinate	quinate	NOUN
eurjchem-1298	101	13	(	(	PUNCT
eurjchem-1298	101	14	10	10	NUM
eurjchem-1298	101	15	):	):	PUNCT
eurjchem-1298	101	16	color	color	NOUN
eurjchem-1298	101	17	:	:	PUNCT
eurjchem-1298	101	18	white	white	ADJ
eurjchem-1298	102	1	.	.	PUNCT
eurjchem-1298	102	2	yield	yield	NOUN
eurjchem-1298	102	3	:	:	PUNCT
eurjchem-1298	102	4	3	3	NUM
eurjchem-1298	102	5	%	%	NOUN
eurjchem-1298	102	6	.	.	PUNCT
eurjchem-1298	103	1	ft‐ir	ft‐ir	NOUN
eurjchem-1298	103	2	(	(	PUNCT
eurjchem-1298	103	3	kbr	kbr	PROPN
eurjchem-1298	103	4	,	,	PUNCT
eurjchem-1298	103	5			PROPN
eurjchem-1298	103	6	,	,	PUNCT
eurjchem-1298	103	7	cm‐1	cm‐1	PROPN
eurjchem-1298	103	8	):	):	PUNCT
eurjchem-1298	103	9	3068	3068	NUM
eurjchem-1298	103	10	(	(	PUNCT
eurjchem-1298	103	11	c‐h	c‐h	X
eurjchem-1298	103	12	,	,	PUNCT
eurjchem-1298	103	13	aromatic	aromatic	ADJ
eurjchem-1298	103	14	)	)	PUNCT
eurjchem-1298	103	15	2926	2926	NUM
eurjchem-1298	103	16	(	(	PUNCT
eurjchem-1298	103	17	c‐h	c‐h	X
eurjchem-1298	103	18	,	,	PUNCT
eurjchem-1298	103	19	alkyl	alkyl	ADJ
eurjchem-1298	103	20	)	)	PUNCT
eurjchem-1298	103	21	,	,	PUNCT
eurjchem-1298	103	22	1775	1775	NUM
eurjchem-1298	103	23	(	(	PUNCT
eurjchem-1298	103	24	c	c	NOUN
eurjchem-1298	103	25	=	=	SYM
eurjchem-1298	103	26	o	o	NOUN
eurjchem-1298	103	27	,	,	PUNCT
eurjchem-1298	103	28	ester	ester	NOUN
eurjchem-1298	103	29	)	)	PUNCT
eurjchem-1298	103	30	,	,	PUNCT
eurjchem-1298	103	31	1716	1716	NUM
eurjchem-1298	103	32	(	(	PUNCT
eurjchem-1298	103	33	c	c	NOUN
eurjchem-1298	103	34	=	=	SYM
eurjchem-1298	103	35	o	o	NOUN
eurjchem-1298	103	36	,	,	PUNCT
eurjchem-1298	103	37	ester	ester	NOUN
eurjchem-1298	103	38	)	)	PUNCT
eurjchem-1298	103	39	,	,	PUNCT
eurjchem-1298	103	40	1638	1638	NUM
eurjchem-1298	103	41	(	(	PUNCT
eurjchem-1298	103	42	c	c	NOUN
eurjchem-1298	103	43	=	=	SYM
eurjchem-1298	103	44	c	c	NOUN
eurjchem-1298	103	45	,	,	PUNCT
eurjchem-1298	103	46	alkenyl	alkenyl	NOUN
eurjchem-1298	103	47	)	)	PUNCT
eurjchem-1298	103	48	,	,	PUNCT
eurjchem-1298	103	49	1505	1505	NUM
eurjchem-1298	103	50	(	(	PUNCT
eurjchem-1298	103	51	c	c	NOUN
eurjchem-1298	103	52	=	=	SYM
eurjchem-1298	103	53	c	c	NOUN
eurjchem-1298	103	54	,	,	PUNCT
eurjchem-1298	103	55	aromatic	aromatic	NOUN
eurjchem-1298	103	56	)	)	PUNCT
eurjchem-1298	103	57	,	,	PUNCT
eurjchem-1298	103	58	1205	1205	NUM
eurjchem-1298	103	59	(	(	PUNCT
eurjchem-1298	103	60	c‐o‐c	c‐o‐c	NOUN
eurjchem-1298	103	61	,	,	PUNCT
eurjchem-1298	103	62	ester	ester	NOUN
eurjchem-1298	103	63	)	)	PUNCT
eurjchem-1298	103	64	,	,	PUNCT
eurjchem-1298	103	65	1179	1179	NUM
eurjchem-1298	103	66	(	(	PUNCT
eurjchem-1298	103	67	c‐o‐c	c‐o‐c	NOUN
eurjchem-1298	103	68	,	,	PUNCT
eurjchem-1298	103	69	ester	ester	NOUN
eurjchem-1298	103	70	)	)	PUNCT
eurjchem-1298	103	71	.	.	PUNCT
eurjchem-1298	104	1	1h	1h	NUM
eurjchem-1298	104	2	nmr	nmr	NOUN
eurjchem-1298	104	3	(	(	PUNCT
eurjchem-1298	104	4	400	400	NUM
eurjchem-1298	104	5	mhz	mhz	NOUN
eurjchem-1298	104	6	,	,	PUNCT
eurjchem-1298	104	7	cdcl3	cdcl3	PROPN
eurjchem-1298	104	8	,	,	PUNCT
eurjchem-1298	104	9	δ	δ	PROPN
eurjchem-1298	104	10	,	,	PUNCT
eurjchem-1298	104	11	ppm	ppm	NOUN
eurjchem-1298	104	12	):	):	PUNCT
eurjchem-1298	104	13	1.33	1.33	NUM
eurjchem-1298	104	14	(	(	PUNCT
eurjchem-1298	104	15	s	s	PROPN
eurjchem-1298	104	16	,	,	PUNCT
eurjchem-1298	104	17	3h	3h	NUM
eurjchem-1298	104	18	,	,	PUNCT
eurjchem-1298	104	19	ch3co2ch3	ch3co2ch3	ADJ
eurjchem-1298	104	20	)	)	PUNCT
eurjchem-1298	104	21	,	,	PUNCT
eurjchem-1298	104	22	1.50	1.50	NUM
eurjchem-1298	104	23	(	(	PUNCT
eurjchem-1298	104	24	s	s	PROPN
eurjchem-1298	104	25	,	,	PUNCT
eurjchem-1298	104	26	3h	3h	NUM
eurjchem-1298	104	27	,	,	PUNCT
eurjchem-1298	104	28	ch3co2ch3	ch3co2ch3	ADJ
eurjchem-1298	104	29	)	)	PUNCT
eurjchem-1298	104	30	,	,	PUNCT
eurjchem-1298	104	31	1.92	1.92	NUM
eurjchem-1298	104	32	(	(	PUNCT
eurjchem-1298	104	33	t	t	PROPN
eurjchem-1298	104	34	,	,	PUNCT
eurjchem-1298	104	35	1h	1h	NUM
eurjchem-1298	104	36	,	,	PUNCT
eurjchem-1298	104	37	j	j	PROPN
eurjchem-1298	105	1	=	=	PROPN
eurjchem-1298	105	2	12.3	12.3	NUM
eurjchem-1298	105	3	hz	hz	NOUN
eurjchem-1298	105	4	,	,	PUNCT
eurjchem-1298	105	5	cyclohexyl‐h	cyclohexyl‐h	PROPN
eurjchem-1298	105	6	)	)	PUNCT
eurjchem-1298	105	7	,	,	PUNCT
eurjchem-1298	105	8	2.28	2.28	NUM
eurjchem-1298	105	9	(	(	PUNCT
eurjchem-1298	105	10	s	s	PROPN
eurjchem-1298	105	11	,	,	PUNCT
eurjchem-1298	105	12	3h	3h	NUM
eurjchem-1298	105	13	,	,	PUNCT
eurjchem-1298	105	14	ch3co‐o	ch3co‐o	NOUN
eurjchem-1298	105	15	)	)	PUNCT
eurjchem-1298	105	16	,	,	PUNCT
eurjchem-1298	105	17	2.29	2.29	NUM
eurjchem-1298	105	18	(	(	PUNCT
eurjchem-1298	105	19	s	s	PROPN
eurjchem-1298	105	20	,	,	PUNCT
eurjchem-1298	105	21	3h	3h	NUM
eurjchem-1298	105	22	,	,	PUNCT
eurjchem-1298	105	23	ch3co‐o	ch3co‐o	NOUN
eurjchem-1298	105	24	)	)	PUNCT
eurjchem-1298	105	25	,	,	PUNCT
eurjchem-1298	105	26	2.30	2.30	NUM
eurjchem-1298	105	27	(	(	PUNCT
eurjchem-1298	105	28	s	s	PROPN
eurjchem-1298	105	29	,	,	PUNCT
eurjchem-1298	105	30	3h	3h	NUM
eurjchem-1298	105	31	,	,	PUNCT
eurjchem-1298	105	32	ch3co‐o	ch3co‐o	NOUN
eurjchem-1298	105	33	)	)	PUNCT
eurjchem-1298	105	34	,	,	PUNCT
eurjchem-1298	105	35	2.31	2.31	NUM
eurjchem-1298	105	36	(	(	PUNCT
eurjchem-1298	105	37	s	s	PROPN
eurjchem-1298	105	38	,	,	PUNCT
eurjchem-1298	105	39	3h	3h	NUM
eurjchem-1298	105	40	,	,	PUNCT
eurjchem-1298	105	41	ch3co‐o	ch3co‐o	NOUN
eurjchem-1298	105	42	)	)	PUNCT
eurjchem-1298	105	43	,	,	PUNCT
eurjchem-1298	105	44	2.48	2.48	NUM
eurjchem-1298	105	45	(	(	PUNCT
eurjchem-1298	105	46	dd	dd	PROPN
eurjchem-1298	105	47	,	,	PUNCT
eurjchem-1298	105	48	1h	1h	NUM
eurjchem-1298	105	49	,	,	PUNCT
eurjchem-1298	105	50	j	j	PROPN
eurjchem-1298	105	51	=	=	PROPN
eurjchem-1298	105	52	16.0	16.0	NUM
eurjchem-1298	105	53	,	,	PUNCT
eurjchem-1298	105	54	4.6	4.6	NUM
eurjchem-1298	105	55	hz	hz	NOUN
eurjchem-1298	105	56	,	,	PUNCT
eurjchem-1298	105	57	cyclohexyl‐h	cyclohexyl‐h	PROPN
eurjchem-1298	105	58	)	)	PUNCT
eurjchem-1298	105	59	,	,	PUNCT
eurjchem-1298	105	60	2.54	2.54	NUM
eurjchem-1298	105	61	(	(	PUNCT
eurjchem-1298	105	62	d	d	PROPN
eurjchem-1298	105	63	,	,	PUNCT
eurjchem-1298	105	64	1h	1h	NUM
eurjchem-1298	105	65	,	,	PUNCT
eurjchem-1298	105	66	j	j	PROPN
eurjchem-1298	105	67	=	=	PROPN
eurjchem-1298	105	68	11.5	11.5	NUM
eurjchem-1298	105	69	hz	hz	NOUN
eurjchem-1298	105	70	,	,	PUNCT
eurjchem-1298	105	71	cyclohexyl‐h	cyclohexyl‐h	PROPN
eurjchem-1298	105	72	)	)	PUNCT
eurjchem-1298	105	73	,	,	PUNCT
eurjchem-1298	105	74	2.89	2.89	NUM
eurjchem-1298	105	75	(	(	PUNCT
eurjchem-1298	105	76	d	d	PROPN
eurjchem-1298	105	77	,	,	PUNCT
eurjchem-1298	105	78	1h	1h	NUM
eurjchem-1298	105	79	,	,	PUNCT
eurjchem-1298	105	80	j	j	PROPN
eurjchem-1298	106	1	=	=	PROPN
eurjchem-1298	106	2	16.6	16.6	NUM
eurjchem-1298	106	3	hz	hz	NOUN
eurjchem-1298	106	4	,	,	PUNCT
eurjchem-1298	106	5	cyclohexyl‐h	cyclohexyl‐h	PROPN
eurjchem-1298	106	6	)	)	PUNCT
eurjchem-1298	106	7	,	,	PUNCT
eurjchem-1298	106	8	3.73	3.73	NUM
eurjchem-1298	106	9	(	(	PUNCT
eurjchem-1298	106	10	s	s	PROPN
eurjchem-1298	106	11	,	,	PUNCT
eurjchem-1298	106	12	3h	3h	NUM
eurjchem-1298	106	13	,	,	PUNCT
eurjchem-1298	106	14	co‐o‐ch3	co‐o‐ch3	ADJ
eurjchem-1298	106	15	)	)	PUNCT
eurjchem-1298	106	16	,	,	PUNCT
eurjchem-1298	106	17	4.18	4.18	NUM
eurjchem-1298	106	18	(	(	PUNCT
eurjchem-1298	106	19	t	t	PROPN
eurjchem-1298	106	20	,	,	PUNCT
eurjchem-1298	106	21	1h	1h	NUM
eurjchem-1298	106	22	,	,	PUNCT
eurjchem-1298	106	23	j	j	PROPN
eurjchem-1298	106	24	=	=	PROPN
eurjchem-1298	106	25	6.6	6.6	NUM
eurjchem-1298	106	26	hz	hz	NOUN
eurjchem-1298	106	27	,	,	PUNCT
eurjchem-1298	106	28	ch‐o‐lactone	ch‐o‐lactone	PROPN
eurjchem-1298	106	29	)	)	PUNCT
eurjchem-1298	106	30	,	,	PUNCT
eurjchem-1298	106	31	4.51	4.51	NUM
eurjchem-1298	106	32	(	(	PUNCT
eurjchem-1298	106	33	dd	dd	PROPN
eurjchem-1298	106	34	,	,	PUNCT
eurjchem-1298	106	35	1h	1h	NUM
eurjchem-1298	106	36	,	,	PUNCT
eurjchem-1298	106	37	j	j	PROPN
eurjchem-1298	106	38	=	=	SYM
eurjchem-1298	106	39	7.4	7.4	NUM
eurjchem-1298	106	40	,	,	PUNCT
eurjchem-1298	106	41	5.2	5.2	NUM
eurjchem-1298	106	42	hz	hz	NOUN
eurjchem-1298	106	43	,	,	PUNCT
eurjchem-1298	106	44	ch‐o‐lactone	ch‐o‐lactone	PROPN
eurjchem-1298	106	45	)	)	PUNCT
eurjchem-1298	106	46	,	,	PUNCT
eurjchem-1298	106	47	5.45‐5.50	5.45‐5.50	NUM
eurjchem-1298	106	48	(	(	PUNCT
eurjchem-1298	106	49	m	m	PROPN
eurjchem-1298	106	50	,	,	PUNCT
eurjchem-1298	106	51	1h	1h	NUM
eurjchem-1298	106	52	,	,	PUNCT
eurjchem-1298	106	53	ch‐o‐caff	ch‐o‐caff	PROPN
eurjchem-1298	106	54	)	)	PUNCT
eurjchem-1298	106	55	,	,	PUNCT
eurjchem-1298	106	56	6.38	6.38	NUM
eurjchem-1298	106	57	(	(	PUNCT
eurjchem-1298	106	58	d	d	PROPN
eurjchem-1298	106	59	,	,	PUNCT
eurjchem-1298	106	60	1h	1h	NUM
eurjchem-1298	106	61	,	,	PUNCT
eurjchem-1298	106	62	j	j	PROPN
eurjchem-1298	106	63	=	=	PROPN
eurjchem-1298	106	64	16.0	16.0	NUM
eurjchem-1298	106	65	hz	hz	NOUN
eurjchem-1298	106	66	,	,	PUNCT
eurjchem-1298	106	67	co‐ch‐ch‐ph	co‐ch‐ch‐ph	PROPN
eurjchem-1298	106	68	)	)	PUNCT
eurjchem-1298	106	69	,	,	PUNCT
eurjchem-1298	106	70	6.41	6.41	NUM
eurjchem-1298	106	71	(	(	PUNCT
eurjchem-1298	106	72	d	d	PROPN
eurjchem-1298	106	73	,	,	PUNCT
eurjchem-1298	106	74	1h	1h	NUM
eurjchem-1298	106	75	,	,	PUNCT
eurjchem-1298	106	76	j	j	PROPN
eurjchem-1298	106	77	=	=	PROPN
eurjchem-1298	106	78	17.2	17.2	NUM
eurjchem-1298	106	79	hz	hz	NOUN
eurjchem-1298	106	80	,	,	PUNCT
eurjchem-1298	106	81	co‐ch‐ch‐ph	co‐ch‐ch‐ph	PROPN
eurjchem-1298	106	82	)	)	PUNCT
eurjchem-1298	106	83	,	,	PUNCT
eurjchem-1298	106	84	7.21	7.21	NUM
eurjchem-1298	106	85	(	(	PUNCT
eurjchem-1298	106	86	d	d	PROPN
eurjchem-1298	106	87	,	,	PUNCT
eurjchem-1298	106	88	1h	1h	NUM
eurjchem-1298	106	89	,	,	PUNCT
eurjchem-1298	106	90	j	j	PROPN
eurjchem-1298	106	91	=	=	SYM
eurjchem-1298	106	92	5.2	5.2	NUM
eurjchem-1298	106	93	hz	hz	NOUN
eurjchem-1298	106	94	,	,	PUNCT
eurjchem-1298	106	95	ar‐h	ar‐h	PROPN
eurjchem-1298	106	96	)	)	PUNCT
eurjchem-1298	106	97	,	,	PUNCT
eurjchem-1298	106	98	7.23	7.23	NUM
eurjchem-1298	106	99	(	(	PUNCT
eurjchem-1298	106	100	d	d	PROPN
eurjchem-1298	106	101	,	,	PUNCT
eurjchem-1298	106	102	1h	1h	NUM
eurjchem-1298	106	103	,	,	PUNCT
eurjchem-1298	106	104	j	j	PROPN
eurjchem-1298	106	105	=	=	SYM
eurjchem-1298	106	106	5.2	5.2	NUM
eurjchem-1298	106	107	hz	hz	NOUN
eurjchem-1298	106	108	,	,	PUNCT
eurjchem-1298	106	109	ar‐h	ar‐h	NOUN
eurjchem-1298	106	110	)	)	PUNCT
eurjchem-1298	106	111	,	,	PUNCT
eurjchem-1298	106	112	7.35	7.35	NUM
eurjchem-1298	106	113	(	(	PUNCT
eurjchem-1298	106	114	d	d	PROPN
eurjchem-1298	106	115	,	,	PUNCT
eurjchem-1298	106	116	2h	2h	NUM
eurjchem-1298	106	117	,	,	PUNCT
eurjchem-1298	106	118	j	j	PROPN
eurjchem-1298	106	119	=	=	PROPN
eurjchem-1298	106	120	10.3	10.3	NUM
eurjchem-1298	106	121	hz	hz	NOUN
eurjchem-1298	106	122	,	,	PUNCT
eurjchem-1298	106	123	ar‐h	ar‐h	PROPN
eurjchem-1298	106	124	)	)	PUNCT
eurjchem-1298	106	125	,	,	PUNCT
eurjchem-1298	106	126	7.40	7.40	NUM
eurjchem-1298	106	127	(	(	PUNCT
eurjchem-1298	106	128	t	t	PROPN
eurjchem-1298	106	129	,	,	PUNCT
eurjchem-1298	106	130	2h	2h	NUM
eurjchem-1298	106	131	,	,	PUNCT
eurjchem-1298	106	132	j	j	PROPN
eurjchem-1298	106	133	=	=	PROPN
eurjchem-1298	106	134	9.5	9.5	NUM
eurjchem-1298	106	135	hz	hz	NOUN
eurjchem-1298	106	136	,	,	PUNCT
eurjchem-1298	106	137	ar‐h	ar‐h	NOUN
eurjchem-1298	106	138	)	)	PUNCT
eurjchem-1298	106	139	,	,	PUNCT
eurjchem-1298	106	140	7.64	7.64	NUM
eurjchem-1298	106	141	(	(	PUNCT
eurjchem-1298	106	142	d	d	PROPN
eurjchem-1298	106	143	,	,	PUNCT
eurjchem-1298	106	144	1h	1h	NUM
eurjchem-1298	106	145	,	,	PUNCT
eurjchem-1298	106	146	j	j	PROPN
eurjchem-1298	106	147	=	=	PROPN
eurjchem-1298	106	148	15.5	15.5	NUM
eurjchem-1298	106	149	hz	hz	NOUN
eurjchem-1298	106	150	,	,	PUNCT
eurjchem-1298	106	151	ph‐ch‐ch‐co	ph‐ch‐ch‐co	PRON
eurjchem-1298	106	152	)	)	PUNCT
eurjchem-1298	106	153	,	,	PUNCT
eurjchem-1298	106	154	7.68	7.68	NUM
eurjchem-1298	106	155	(	(	PUNCT
eurjchem-1298	106	156	d	d	PROPN
eurjchem-1298	106	157	,	,	PUNCT
eurjchem-1298	106	158	1h	1h	NUM
eurjchem-1298	106	159	,	,	PUNCT
eurjchem-1298	106	160	j	j	PROPN
eurjchem-1298	106	161	=	=	SYM
eurjchem-1298	106	162	6.0	6.0	NUM
eurjchem-1298	106	163	hz	hz	NOUN
eurjchem-1298	106	164	,	,	PUNCT
eurjchem-1298	106	165	ph‐ch‐ch‐co	ph‐ch‐ch‐co	PRON
eurjchem-1298	106	166	)	)	PUNCT
eurjchem-1298	106	167	.	.	PUNCT
eurjchem-1298	107	1	hrms	hrms	PROPN
eurjchem-1298	107	2	fab+	fab+	PROPN
eurjchem-1298	107	3	:	:	PUNCT
eurjchem-1298	107	4	m	m	PROPN
eurjchem-1298	107	5	/	/	SYM
eurjchem-1298	107	6	z	z	NOUN
eurjchem-1298	107	7	:	:	PUNCT
eurjchem-1298	107	8	calculated	calculate	VERB
eurjchem-1298	107	9	for	for	ADP
eurjchem-1298	107	10	c37h39o16	c37h39o16	NOUN
eurjchem-1298	107	11	[	[	X
eurjchem-1298	107	12	m+h+	m+h+	X
eurjchem-1298	107	13	]	]	X
eurjchem-1298	107	14	=	=	SYM
eurjchem-1298	107	15	739.2238	739.2238	NOUN
eurjchem-1298	107	16	,	,	PUNCT
eurjchem-1298	107	17	found	find	VERB
eurjchem-1298	107	18	739.2229	739.2229	NUM
eurjchem-1298	107	19	.	.	NOUN
eurjchem-1298	107	20	2.6	2.6	NUM
eurjchem-1298	107	21	.	.	PUNCT
eurjchem-1298	108	1	synthesis	synthesis	NOUN
eurjchem-1298	108	2	of	of	ADP
eurjchem-1298	108	3	5‐cqa	5‐cqa	NUM
eurjchem-1298	108	4	(	(	PUNCT
eurjchem-1298	108	5	11	11	NUM
eurjchem-1298	108	6	)	)	PUNCT
eurjchem-1298	108	7	as	as	ADV
eurjchem-1298	108	8	much	much	ADJ
eurjchem-1298	108	9	as	as	ADP
eurjchem-1298	108	10	172	172	NUM
eurjchem-1298	108	11	mg	mg	PROPN
eurjchem-1298	108	12	(	(	PUNCT
eurjchem-1298	108	13	0.35	0.35	NUM
eurjchem-1298	108	14	mmol	mmol	NOUN
eurjchem-1298	108	15	)	)	PUNCT
eurjchem-1298	108	16	of	of	ADP
eurjchem-1298	108	17	protected	protect	VERB
eurjchem-1298	108	18	5‐cqa	5‐cqa	NUM
eurjchem-1298	108	19	(	(	PUNCT
eurjchem-1298	108	20	9	9	NUM
eurjchem-1298	108	21	)	)	PUNCT
eurjchem-1298	108	22	was	be	AUX
eurjchem-1298	108	23	suspended	suspend	VERB
eurjchem-1298	108	24	in	in	ADP
eurjchem-1298	108	25	a	a	DET
eurjchem-1298	108	26	mixture	mixture	NOUN
eurjchem-1298	108	27	of	of	ADP
eurjchem-1298	108	28	thf	thf	NOUN
eurjchem-1298	108	29	(	(	PUNCT
eurjchem-1298	108	30	3	3	NUM
eurjchem-1298	108	31	ml	ml	NOUN
eurjchem-1298	108	32	)	)	PUNCT
eurjchem-1298	108	33	and	and	CCONJ
eurjchem-1298	108	34	1	1	NUM
eurjchem-1298	108	35	m	m	NOUN
eurjchem-1298	108	36	hcl	hcl	PROPN
eurjchem-1298	108	37	(	(	PUNCT
eurjchem-1298	108	38	15	15	NUM
eurjchem-1298	108	39	ml	ml	NOUN
eurjchem-1298	108	40	)	)	PUNCT
eurjchem-1298	108	41	.	.	PUNCT
eurjchem-1298	109	1	the	the	DET
eurjchem-1298	109	2	mixture	mixture	NOUN
eurjchem-1298	109	3	was	be	AUX
eurjchem-1298	109	4	stirred	stir	VERB
eurjchem-1298	109	5	at	at	ADP
eurjchem-1298	109	6	room	room	NOUN
eurjchem-1298	109	7	temperature	temperature	NOUN
eurjchem-1298	109	8	and	and	CCONJ
eurjchem-1298	109	9	tlc	tlc	NOUN
eurjchem-1298	109	10	(	(	PUNCT
eurjchem-1298	109	11	meoh	meoh	PROPN
eurjchem-1298	109	12	:	:	PUNCT
eurjchem-1298	109	13	etoac	etoac	ADJ
eurjchem-1298	109	14	,	,	PUNCT
eurjchem-1298	109	15	1:1	1:1	NUM
eurjchem-1298	109	16	,	,	PUNCT
eurjchem-1298	109	17	v	v	NOUN
eurjchem-1298	109	18	:	:	PUNCT
eurjchem-1298	109	19	v	v	NOUN
eurjchem-1298	109	20	)	)	PUNCT
eurjchem-1298	109	21	was	be	AUX
eurjchem-1298	109	22	used	use	VERB
eurjchem-1298	109	23	to	to	PART
eurjchem-1298	109	24	monitor	monitor	VERB
eurjchem-1298	109	25	the	the	DET
eurjchem-1298	109	26	progress	progress	NOUN
eurjchem-1298	109	27	of	of	ADP
eurjchem-1298	109	28	reaction	reaction	NOUN
eurjchem-1298	109	29	.	.	PUNCT
eurjchem-1298	110	1	after	after	ADP
eurjchem-1298	110	2	the	the	DET
eurjchem-1298	110	3	complete	complete	ADJ
eurjchem-1298	110	4	disappearance	disappearance	NOUN
eurjchem-1298	110	5	of	of	ADP
eurjchem-1298	110	6	the	the	DET
eurjchem-1298	110	7	protected	protect	VERB
eurjchem-1298	110	8	5‐	5‐	NUM
eurjchem-1298	110	9	cqa	cqa	NOUN
eurjchem-1298	110	10	spot	spot	NOUN
eurjchem-1298	110	11	(	(	PUNCT
eurjchem-1298	110	12	4	4	NUM
eurjchem-1298	110	13	days	day	NOUN
eurjchem-1298	110	14	)	)	PUNCT
eurjchem-1298	110	15	,	,	PUNCT
eurjchem-1298	110	16	the	the	DET
eurjchem-1298	110	17	reaction	reaction	NOUN
eurjchem-1298	110	18	is	be	AUX
eurjchem-1298	110	19	stopped	stop	VERB
eurjchem-1298	110	20	and	and	CCONJ
eurjchem-1298	110	21	added	add	VERB
eurjchem-1298	110	22	with	with	ADP
eurjchem-1298	110	23	dichloromethane	dichloromethane	NOUN
eurjchem-1298	110	24	(	(	PUNCT
eurjchem-1298	110	25	5	5	NUM
eurjchem-1298	110	26	ml	ml	NOUN
eurjchem-1298	110	27	)	)	PUNCT
eurjchem-1298	110	28	forming	form	VERB
eurjchem-1298	110	29	two	two	NUM
eurjchem-1298	110	30	layers	layer	NOUN
eurjchem-1298	110	31	.	.	PUNCT
eurjchem-1298	111	1	the	the	DET
eurjchem-1298	111	2	aqueous	aqueous	ADJ
eurjchem-1298	111	3	phase	phase	NOUN
eurjchem-1298	111	4	was	be	AUX
eurjchem-1298	111	5	separated	separate	VERB
eurjchem-1298	111	6	,	,	PUNCT
eurjchem-1298	111	7	saturated	saturate	VERB
eurjchem-1298	111	8	with	with	ADP
eurjchem-1298	111	9	solid	solid	ADJ
eurjchem-1298	111	10	nacl	nacl	NOUN
eurjchem-1298	111	11	,	,	PUNCT
eurjchem-1298	111	12	and	and	CCONJ
eurjchem-1298	111	13	extracted	extract	VERB
eurjchem-1298	111	14	with	with	ADP
eurjchem-1298	111	15	etoac	etoac	ADJ
eurjchem-1298	111	16	(	(	PUNCT
eurjchem-1298	111	17	3	3	NUM
eurjchem-1298	111	18	×	×	NOUN
eurjchem-1298	111	19	30	30	NUM
eurjchem-1298	111	20	ml	ml	NOUN
eurjchem-1298	111	21	)	)	PUNCT
eurjchem-1298	111	22	.	.	PUNCT
eurjchem-1298	112	1	the	the	DET
eurjchem-1298	112	2	combined	combine	VERB
eurjchem-1298	112	3	organic	organic	ADJ
eurjchem-1298	112	4	extracts	extract	NOUN
eurjchem-1298	112	5	were	be	AUX
eurjchem-1298	112	6	dried	dry	VERB
eurjchem-1298	112	7	over	over	ADP
eurjchem-1298	112	8	na2so4	na2so4	NOUN
eurjchem-1298	112	9	and	and	CCONJ
eurjchem-1298	112	10	concentrated	concentrate	VERB
eurjchem-1298	112	11	with	with	ADP
eurjchem-1298	112	12	evaporator	evaporator	NOUN
eurjchem-1298	112	13	under	under	ADP
eurjchem-1298	112	14	reduced	reduce	VERB
eurjchem-1298	112	15	pressure	pressure	NOUN
eurjchem-1298	112	16	to	to	PART
eurjchem-1298	112	17	give	give	VERB
eurjchem-1298	112	18	the	the	DET
eurjchem-1298	112	19	desired	desire	VERB
eurjchem-1298	112	20	product	product	NOUN
eurjchem-1298	112	21	,	,	PUNCT
eurjchem-1298	112	22	compound	compound	NOUN
eurjchem-1298	112	23	11	11	NUM
eurjchem-1298	112	24	(	(	PUNCT
eurjchem-1298	112	25	scheme	scheme	NOUN
eurjchem-1298	112	26	2	2	NUM
eurjchem-1298	112	27	)	)	PUNCT
eurjchem-1298	112	28	as	as	ADP
eurjchem-1298	112	29	powder	powder	NOUN
eurjchem-1298	112	30	.	.	PUNCT
eurjchem-1298	113	1	color	color	NOUN
eurjchem-1298	113	2	:	:	PUNCT
eurjchem-1298	113	3	pale	pale	ADJ
eurjchem-1298	113	4	yellow	yellow	ADJ
eurjchem-1298	113	5	.	.	PUNCT
eurjchem-1298	114	1	yield	yield	NOUN
eurjchem-1298	114	2	:	:	PUNCT
eurjchem-1298	114	3	88	88	NUM
eurjchem-1298	114	4	%	%	NOUN
eurjchem-1298	114	5	.	.	PUNCT
eurjchem-1298	115	1	1h	1h	NUM
eurjchem-1298	115	2	nmr	nmr	NOUN
eurjchem-1298	115	3	(	(	PUNCT
eurjchem-1298	115	4	400	400	NUM
eurjchem-1298	115	5	mhz	mhz	NOUN
eurjchem-1298	115	6	,	,	PUNCT
eurjchem-1298	115	7	cd3od	cd3od	NOUN
eurjchem-1298	115	8	,	,	PUNCT
eurjchem-1298	115	9	δ	δ	PROPN
eurjchem-1298	115	10	,	,	PUNCT
eurjchem-1298	115	11	ppm	ppm	NOUN
eurjchem-1298	115	12	):	):	PUNCT
eurjchem-1298	115	13	2.04‐2.08	2.04‐2.08	NUM
eurjchem-1298	115	14	(	(	PUNCT
eurjchem-1298	115	15	m	m	PROPN
eurjchem-1298	115	16	,	,	PUNCT
eurjchem-1298	115	17	2h	2h	NUM
eurjchem-1298	115	18	,	,	PUNCT
eurjchem-1298	115	19	ch2	ch2	PROPN
eurjchem-1298	115	20	,	,	PUNCT
eurjchem-1298	115	21	cyclohexyl‐	cyclohexyl‐	PROPN
eurjchem-1298	115	22	h	h	NOUN
eurjchem-1298	115	23	)	)	PUNCT
eurjchem-1298	115	24	,	,	PUNCT
eurjchem-1298	115	25	2.19	2.19	NUM
eurjchem-1298	115	26	‐2.23	‐2.23	X
eurjchem-1298	115	27	(	(	PUNCT
eurjchem-1298	115	28	m	m	PROPN
eurjchem-1298	115	29	,	,	PUNCT
eurjchem-1298	115	30	2h	2h	NUM
eurjchem-1298	115	31	,	,	PUNCT
eurjchem-1298	115	32	ch2	ch2	PROPN
eurjchem-1298	115	33	,	,	PUNCT
eurjchem-1298	115	34	cyclohexyl‐h	cyclohexyl‐h	PROPN
eurjchem-1298	115	35	)	)	PUNCT
eurjchem-1298	115	36	,	,	PUNCT
eurjchem-1298	115	37	3.73	3.73	NUM
eurjchem-1298	115	38	(	(	PUNCT
eurjchem-1298	115	39	dd	dd	PROPN
eurjchem-1298	115	40	,	,	PUNCT
eurjchem-1298	115	41	1h	1h	NUM
eurjchem-1298	115	42	,	,	PUNCT
eurjchem-1298	115	43	j	j	PROPN
eurjchem-1298	115	44	=	=	SYM
eurjchem-1298	115	45	8.6	8.6	NUM
eurjchem-1298	115	46	,	,	PUNCT
eurjchem-1298	115	47	2.9	2.9	NUM
eurjchem-1298	115	48	hz	hz	NOUN
eurjchem-1298	115	49	,	,	PUNCT
eurjchem-1298	115	50	ch‐oh	ch‐oh	NUM
eurjchem-1298	115	51	)	)	PUNCT
eurjchem-1298	115	52	,	,	PUNCT
eurjchem-1298	115	53	4.16‐4.18	4.16‐4.18	NUM
eurjchem-1298	115	54	(	(	PUNCT
eurjchem-1298	115	55	m	m	PROPN
eurjchem-1298	115	56	,	,	PUNCT
eurjchem-1298	115	57	1h	1h	NUM
eurjchem-1298	115	58	,	,	PUNCT
eurjchem-1298	115	59	ch‐oh	ch‐oh	NUM
eurjchem-1298	115	60	)	)	PUNCT
eurjchem-1298	115	61	,	,	PUNCT
eurjchem-1298	115	62	5.33	5.33	NUM
eurjchem-1298	115	63	(	(	PUNCT
eurjchem-1298	115	64	td	td	PROPN
eurjchem-1298	115	65	,	,	PUNCT
eurjchem-1298	115	66	1h	1h	NUM
eurjchem-1298	115	67	,	,	PUNCT
eurjchem-1298	115	68	j	j	PROPN
eurjchem-1298	115	69	=	=	SYM
eurjchem-1298	115	70	8.9	8.9	NUM
eurjchem-1298	115	71	,	,	PUNCT
eurjchem-1298	115	72	4.4	4.4	NUM
eurjchem-1298	115	73	hz	hz	NOUN
eurjchem-1298	115	74	,	,	PUNCT
eurjchem-1298	115	75	ch‐o‐caff	ch‐o‐caff	PROPN
eurjchem-1298	115	76	)	)	PUNCT
eurjchem-1298	115	77	,	,	PUNCT
eurjchem-1298	115	78	6.26	6.26	NUM
eurjchem-1298	115	79	(	(	PUNCT
eurjchem-1298	115	80	d	d	PROPN
eurjchem-1298	115	81	,	,	PUNCT
eurjchem-1298	115	82	1h	1h	NUM
eurjchem-1298	115	83	,	,	PUNCT
eurjchem-1298	115	84	j	j	PROPN
eurjchem-1298	116	1	=	=	PROPN
eurjchem-1298	116	2	16.0	16.0	NUM
eurjchem-1298	116	3	hz	hz	NOUN
eurjchem-1298	116	4	,	,	PUNCT
eurjchem-1298	116	5	co‐ch‐ch‐ph	co‐ch‐ch‐ph	PROPN
eurjchem-1298	116	6	)	)	PUNCT
eurjchem-1298	116	7	,	,	PUNCT
eurjchem-1298	116	8	6.78	6.78	NUM
eurjchem-1298	116	9	(	(	PUNCT
eurjchem-1298	116	10	d	d	PROPN
eurjchem-1298	116	11	,	,	PUNCT
eurjchem-1298	116	12	1h	1h	NUM
eurjchem-1298	116	13	,	,	PUNCT
eurjchem-1298	116	14	j	j	PROPN
eurjchem-1298	116	15	=	=	SYM
eurjchem-1298	116	16	8.0	8.0	NUM
eurjchem-1298	116	17	hz	hz	NOUN
eurjchem-1298	116	18	,	,	PUNCT
eurjchem-1298	116	19	ar‐h	ar‐h	PROPN
eurjchem-1298	116	20	)	)	PUNCT
eurjchem-1298	116	21	,	,	PUNCT
eurjchem-1298	116	22	6.96	6.96	NUM
eurjchem-1298	116	23	(	(	PUNCT
eurjchem-1298	116	24	dd	dd	PROPN
eurjchem-1298	116	25	,	,	PUNCT
eurjchem-1298	116	26	1h	1h	NUM
eurjchem-1298	116	27	,	,	PUNCT
eurjchem-1298	116	28	j	j	PROPN
eurjchem-1298	116	29	=	=	SYM
eurjchem-1298	116	30	8.3	8.3	NUM
eurjchem-1298	116	31	,	,	PUNCT
eurjchem-1298	116	32	2.0	2.0	NUM
eurjchem-1298	116	33	hz	hz	NOUN
eurjchem-1298	116	34	,	,	PUNCT
eurjchem-1298	116	35	ar‐h	ar‐h	PROPN
eurjchem-1298	116	36	)	)	PUNCT
eurjchem-1298	116	37	,	,	PUNCT
eurjchem-1298	116	38	7.05	7.05	NUM
eurjchem-1298	116	39	(	(	PUNCT
eurjchem-1298	116	40	d	d	PROPN
eurjchem-1298	116	41	,	,	PUNCT
eurjchem-1298	116	42	1h	1h	NUM
eurjchem-1298	116	43	,	,	PUNCT
eurjchem-1298	116	44	j	j	PROPN
eurjchem-1298	116	45	=	=	SYM
eurjchem-1298	116	46	1.7	1.7	NUM
eurjchem-1298	116	47	hz	hz	NOUN
eurjchem-1298	116	48	,	,	PUNCT
eurjchem-1298	116	49	ar‐h	ar‐h	PROPN
eurjchem-1298	116	50	)	)	PUNCT
eurjchem-1298	116	51	,	,	PUNCT
eurjchem-1298	116	52	7.56	7.56	NUM
eurjchem-1298	116	53	(	(	PUNCT
eurjchem-1298	116	54	d	d	PROPN
eurjchem-1298	116	55	,	,	PUNCT
eurjchem-1298	116	56	1h	1h	NUM
eurjchem-1298	116	57	,	,	PUNCT
eurjchem-1298	116	58	j	j	PROPN
eurjchem-1298	116	59	=	=	PROPN
eurjchem-1298	116	60	16.0	16.0	NUM
eurjchem-1298	116	61	hz	hz	NOUN
eurjchem-1298	116	62	,	,	PUNCT
eurjchem-1298	116	63	ph‐ch‐ch‐co	ph‐ch‐ch‐co	PRON
eurjchem-1298	116	64	)	)	PUNCT
eurjchem-1298	116	65	.	.	PUNCT
eurjchem-1298	117	1	nmr	nmr	NOUN
eurjchem-1298	117	2	data	datum	NOUN
eurjchem-1298	117	3	were	be	AUX
eurjchem-1298	117	4	in	in	ADP
eurjchem-1298	117	5	good	good	ADJ
eurjchem-1298	117	6	agreement	agreement	NOUN
eurjchem-1298	117	7	with	with	ADP
eurjchem-1298	117	8	literature	literature	NOUN
eurjchem-1298	117	9	data	datum	NOUN
eurjchem-1298	117	10	[	[	X
eurjchem-1298	117	11	11	11	NUM
eurjchem-1298	117	12	]	]	PUNCT
eurjchem-1298	117	13	.	.	PUNCT
eurjchem-1298	118	1	370	370	NUM
eurjchem-1298	118	2	kadidae	kadidae	NOUN
eurjchem-1298	118	3	et	et	PROPN
eurjchem-1298	118	4	al	al	PROPN
eurjchem-1298	118	5	.	.	PUNCT
eurjchem-1298	118	6	/	/	SYM
eurjchem-1298	118	7	european	european	PROPN
eurjchem-1298	118	8	journal	journal	PROPN
eurjchem-1298	118	9	of	of	ADP
eurjchem-1298	118	10	chemistry	chemistry	NOUN
eurjchem-1298	118	11	6	6	NUM
eurjchem-1298	118	12	(	(	PUNCT
eurjchem-1298	118	13	4	4	NUM
eurjchem-1298	118	14	)	)	PUNCT
eurjchem-1298	118	15	(	(	PUNCT
eurjchem-1298	118	16	2015	2015	NUM
eurjchem-1298	118	17	)	)	PUNCT
eurjchem-1298	118	18	367‐373	367‐373	NUM
eurjchem-1298	118	19	2.7	2.7	NUM
eurjchem-1298	118	20	.	.	PUNCT
eurjchem-1298	119	1	preparation	preparation	NOUN
eurjchem-1298	119	2	of	of	ADP
eurjchem-1298	119	3	(	(	PUNCT
eurjchem-1298	119	4	1r,3r,4s,5r)‐3‐tert‐butyldimethyl	1r,3r,4s,5r)‐3‐tert‐butyldimethyl	NUM
eurjchem-1298	119	5	siloxy‐1,4‐dihydroxycyclohexane	siloxy‐1,4‐dihydroxycyclohexane	PROPN
eurjchem-1298	119	6	‐1,5‐carbolactone	‐1,5‐carbolactone	NUM
eurjchem-1298	119	7	(	(	PUNCT
eurjchem-1298	119	8	13	13	NUM
eurjchem-1298	119	9	)	)	PUNCT
eurjchem-1298	119	10	to	to	ADP
eurjchem-1298	119	11	a	a	DET
eurjchem-1298	119	12	solution	solution	NOUN
eurjchem-1298	119	13	of	of	ADP
eurjchem-1298	119	14	lactone	lactone	NOUN
eurjchem-1298	119	15	(	(	PUNCT
eurjchem-1298	119	16	12	12	NUM
eurjchem-1298	119	17	)	)	PUNCT
eurjchem-1298	119	18	(	(	PUNCT
eurjchem-1298	119	19	400	400	NUM
eurjchem-1298	119	20	mg	mg	PROPN
eurjchem-1298	119	21	,	,	PUNCT
eurjchem-1298	119	22	2.28	2.28	NUM
eurjchem-1298	119	23	mmol	mmol	NOUN
eurjchem-1298	119	24	)	)	PUNCT
eurjchem-1298	119	25	in	in	ADP
eurjchem-1298	119	26	dmf	dmf	PROPN
eurjchem-1298	119	27	(	(	PUNCT
eurjchem-1298	119	28	4	4	NUM
eurjchem-1298	119	29	ml	ml	NOUN
eurjchem-1298	119	30	)	)	PUNCT
eurjchem-1298	119	31	at	at	ADP
eurjchem-1298	119	32	0	0	NUM
eurjchem-1298	119	33	°	°	ADP
eurjchem-1298	119	34	c	c	NOUN
eurjchem-1298	119	35	,	,	PUNCT
eurjchem-1298	119	36	imidazole	imidazole	NOUN
eurjchem-1298	119	37	(	(	PUNCT
eurjchem-1298	119	38	204	204	NUM
eurjchem-1298	119	39	mg	mg	NOUN
eurjchem-1298	119	40	,	,	PUNCT
eurjchem-1298	119	41	3.01	3.01	NUM
eurjchem-1298	119	42	mmol	mmol	NOUN
eurjchem-1298	119	43	)	)	PUNCT
eurjchem-1298	119	44	,	,	PUNCT
eurjchem-1298	119	45	dmap	dmap	NOUN
eurjchem-1298	119	46	(	(	PUNCT
eurjchem-1298	119	47	65	65	NUM
eurjchem-1298	119	48	mg	mg	PROPN
eurjchem-1298	119	49	,	,	PUNCT
eurjchem-1298	119	50	0.48	0.48	NUM
eurjchem-1298	119	51	mmol	mmol	NOUN
eurjchem-1298	119	52	)	)	PUNCT
eurjchem-1298	119	53	,	,	PUNCT
eurjchem-1298	119	54	and	and	CCONJ
eurjchem-1298	119	55	tbscl	tbscl	PROPN
eurjchem-1298	119	56	(	(	PUNCT
eurjchem-1298	119	57	448	448	NUM
eurjchem-1298	119	58	mg	mg	NOUN
eurjchem-1298	119	59	,	,	PUNCT
eurjchem-1298	119	60	3.00	3.00	NUM
eurjchem-1298	119	61	mmol	mmol	NOUN
eurjchem-1298	119	62	)	)	PUNCT
eurjchem-1298	119	63	were	be	AUX
eurjchem-1298	119	64	respectively	respectively	ADV
eurjchem-1298	119	65	added	add	VERB
eurjchem-1298	119	66	.	.	PUNCT
eurjchem-1298	120	1	the	the	DET
eurjchem-1298	120	2	mixture	mixture	NOUN
eurjchem-1298	120	3	was	be	AUX
eurjchem-1298	120	4	stirred	stir	VERB
eurjchem-1298	120	5	for	for	ADP
eurjchem-1298	120	6	2	2	NUM
eurjchem-1298	120	7	h	h	NOUN
eurjchem-1298	120	8	at	at	ADP
eurjchem-1298	120	9	0	0	NUM
eurjchem-1298	120	10	c	c	NUM
eurjchem-1298	120	11	and	and	CCONJ
eurjchem-1298	120	12	extended	extend	VERB
eurjchem-1298	120	13	3	3	NUM
eurjchem-1298	120	14	more	more	ADJ
eurjchem-1298	120	15	hours	hour	NOUN
eurjchem-1298	120	16	at	at	ADP
eurjchem-1298	120	17	room	room	NOUN
eurjchem-1298	120	18	temperature	temperature	NOUN
eurjchem-1298	120	19	.	.	PUNCT
eurjchem-1298	121	1	the	the	DET
eurjchem-1298	121	2	resultant	resultant	NOUN
eurjchem-1298	121	3	reaction	reaction	NOUN
eurjchem-1298	121	4	mixture	mixture	NOUN
eurjchem-1298	121	5	was	be	AUX
eurjchem-1298	121	6	added	add	VERB
eurjchem-1298	121	7	with	with	ADP
eurjchem-1298	121	8	etoac	etoac	ADJ
eurjchem-1298	121	9	(	(	PUNCT
eurjchem-1298	121	10	20	20	NUM
eurjchem-1298	121	11	ml	ml	NOUN
eurjchem-1298	121	12	)	)	PUNCT
eurjchem-1298	121	13	forming	form	VERB
eurjchem-1298	121	14	some	some	DET
eurjchem-1298	121	15	white	white	ADJ
eurjchem-1298	121	16	precipitant	precipitant	NOUN
eurjchem-1298	121	17	.	.	PUNCT
eurjchem-1298	122	1	the	the	DET
eurjchem-1298	122	2	mixture	mixture	NOUN
eurjchem-1298	122	3	was	be	AUX
eurjchem-1298	122	4	filtered	filter	VERB
eurjchem-1298	122	5	through	through	ADP
eurjchem-1298	122	6	celite	celite	ADJ
eurjchem-1298	122	7	and	and	CCONJ
eurjchem-1298	122	8	solvents	solvent	NOUN
eurjchem-1298	122	9	were	be	AUX
eurjchem-1298	122	10	evaporated	evaporate	VERB
eurjchem-1298	122	11	under	under	ADP
eurjchem-1298	122	12	reduced	reduce	VERB
eurjchem-1298	122	13	pressure	pressure	NOUN
eurjchem-1298	122	14	to	to	PART
eurjchem-1298	122	15	afford	afford	VERB
eurjchem-1298	122	16	crude	crude	ADJ
eurjchem-1298	122	17	material	material	NOUN
eurjchem-1298	122	18	.	.	PUNCT
eurjchem-1298	123	1	purification	purification	NOUN
eurjchem-1298	123	2	was	be	AUX
eurjchem-1298	123	3	done	do	VERB
eurjchem-1298	123	4	by	by	ADP
eurjchem-1298	123	5	column	column	NOUN
eurjchem-1298	123	6	chroma‐	chroma‐	NUM
eurjchem-1298	123	7	tography	tography	NOUN
eurjchem-1298	123	8	on	on	ADP
eurjchem-1298	123	9	silica	silica	NOUN
eurjchem-1298	123	10	gel	gel	NOUN
eurjchem-1298	123	11	(	(	PUNCT
eurjchem-1298	123	12	n‐hexane	n‐hexane	NUM
eurjchem-1298	123	13	:	:	PUNCT
eurjchem-1298	123	14	diethyl	diethyl	NOUN
eurjchem-1298	123	15	ether	ether	NOUN
eurjchem-1298	123	16	,	,	PUNCT
eurjchem-1298	123	17	1:1	1:1	NUM
eurjchem-1298	123	18	,	,	PUNCT
eurjchem-1298	123	19	v	v	NOUN
eurjchem-1298	123	20	:	:	SYM
eurjchem-1298	123	21	v	v	NOUN
eurjchem-1298	123	22	)	)	PUNCT
eurjchem-1298	123	23	to	to	PART
eurjchem-1298	123	24	give	give	VERB
eurjchem-1298	123	25	the	the	DET
eurjchem-1298	123	26	desired	desire	VERB
eurjchem-1298	123	27	product	product	NOUN
eurjchem-1298	123	28	,	,	PUNCT
eurjchem-1298	123	29	compound	compound	NOUN
eurjchem-1298	123	30	13	13	NUM
eurjchem-1298	123	31	(	(	PUNCT
eurjchem-1298	123	32	scheme	scheme	NOUN
eurjchem-1298	123	33	3	3	NUM
eurjchem-1298	123	34	)	)	PUNCT
eurjchem-1298	123	35	,	,	PUNCT
eurjchem-1298	123	36	as	as	SCONJ
eurjchem-1298	123	37	waxy	waxy	NOUN
eurjchem-1298	123	38	solid	solid	ADJ
eurjchem-1298	123	39	.	.	PUNCT
eurjchem-1298	124	1	color	color	NOUN
eurjchem-1298	124	2	:	:	PUNCT
eurjchem-1298	124	3	white	white	ADJ
eurjchem-1298	124	4	.	.	PUNCT
eurjchem-1298	125	1	yield	yield	NOUN
eurjchem-1298	125	2	:	:	PUNCT
eurjchem-1298	125	3	62	62	NUM
eurjchem-1298	125	4	%	%	NOUN
eurjchem-1298	125	5	.	.	PUNCT
eurjchem-1298	126	1	rf	rf	NOUN
eurjchem-1298	127	1	=	=	NOUN
eurjchem-1298	127	2	0.12	0.12	NUM
eurjchem-1298	127	3	.	.	PUNCT
eurjchem-1298	128	1	1h	1h	NUM
eurjchem-1298	128	2	nmr	nmr	NOUN
eurjchem-1298	128	3	(	(	PUNCT
eurjchem-1298	128	4	400	400	NUM
eurjchem-1298	128	5	mhz	mhz	NOUN
eurjchem-1298	128	6	,	,	PUNCT
eurjchem-1298	128	7	cdcl3	cdcl3	PROPN
eurjchem-1298	128	8	,	,	PUNCT
eurjchem-1298	128	9	δ	δ	PROPN
eurjchem-1298	128	10	,	,	PUNCT
eurjchem-1298	128	11	ppm	ppm	NUM
eurjchem-1298	128	12	):	):	PUNCT
eurjchem-1298	128	13	0.09	0.09	NUM
eurjchem-1298	128	14	(	(	PUNCT
eurjchem-1298	128	15	s	s	PROPN
eurjchem-1298	128	16	,	,	PUNCT
eurjchem-1298	128	17	6h	6h	NUM
eurjchem-1298	128	18	,	,	PUNCT
eurjchem-1298	128	19	si(ch3)2	si(ch3)2	VERB
eurjchem-1298	128	20	,	,	PUNCT
eurjchem-1298	128	21	0.90	0.90	NUM
eurjchem-1298	128	22	(	(	PUNCT
eurjchem-1298	128	23	s	s	PROPN
eurjchem-1298	128	24	,	,	PUNCT
eurjchem-1298	128	25	9h	9h	NUM
eurjchem-1298	128	26	,	,	PUNCT
eurjchem-1298	128	27	c(ch3)3	c(ch3)3	PROPN
eurjchem-1298	128	28	,	,	PUNCT
eurjchem-1298	128	29	1.98‐2.03	1.98‐2.03	NUM
eurjchem-1298	128	30	(	(	PUNCT
eurjchem-1298	128	31	m	m	PROPN
eurjchem-1298	128	32	,	,	PUNCT
eurjchem-1298	128	33	2h	2h	NUM
eurjchem-1298	128	34	,	,	PUNCT
eurjchem-1298	128	35	cyclohexyl‐h	cyclohexyl‐h	NOUN
eurjchem-1298	128	36	)	)	PUNCT
eurjchem-1298	128	37	,	,	PUNCT
eurjchem-1298	128	38	2.30	2.30	NUM
eurjchem-1298	128	39	(	(	PUNCT
eurjchem-1298	128	40	dq	dq	PROPN
eurjchem-1298	128	41	,	,	PUNCT
eurjchem-1298	128	42	1h	1h	NUM
eurjchem-1298	128	43	,	,	PUNCT
eurjchem-1298	128	44	j	j	PROPN
eurjchem-1298	128	45	=	=	PROPN
eurjchem-1298	128	46	11.7	11.7	NUM
eurjchem-1298	128	47	,	,	PUNCT
eurjchem-1298	128	48	2.9	2.9	NUM
eurjchem-1298	128	49	hz	hz	NOUN
eurjchem-1298	128	50	,	,	PUNCT
eurjchem-1298	128	51	cyclohexyl‐h	cyclohexyl‐h	PROPN
eurjchem-1298	128	52	)	)	PUNCT
eurjchem-1298	128	53	,	,	PUNCT
eurjchem-1298	128	54	2.60	2.60	NUM
eurjchem-1298	128	55	(	(	PUNCT
eurjchem-1298	128	56	s	s	PROPN
eurjchem-1298	128	57	,	,	PUNCT
eurjchem-1298	128	58	broad	broad	ADJ
eurjchem-1298	128	59	,	,	PUNCT
eurjchem-1298	128	60	1h	1h	NUM
eurjchem-1298	128	61	,	,	PUNCT
eurjchem-1298	128	62	oh	oh	INTJ
eurjchem-1298	128	63	)	)	PUNCT
eurjchem-1298	128	64	,	,	PUNCT
eurjchem-1298	128	65	2.64	2.64	NUM
eurjchem-1298	128	66	(	(	PUNCT
eurjchem-1298	128	67	d	d	PROPN
eurjchem-1298	128	68	,	,	PUNCT
eurjchem-1298	128	69	1h	1h	NUM
eurjchem-1298	128	70	,	,	PUNCT
eurjchem-1298	128	71	j	j	PROPN
eurjchem-1298	128	72	=	=	PROPN
eurjchem-1298	128	73	11.5	11.5	NUM
eurjchem-1298	128	74	hz	hz	NOUN
eurjchem-1298	128	75	,	,	PUNCT
eurjchem-1298	128	76	cyclohexyl‐h	cyclohexyl‐h	PROPN
eurjchem-1298	128	77	)	)	PUNCT
eurjchem-1298	128	78	,	,	PUNCT
eurjchem-1298	128	79	2.96	2.96	NUM
eurjchem-1298	128	80	(	(	PUNCT
eurjchem-1298	128	81	s	s	PROPN
eurjchem-1298	128	82	,	,	PUNCT
eurjchem-1298	128	83	broad	broad	ADJ
eurjchem-1298	128	84	,	,	PUNCT
eurjchem-1298	128	85	1h	1h	NUM
eurjchem-1298	128	86	,	,	PUNCT
eurjchem-1298	128	87	oh	oh	INTJ
eurjchem-1298	128	88	)	)	PUNCT
eurjchem-1298	128	89	,	,	PUNCT
eurjchem-1298	128	90	3.91	3.91	NUM
eurjchem-1298	128	91	(	(	PUNCT
eurjchem-1298	128	92	d	d	PROPN
eurjchem-1298	128	93	,	,	PUNCT
eurjchem-1298	128	94	1h	1h	NUM
eurjchem-1298	128	95	,	,	PUNCT
eurjchem-1298	128	96	10.3	10.3	NUM
eurjchem-1298	128	97	hz	hz	NOUN
eurjchem-1298	128	98	,	,	PUNCT
eurjchem-1298	128	99	ch‐otbs	ch‐otbs	NOUN
eurjchem-1298	128	100	)	)	PUNCT
eurjchem-1298	128	101	,	,	PUNCT
eurjchem-1298	128	102	3.98	3.98	NUM
eurjchem-1298	128	103	(	(	PUNCT
eurjchem-1298	128	104	t	t	PROPN
eurjchem-1298	128	105	,	,	PUNCT
eurjchem-1298	128	106	1h	1h	NUM
eurjchem-1298	128	107	,	,	PUNCT
eurjchem-1298	128	108	j	j	PROPN
eurjchem-1298	128	109	=	=	SYM
eurjchem-1298	128	110	4.6	4.6	NUM
eurjchem-1298	128	111	hz	hz	VERB
eurjchem-1298	128	112	,	,	PUNCT
eurjchem-1298	128	113	ch‐oh	ch‐oh	NUM
eurjchem-1298	128	114	)	)	PUNCT
eurjchem-1298	128	115	,	,	PUNCT
eurjchem-1298	128	116	4.88	4.88	NUM
eurjchem-1298	128	117	(	(	PUNCT
eurjchem-1298	128	118	t	t	PROPN
eurjchem-1298	128	119	,	,	PUNCT
eurjchem-1298	128	120	1h	1h	NUM
eurjchem-1298	128	121	,	,	PUNCT
eurjchem-1298	128	122	j	j	PROPN
eurjchem-1298	128	123	=	=	PROPN
eurjchem-1298	128	124	5.4	5.4	NUM
eurjchem-1298	128	125	hz	hz	NOUN
eurjchem-1298	128	126	,	,	PUNCT
eurjchem-1298	128	127	ch‐o‐co	ch‐o‐co	PROPN
eurjchem-1298	128	128	)	)	PUNCT
eurjchem-1298	128	129	.	.	PUNCT
eurjchem-1298	129	1	nmr	nmr	NOUN
eurjchem-1298	129	2	data	datum	NOUN
eurjchem-1298	129	3	were	be	AUX
eurjchem-1298	129	4	in	in	ADP
eurjchem-1298	129	5	good	good	ADJ
eurjchem-1298	129	6	agreement	agreement	NOUN
eurjchem-1298	129	7	with	with	ADP
eurjchem-1298	129	8	literature	literature	NOUN
eurjchem-1298	129	9	data	datum	NOUN
eurjchem-1298	129	10	[	[	X
eurjchem-1298	129	11	15	15	NUM
eurjchem-1298	129	12	]	]	PUNCT
eurjchem-1298	129	13	.	.	PUNCT
eurjchem-1298	130	1	2.8	2.8	NUM
eurjchem-1298	130	2	.	.	PUNCT
eurjchem-1298	130	3	synthesis	synthesis	NOUN
eurjchem-1298	130	4	of	of	ADP
eurjchem-1298	130	5	protected	protect	VERB
eurjchem-1298	130	6	4‐cqa	4‐cqa	NUM
eurjchem-1298	130	7	(	(	PUNCT
eurjchem-1298	130	8	15	15	NUM
eurjchem-1298	130	9	)	)	PUNCT
eurjchem-1298	130	10	and	and	CCONJ
eurjchem-1298	130	11	1,4‐cqa	1,4‐cqa	NUM
eurjchem-1298	130	12	(	(	PUNCT
eurjchem-1298	130	13	16	16	NUM
eurjchem-1298	130	14	)	)	PUNCT
eurjchem-1298	130	15	to	to	ADP
eurjchem-1298	130	16	a	a	DET
eurjchem-1298	130	17	solution	solution	NOUN
eurjchem-1298	130	18	of	of	ADP
eurjchem-1298	130	19	monosilyl	monosilyl	NOUN
eurjchem-1298	130	20	protected	protect	VERB
eurjchem-1298	130	21	compound	compound	NOUN
eurjchem-1298	130	22	13	13	NUM
eurjchem-1298	130	23	(	(	PUNCT
eurjchem-1298	130	24	465	465	NUM
eurjchem-1298	130	25	mg	mg	NOUN
eurjchem-1298	130	26	,	,	PUNCT
eurjchem-1298	130	27	1.62	1.62	NUM
eurjchem-1298	130	28	mmol	mmol	NOUN
eurjchem-1298	130	29	)	)	PUNCT
eurjchem-1298	130	30	,	,	PUNCT
eurjchem-1298	130	31	dmap	dmap	NOUN
eurjchem-1298	130	32	(	(	PUNCT
eurjchem-1298	130	33	30	30	NUM
eurjchem-1298	130	34	mg	mg	PROPN
eurjchem-1298	130	35	,	,	PUNCT
eurjchem-1298	130	36	0.24	0.24	NUM
eurjchem-1298	130	37	mmol	mmol	NOUN
eurjchem-1298	130	38	)	)	PUNCT
eurjchem-1298	130	39	,	,	PUNCT
eurjchem-1298	130	40	and	and	CCONJ
eurjchem-1298	130	41	caffeoyl	caffeoyl	VERB
eurjchem-1298	130	42	chloride	chloride	NOUN
eurjchem-1298	130	43	(	(	PUNCT
eurjchem-1298	130	44	3	3	NUM
eurjchem-1298	130	45	)	)	PUNCT
eurjchem-1298	130	46	(	(	PUNCT
eurjchem-1298	130	47	846	846	NUM
eurjchem-1298	130	48	mg	mg	PROPN
eurjchem-1298	130	49	,	,	PUNCT
eurjchem-1298	130	50	2.92	2.92	NUM
eurjchem-1298	130	51	mmol	mmol	NOUN
eurjchem-1298	130	52	)	)	PUNCT
eurjchem-1298	130	53	were	be	AUX
eurjchem-1298	130	54	added	add	VERB
eurjchem-1298	130	55	.	.	PUNCT
eurjchem-1298	131	1	the	the	DET
eurjchem-1298	131	2	mixture	mixture	NOUN
eurjchem-1298	131	3	was	be	AUX
eurjchem-1298	131	4	stirred	stir	VERB
eurjchem-1298	131	5	for	for	ADP
eurjchem-1298	131	6	24	24	NUM
eurjchem-1298	131	7	h	h	NOUN
eurjchem-1298	131	8	at	at	ADP
eurjchem-1298	131	9	room	room	NOUN
eurjchem-1298	131	10	temperature	temperature	NOUN
eurjchem-1298	131	11	.	.	PUNCT
eurjchem-1298	132	1	upon	upon	SCONJ
eurjchem-1298	132	2	the	the	DET
eurjchem-1298	132	3	completion	completion	NOUN
eurjchem-1298	132	4	of	of	ADP
eurjchem-1298	132	5	reaction	reaction	NOUN
eurjchem-1298	132	6	,	,	PUNCT
eurjchem-1298	132	7	the	the	DET
eurjchem-1298	132	8	mixture	mixture	NOUN
eurjchem-1298	132	9	was	be	AUX
eurjchem-1298	132	10	dissolved	dissolve	VERB
eurjchem-1298	132	11	with	with	ADP
eurjchem-1298	132	12	dichloromethane	dichloromethane	NOUN
eurjchem-1298	132	13	(	(	PUNCT
eurjchem-1298	132	14	30	30	NUM
eurjchem-1298	132	15	ml	ml	NOUN
eurjchem-1298	132	16	)	)	PUNCT
eurjchem-1298	132	17	,	,	PUNCT
eurjchem-1298	132	18	poured	pour	VERB
eurjchem-1298	132	19	into	into	ADP
eurjchem-1298	132	20	crushed	crushed	ADJ
eurjchem-1298	132	21	ice	ice	NOUN
eurjchem-1298	132	22	before	before	ADP
eurjchem-1298	132	23	titrating	titrate	VERB
eurjchem-1298	132	24	it	it	PRON
eurjchem-1298	132	25	with	with	ADP
eurjchem-1298	132	26	1	1	NUM
eurjchem-1298	132	27	m	m	NOUN
eurjchem-1298	132	28	hcl	hcl	PROPN
eurjchem-1298	132	29	to	to	ADP
eurjchem-1298	132	30	ph	ph	X
eurjchem-1298	132	31			X
eurjchem-1298	132	32	2	2	NUM
eurjchem-1298	132	33	.	.	PUNCT
eurjchem-1298	133	1	the	the	DET
eurjchem-1298	133	2	organic	organic	ADJ
eurjchem-1298	133	3	phase	phase	NOUN
eurjchem-1298	133	4	was	be	AUX
eurjchem-1298	133	5	separated	separate	VERB
eurjchem-1298	133	6	and	and	CCONJ
eurjchem-1298	133	7	the	the	DET
eurjchem-1298	133	8	aqueous	aqueous	ADJ
eurjchem-1298	133	9	phase	phase	NOUN
eurjchem-1298	133	10	was	be	AUX
eurjchem-1298	133	11	extracted	extract	VERB
eurjchem-1298	133	12	with	with	ADP
eurjchem-1298	133	13	dichloromethane	dichloromethane	NOUN
eurjchem-1298	133	14	(	(	PUNCT
eurjchem-1298	133	15	3	3	NUM
eurjchem-1298	133	16	×	×	NOUN
eurjchem-1298	133	17	50	50	NUM
eurjchem-1298	133	18	ml	ml	NOUN
eurjchem-1298	133	19	)	)	PUNCT
eurjchem-1298	133	20	.	.	PUNCT
eurjchem-1298	134	1	the	the	DET
eurjchem-1298	134	2	combined	combine	VERB
eurjchem-1298	134	3	organic	organic	ADJ
eurjchem-1298	134	4	phase	phase	NOUN
eurjchem-1298	134	5	was	be	AUX
eurjchem-1298	134	6	dried	dry	VERB
eurjchem-1298	134	7	over	over	ADP
eurjchem-1298	134	8	mgso4	mgso4	PROPN
eurjchem-1298	134	9	,	,	PUNCT
eurjchem-1298	134	10	filtered	filter	VERB
eurjchem-1298	134	11	and	and	CCONJ
eurjchem-1298	134	12	solvent	solvent	NOUN
eurjchem-1298	134	13	was	be	AUX
eurjchem-1298	134	14	evaporated	evaporate	VERB
eurjchem-1298	134	15	under	under	ADP
eurjchem-1298	134	16	reduced	reduce	VERB
eurjchem-1298	134	17	pressure	pressure	NOUN
eurjchem-1298	134	18	to	to	PART
eurjchem-1298	134	19	give	give	VERB
eurjchem-1298	134	20	1.1	1.1	NUM
eurjchem-1298	134	21	g	g	ADP
eurjchem-1298	134	22	crude	crude	NOUN
eurjchem-1298	134	23	.	.	PUNCT
eurjchem-1298	135	1	purification	purification	NOUN
eurjchem-1298	135	2	was	be	AUX
eurjchem-1298	135	3	done	do	VERB
eurjchem-1298	135	4	by	by	ADP
eurjchem-1298	135	5	column	column	NOUN
eurjchem-1298	135	6	chromatography	chromatography	NOUN
eurjchem-1298	135	7	on	on	ADP
eurjchem-1298	135	8	silica	silica	NOUN
eurjchem-1298	135	9	gel	gel	NOUN
eurjchem-1298	135	10	(	(	PUNCT
eurjchem-1298	135	11	n‐	n‐	NOUN
eurjchem-1298	135	12	hexane	hexane	NOUN
eurjchem-1298	135	13	:	:	PUNCT
eurjchem-1298	135	14	diethyl	diethyl	NOUN
eurjchem-1298	135	15	ether	ether	NOUN
eurjchem-1298	135	16	:	:	PUNCT
eurjchem-1298	135	17	dichloromethane	dichloromethane	NOUN
eurjchem-1298	135	18	,	,	PUNCT
eurjchem-1298	135	19	1:1:1	1:1:1	NUM
eurjchem-1298	135	20	,	,	PUNCT
eurjchem-1298	135	21	v	v	NOUN
eurjchem-1298	135	22	:	:	PUNCT
eurjchem-1298	135	23	v	v	ADJ
eurjchem-1298	135	24	:	:	PUNCT
eurjchem-1298	135	25	v	v	NOUN
eurjchem-1298	135	26	)	)	PUNCT
eurjchem-1298	135	27	to	to	PART
eurjchem-1298	135	28	give	give	VERB
eurjchem-1298	135	29	compound	compound	NOUN
eurjchem-1298	135	30	15	15	NUM
eurjchem-1298	135	31	and	and	CCONJ
eurjchem-1298	135	32	16	16	NUM
eurjchem-1298	135	33	,	,	PUNCT
eurjchem-1298	135	34	scheme	scheme	NOUN
eurjchem-1298	135	35	3	3	NUM
eurjchem-1298	135	36	,	,	PUNCT
eurjchem-1298	135	37	as	as	ADP
eurjchem-1298	135	38	waxy	waxy	NOUN
eurjchem-1298	135	39	solid	solid	ADJ
eurjchem-1298	135	40	.	.	PUNCT
eurjchem-1298	136	1	4‐((e)‐3‐(((1r,3r,4s,5r)‐3‐((tert‐butyldimethylsilyl)oxy)‐1‐	4‐((e)‐3‐(((1r,3r,4s,5r)‐3‐((tert‐butyldimethylsilyl)oxy)‐1‐	NUM
eurjchem-1298	137	1	hydroxy‐7‐oxo‐6‐oxabicyclo[3.2.1]octan‐4‐yl)oxy)‐3‐oxoprop‐1‐	hydroxy‐7‐oxo‐6‐oxabicyclo[3.2.1]octan‐4‐yl)oxy)‐3‐oxoprop‐1‐	DET
eurjchem-1298	137	2	en‐1‐yl)‐1,2‐phenylene	en‐1‐yl)‐1,2‐phenylene	NOUN
eurjchem-1298	137	3	diacetate	diacetate	NOUN
eurjchem-1298	137	4	(	(	PUNCT
eurjchem-1298	137	5	15	15	NUM
eurjchem-1298	137	6	):	):	PUNCT
eurjchem-1298	137	7	color	color	NOUN
eurjchem-1298	137	8	:	:	PUNCT
eurjchem-1298	137	9	off	off	ADP
eurjchem-1298	137	10	white	white	PROPN
eurjchem-1298	137	11	.	.	PUNCT
eurjchem-1298	138	1	yield	yield	NOUN
eurjchem-1298	138	2	:	:	PUNCT
eurjchem-1298	138	3	52	52	NUM
eurjchem-1298	138	4	%	%	NOUN
eurjchem-1298	138	5	.	.	PUNCT
eurjchem-1298	139	1	1h	1h	NUM
eurjchem-1298	139	2	nmr	nmr	NOUN
eurjchem-1298	139	3	(	(	PUNCT
eurjchem-1298	139	4	400	400	NUM
eurjchem-1298	139	5	mhz	mhz	NOUN
eurjchem-1298	139	6	,	,	PUNCT
eurjchem-1298	139	7	cdcl3	cdcl3	PROPN
eurjchem-1298	139	8	,	,	PUNCT
eurjchem-1298	139	9	δ	δ	PROPN
eurjchem-1298	139	10	,	,	PUNCT
eurjchem-1298	139	11	ppm	ppm	NOUN
eurjchem-1298	139	12	):	):	PUNCT
eurjchem-1298	139	13	0.02	0.02	NUM
eurjchem-1298	139	14	(	(	PUNCT
eurjchem-1298	139	15	s	s	PROPN
eurjchem-1298	139	16	,	,	PUNCT
eurjchem-1298	139	17	3h	3h	NUM
eurjchem-1298	139	18	,	,	PUNCT
eurjchem-1298	139	19	si‐ch3	si‐ch3	ADJ
eurjchem-1298	139	20	)	)	PUNCT
eurjchem-1298	139	21	,	,	PUNCT
eurjchem-1298	139	22	0.05	0.05	NUM
eurjchem-1298	139	23	(	(	PUNCT
eurjchem-1298	139	24	s	s	PROPN
eurjchem-1298	139	25	,	,	PUNCT
eurjchem-1298	139	26	3h	3h	NUM
eurjchem-1298	139	27	,	,	PUNCT
eurjchem-1298	139	28	si‐ch3	si‐ch3	ADJ
eurjchem-1298	139	29	)	)	PUNCT
eurjchem-1298	139	30	,	,	PUNCT
eurjchem-1298	139	31	0.80	0.80	NUM
eurjchem-1298	139	32	(	(	PUNCT
eurjchem-1298	139	33	s	s	PROPN
eurjchem-1298	139	34	,	,	PUNCT
eurjchem-1298	139	35	9h	9h	NUM
eurjchem-1298	139	36	,	,	PUNCT
eurjchem-1298	139	37	c(ch3)3	c(ch3)3	NOUN
eurjchem-1298	139	38	,	,	PUNCT
eurjchem-1298	139	39	2.05	2.05	NUM
eurjchem-1298	139	40	‐2.09	‐2.09	NOUN
eurjchem-1298	139	41	(	(	PUNCT
eurjchem-1298	139	42	m	m	PROPN
eurjchem-1298	139	43	,	,	PUNCT
eurjchem-1298	139	44	2h	2h	NUM
eurjchem-1298	139	45	,	,	PUNCT
eurjchem-1298	139	46	cyclohexyl‐h	cyclohexyl‐h	NOUN
eurjchem-1298	139	47	)	)	PUNCT
eurjchem-1298	139	48	,	,	PUNCT
eurjchem-1298	139	49	2.30	2.30	NUM
eurjchem-1298	139	50	(	(	PUNCT
eurjchem-1298	139	51	s	s	PROPN
eurjchem-1298	139	52	,	,	PUNCT
eurjchem-1298	139	53	3h	3h	NUM
eurjchem-1298	139	54	,	,	PUNCT
eurjchem-1298	139	55	ch3co‐o	ch3co‐o	NOUN
eurjchem-1298	139	56	)	)	PUNCT
eurjchem-1298	139	57	,	,	PUNCT
eurjchem-1298	139	58	2.31	2.31	NUM
eurjchem-1298	139	59	(	(	PUNCT
eurjchem-1298	139	60	s	s	PROPN
eurjchem-1298	139	61	,	,	PUNCT
eurjchem-1298	139	62	3h	3h	NUM
eurjchem-1298	139	63	,	,	PUNCT
eurjchem-1298	139	64	ch3co‐o	ch3co‐o	NOUN
eurjchem-1298	139	65	)	)	PUNCT
eurjchem-1298	139	66	,	,	PUNCT
eurjchem-1298	139	67	2.42	2.42	NUM
eurjchem-1298	139	68	(	(	PUNCT
eurjchem-1298	139	69	dd	dd	PROPN
eurjchem-1298	139	70	,	,	PUNCT
eurjchem-1298	139	71	1h	1h	NUM
eurjchem-1298	139	72	,	,	PUNCT
eurjchem-1298	139	73	j	j	PROPN
eurjchem-1298	139	74	=	=	PROPN
eurjchem-1298	139	75	12.2	12.2	NUM
eurjchem-1298	139	76	,	,	PUNCT
eurjchem-1298	139	77	5.9	5.9	NUM
eurjchem-1298	139	78	hz	hz	NOUN
eurjchem-1298	139	79	,	,	PUNCT
eurjchem-1298	139	80	cyclohexyl‐h	cyclohexyl‐h	PROPN
eurjchem-1298	139	81	)	)	PUNCT
eurjchem-1298	139	82	,	,	PUNCT
eurjchem-1298	139	83	2.54	2.54	NUM
eurjchem-1298	139	84	(	(	PUNCT
eurjchem-1298	139	85	d	d	PROPN
eurjchem-1298	139	86	,	,	PUNCT
eurjchem-1298	139	87	1h	1h	NUM
eurjchem-1298	139	88	,	,	PUNCT
eurjchem-1298	139	89	j	j	PROPN
eurjchem-1298	139	90	=	=	PROPN
eurjchem-1298	139	91	12.0	12.0	NUM
eurjchem-1298	139	92	hz	hz	NOUN
eurjchem-1298	139	93	,	,	PUNCT
eurjchem-1298	139	94	cyclohexyl‐h	cyclohexyl‐h	PROPN
eurjchem-1298	139	95	)	)	PUNCT
eurjchem-1298	139	96	,	,	PUNCT
eurjchem-1298	139	97	3.20	3.20	NUM
eurjchem-1298	139	98	(	(	PUNCT
eurjchem-1298	139	99	s	s	PROPN
eurjchem-1298	139	100	,	,	PUNCT
eurjchem-1298	139	101	broad	broad	ADJ
eurjchem-1298	139	102	,	,	PUNCT
eurjchem-1298	139	103	1h	1h	NUM
eurjchem-1298	139	104	,	,	PUNCT
eurjchem-1298	139	105	oh	oh	INTJ
eurjchem-1298	139	106	)	)	PUNCT
eurjchem-1298	139	107	,	,	PUNCT
eurjchem-1298	139	108	4.04	4.04	NUM
eurjchem-1298	139	109	(	(	PUNCT
eurjchem-1298	139	110	td	td	PROPN
eurjchem-1298	139	111	,	,	PUNCT
eurjchem-1298	139	112	1h	1h	NUM
eurjchem-1298	139	113	,	,	PUNCT
eurjchem-1298	139	114	j	j	PROPN
eurjchem-1298	139	115	=	=	SYM
eurjchem-1298	139	116	8.8	8.8	NUM
eurjchem-1298	139	117	,	,	PUNCT
eurjchem-1298	139	118	4.7	4.7	NUM
eurjchem-1298	139	119	hz	hz	NOUN
eurjchem-1298	139	120	,	,	PUNCT
eurjchem-1298	139	121	ch‐otbs	ch‐otbs	NOUN
eurjchem-1298	139	122	)	)	PUNCT
eurjchem-1298	139	123	,	,	PUNCT
eurjchem-1298	139	124	4.85	4.85	NUM
eurjchem-1298	139	125	(	(	PUNCT
eurjchem-1298	139	126	t	t	PROPN
eurjchem-1298	139	127	,	,	PUNCT
eurjchem-1298	139	128	1h	1h	NUM
eurjchem-1298	139	129	,	,	PUNCT
eurjchem-1298	139	130	j	j	PROPN
eurjchem-1298	139	131	=	=	PROPN
eurjchem-1298	139	132	5.4	5.4	NUM
eurjchem-1298	139	133	hz	hz	NOUN
eurjchem-1298	139	134	,	,	PUNCT
eurjchem-1298	139	135	ch‐o‐caff	ch‐o‐caff	PROPN
eurjchem-1298	139	136	)	)	PUNCT
eurjchem-1298	139	137	,	,	PUNCT
eurjchem-1298	139	138	5.44	5.44	NUM
eurjchem-1298	139	139	(	(	PUNCT
eurjchem-1298	139	140	t	t	PROPN
eurjchem-1298	139	141	,	,	PUNCT
eurjchem-1298	139	142	1h	1h	NUM
eurjchem-1298	139	143	,	,	PUNCT
eurjchem-1298	139	144	j	j	PROPN
eurjchem-1298	139	145	=	=	SYM
eurjchem-1298	139	146	4.9	4.9	NUM
eurjchem-1298	139	147	hz	hz	VERB
eurjchem-1298	139	148	,	,	PUNCT
eurjchem-1298	139	149	ch‐o‐co	ch‐o‐co	PROPN
eurjchem-1298	139	150	)	)	PUNCT
eurjchem-1298	139	151	,	,	PUNCT
eurjchem-1298	139	152	6.44	6.44	NUM
eurjchem-1298	139	153	(	(	PUNCT
eurjchem-1298	139	154	d	d	PROPN
eurjchem-1298	139	155	,	,	PUNCT
eurjchem-1298	139	156	1h	1h	NUM
eurjchem-1298	139	157	,	,	PUNCT
eurjchem-1298	139	158	j	j	PROPN
eurjchem-1298	139	159	=	=	SYM
eurjchem-1298	139	160	16.1hz	16.1hz	PROPN
eurjchem-1298	139	161	,	,	PUNCT
eurjchem-1298	139	162	co‐ch‐ch‐	co‐ch‐ch‐	PROPN
eurjchem-1298	139	163	ph	ph	PROPN
eurjchem-1298	139	164	)	)	PUNCT
eurjchem-1298	139	165	,	,	PUNCT
eurjchem-1298	139	166	7.25	7.25	NUM
eurjchem-1298	139	167	(	(	PUNCT
eurjchem-1298	139	168	d	d	PROPN
eurjchem-1298	139	169	,	,	PUNCT
eurjchem-1298	139	170	1h	1h	NUM
eurjchem-1298	139	171	,	,	PUNCT
eurjchem-1298	139	172	j	j	PROPN
eurjchem-1298	139	173	=	=	PROPN
eurjchem-1298	139	174	8.3	8.3	NUM
eurjchem-1298	139	175	hz	hz	NOUN
eurjchem-1298	139	176	,	,	PUNCT
eurjchem-1298	139	177	ar‐h	ar‐h	PROPN
eurjchem-1298	139	178	)	)	PUNCT
eurjchem-1298	139	179	,	,	PUNCT
eurjchem-1298	139	180	7.40	7.40	NUM
eurjchem-1298	139	181	(	(	PUNCT
eurjchem-1298	139	182	d	d	PROPN
eurjchem-1298	139	183	,	,	PUNCT
eurjchem-1298	139	184	1h	1h	NUM
eurjchem-1298	139	185	,	,	PUNCT
eurjchem-1298	139	186	j	j	PROPN
eurjchem-1298	139	187	=	=	PROPN
eurjchem-1298	139	188	2.2	2.2	NUM
eurjchem-1298	139	189	hz	hz	ADJ
eurjchem-1298	139	190	,	,	PUNCT
eurjchem-1298	139	191	ar‐h	ar‐h	PROPN
eurjchem-1298	139	192	)	)	PUNCT
eurjchem-1298	139	193	,	,	PUNCT
eurjchem-1298	139	194	7.43	7.43	NUM
eurjchem-1298	139	195	(	(	PUNCT
eurjchem-1298	139	196	dd	dd	PROPN
eurjchem-1298	139	197	,	,	PUNCT
eurjchem-1298	139	198	1h	1h	NUM
eurjchem-1298	139	199	,	,	PUNCT
eurjchem-1298	139	200	j	j	PROPN
eurjchem-1298	139	201	=	=	SYM
eurjchem-1298	139	202	8.4	8.4	NUM
eurjchem-1298	139	203	,	,	PUNCT
eurjchem-1298	139	204	2.1	2.1	NUM
eurjchem-1298	139	205	hz	hz	NOUN
eurjchem-1298	139	206	,	,	PUNCT
eurjchem-1298	139	207	ar‐h	ar‐h	PROPN
eurjchem-1298	139	208	)	)	PUNCT
eurjchem-1298	139	209	,	,	PUNCT
eurjchem-1298	139	210	7.66	7.66	NUM
eurjchem-1298	139	211	(	(	PUNCT
eurjchem-1298	139	212	d	d	PROPN
eurjchem-1298	139	213	,	,	PUNCT
eurjchem-1298	139	214	1h	1h	NUM
eurjchem-1298	139	215	,	,	PUNCT
eurjchem-1298	139	216	j	j	PROPN
eurjchem-1298	140	1	=	=	SYM
eurjchem-1298	140	2	15.9	15.9	NUM
eurjchem-1298	140	3	hz	hz	NOUN
eurjchem-1298	140	4	,	,	PUNCT
eurjchem-1298	140	5	ph‐	ph‐	NOUN
eurjchem-1298	140	6	ch‐ch‐co	ch‐ch‐co	NOUN
eurjchem-1298	140	7	)	)	PUNCT
eurjchem-1298	140	8	.	.	PUNCT
eurjchem-1298	141	1	nmr	nmr	NOUN
eurjchem-1298	141	2	data	datum	NOUN
eurjchem-1298	141	3	were	be	AUX
eurjchem-1298	141	4	in	in	ADP
eurjchem-1298	141	5	good	good	ADJ
eurjchem-1298	141	6	agreement	agreement	NOUN
eurjchem-1298	141	7	with	with	ADP
eurjchem-1298	141	8	literature	literature	NOUN
eurjchem-1298	141	9	data	datum	NOUN
eurjchem-1298	141	10	[	[	X
eurjchem-1298	141	11	11	11	NUM
eurjchem-1298	141	12	]	]	PUNCT
eurjchem-1298	141	13	.	.	PUNCT
eurjchem-1298	142	1	(	(	PUNCT
eurjchem-1298	142	2	1r	1r	NUM
eurjchem-1298	142	3	,	,	PUNCT
eurjchem-1298	142	4	3r	3r	NUM
eurjchem-1298	142	5	,	,	PUNCT
eurjchem-1298	142	6	4s	4s	NUM
eurjchem-1298	142	7	,	,	PUNCT
eurjchem-1298	142	8	5r)‐3‐tert‐butyldimethylsiloxy‐1,4‐diacetyl	5r)‐3‐tert‐butyldimethylsiloxy‐1,4‐diacetyl	NOUN
eurjchem-1298	142	9	caffeoylcyclohexane‐1,5‐carbolactone	caffeoylcyclohexane‐1,5‐carbolactone	NOUN
eurjchem-1298	142	10	(	(	PUNCT
eurjchem-1298	142	11	16	16	NUM
eurjchem-1298	142	12	):	):	PUNCT
eurjchem-1298	142	13	color	color	NOUN
eurjchem-1298	142	14	:	:	PUNCT
eurjchem-1298	142	15	off	off	ADP
eurjchem-1298	142	16	white	white	PROPN
eurjchem-1298	142	17	.	.	PUNCT
eurjchem-1298	143	1	yield	yield	NOUN
eurjchem-1298	143	2	:	:	PUNCT
eurjchem-1298	143	3	15	15	NUM
eurjchem-1298	143	4	%	%	NOUN
eurjchem-1298	143	5	.	.	PUNCT
eurjchem-1298	144	1	ft‐ir	ft‐ir	NOUN
eurjchem-1298	144	2	(	(	PUNCT
eurjchem-1298	144	3	kbr	kbr	PROPN
eurjchem-1298	144	4	,	,	PUNCT
eurjchem-1298	144	5			PROPN
eurjchem-1298	144	6	,	,	PUNCT
eurjchem-1298	144	7	cm‐1	cm‐1	PROPN
eurjchem-1298	144	8	):	):	PUNCT
eurjchem-1298	144	9	3077	3077	NUM
eurjchem-1298	144	10	(	(	PUNCT
eurjchem-1298	144	11	c‐h	c‐h	X
eurjchem-1298	144	12	,	,	PUNCT
eurjchem-1298	144	13	aromatic	aromatic	ADJ
eurjchem-1298	144	14	)	)	PUNCT
eurjchem-1298	144	15	2933	2933	NUM
eurjchem-1298	144	16	(	(	PUNCT
eurjchem-1298	144	17	c‐	c‐	NOUN
eurjchem-1298	144	18	h	h	NOUN
eurjchem-1298	144	19	,	,	PUNCT
eurjchem-1298	144	20	alkyl	alkyl	ADJ
eurjchem-1298	144	21	)	)	PUNCT
eurjchem-1298	144	22	,	,	PUNCT
eurjchem-1298	144	23	2857	2857	NUM
eurjchem-1298	144	24	(	(	PUNCT
eurjchem-1298	144	25	c‐h	c‐h	X
eurjchem-1298	144	26	,	,	PUNCT
eurjchem-1298	144	27	alkyl	alkyl	ADJ
eurjchem-1298	144	28	)	)	PUNCT
eurjchem-1298	144	29	,	,	PUNCT
eurjchem-1298	144	30	1775	1775	NUM
eurjchem-1298	144	31	(	(	PUNCT
eurjchem-1298	144	32	c	c	NOUN
eurjchem-1298	144	33	=	=	SYM
eurjchem-1298	144	34	o	o	NOUN
eurjchem-1298	144	35	,	,	PUNCT
eurjchem-1298	144	36	ester	ester	NOUN
eurjchem-1298	144	37	)	)	PUNCT
eurjchem-1298	144	38	,	,	PUNCT
eurjchem-1298	144	39	1724	1724	NUM
eurjchem-1298	144	40	(	(	PUNCT
eurjchem-1298	144	41	c	c	NOUN
eurjchem-1298	144	42	=	=	SYM
eurjchem-1298	144	43	o	o	NOUN
eurjchem-1298	144	44	,	,	PUNCT
eurjchem-1298	144	45	ester	ester	NOUN
eurjchem-1298	144	46	)	)	PUNCT
eurjchem-1298	144	47	,	,	PUNCT
eurjchem-1298	144	48	1637	1637	NUM
eurjchem-1298	144	49	(	(	PUNCT
eurjchem-1298	144	50	c	c	X
eurjchem-1298	144	51	=	=	SYM
eurjchem-1298	144	52	c	c	NOUN
eurjchem-1298	144	53	,	,	PUNCT
eurjchem-1298	144	54	alkenyl	alkenyl	NOUN
eurjchem-1298	144	55	)	)	PUNCT
eurjchem-1298	144	56	,	,	PUNCT
eurjchem-1298	144	57	1506	1506	NUM
eurjchem-1298	144	58	(	(	PUNCT
eurjchem-1298	144	59	c	c	X
eurjchem-1298	144	60	=	=	SYM
eurjchem-1298	144	61	c	c	NOUN
eurjchem-1298	144	62	,	,	PUNCT
eurjchem-1298	144	63	aromatic	aromatic	NOUN
eurjchem-1298	144	64	)	)	PUNCT
eurjchem-1298	144	65	,	,	PUNCT
eurjchem-1298	144	66	1255	1255	NUM
eurjchem-1298	144	67	(	(	PUNCT
eurjchem-1298	144	68	sich3	sich3	NOUN
eurjchem-1298	144	69	)	)	PUNCT
eurjchem-1298	144	70	,	,	PUNCT
eurjchem-1298	144	71	1205	1205	NUM
eurjchem-1298	144	72	(	(	PUNCT
eurjchem-1298	144	73	c‐o‐c	c‐o‐c	NOUN
eurjchem-1298	144	74	,	,	PUNCT
eurjchem-1298	144	75	ester	ester	NOUN
eurjchem-1298	144	76	)	)	PUNCT
eurjchem-1298	144	77	,	,	PUNCT
eurjchem-1298	144	78	1179	1179	NUM
eurjchem-1298	144	79	(	(	PUNCT
eurjchem-1298	144	80	c‐o‐c	c‐o‐c	NOUN
eurjchem-1298	144	81	,	,	PUNCT
eurjchem-1298	144	82	ester	ester	NOUN
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eurjchem-1298	144	84	,	,	PUNCT
eurjchem-1298	144	85	1060	1060	NUM
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eurjchem-1298	144	87	si‐o	si‐o	PROPN
eurjchem-1298	144	88	)	)	PUNCT
eurjchem-1298	144	89	.	.	PUNCT
eurjchem-1298	145	1	1h	1h	NUM
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eurjchem-1298	145	3	(	(	PUNCT
eurjchem-1298	145	4	500	500	NUM
eurjchem-1298	145	5	mhz	mhz	NOUN
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eurjchem-1298	145	9	δ	δ	PROPN
eurjchem-1298	145	10	,	,	PUNCT
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eurjchem-1298	145	12	):	):	PUNCT
eurjchem-1298	145	13	0.05	0.05	NUM
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eurjchem-1298	145	15	s	s	PROPN
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eurjchem-1298	145	17	3h	3h	NUM
eurjchem-1298	145	18	,	,	PUNCT
eurjchem-1298	145	19	si‐ch3	si‐ch3	ADJ
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eurjchem-1298	145	21	,	,	PUNCT
eurjchem-1298	145	22	0.08	0.08	NUM
eurjchem-1298	145	23	(	(	PUNCT
eurjchem-1298	145	24	s	s	PROPN
eurjchem-1298	145	25	,	,	PUNCT
eurjchem-1298	145	26	3h	3h	NUM
eurjchem-1298	145	27	si‐ch3	si‐ch3	ADJ
eurjchem-1298	145	28	)	)	PUNCT
eurjchem-1298	145	29	,	,	PUNCT
eurjchem-1298	145	30	0.82	0.82	NUM
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eurjchem-1298	145	32	s	s	PROPN
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eurjchem-1298	145	34	9h	9h	NUM
eurjchem-1298	145	35	,	,	PUNCT
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eurjchem-1298	145	38	,	,	PUNCT
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eurjchem-1298	145	41	d	d	PROPN
eurjchem-1298	145	42	,	,	PUNCT
eurjchem-1298	145	43	1h	1h	NUM
eurjchem-1298	145	44	,	,	PUNCT
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eurjchem-1298	145	46	=	=	PROPN
eurjchem-1298	145	47	12.4	12.4	NUM
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eurjchem-1298	145	49	,	,	PUNCT
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eurjchem-1298	145	52	,	,	PUNCT
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eurjchem-1298	145	55	s	s	PROPN
eurjchem-1298	145	56	,	,	PUNCT
eurjchem-1298	145	57	3h	3h	NUM
eurjchem-1298	145	58	,	,	PUNCT
eurjchem-1298	145	59	ch3co‐o	ch3co‐o	NOUN
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eurjchem-1298	145	61	,	,	PUNCT
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eurjchem-1298	145	66	3h	3h	NUM
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eurjchem-1298	145	70	,	,	PUNCT
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eurjchem-1298	145	73	s	s	PROPN
eurjchem-1298	145	74	,	,	PUNCT
eurjchem-1298	145	75	3h	3h	NUM
eurjchem-1298	145	76	,	,	PUNCT
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eurjchem-1298	145	78	)	)	PUNCT
eurjchem-1298	145	79	,	,	PUNCT
eurjchem-1298	145	80	2.32	2.32	NUM
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eurjchem-1298	145	82	s	s	PROPN
eurjchem-1298	145	83	,	,	PUNCT
eurjchem-1298	145	84	3h	3h	NUM
eurjchem-1298	145	85	,	,	PUNCT
eurjchem-1298	145	86	ch3co‐o	ch3co‐o	NOUN
eurjchem-1298	145	87	)	)	PUNCT
eurjchem-1298	145	88	,	,	PUNCT
eurjchem-1298	145	89	2.36	2.36	NUM
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eurjchem-1298	145	91	d	d	PROPN
eurjchem-1298	145	92	,	,	PUNCT
eurjchem-1298	145	93	1h	1h	NUM
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eurjchem-1298	145	96	=	=	PROPN
eurjchem-1298	145	97	11.5	11.5	NUM
eurjchem-1298	145	98	hz	hz	NOUN
eurjchem-1298	145	99	,	,	PUNCT
eurjchem-1298	145	100	cyclohexyl‐h	cyclohexyl‐h	PROPN
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eurjchem-1298	145	102	,	,	PUNCT
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eurjchem-1298	145	105	d	d	PROPN
eurjchem-1298	145	106	,	,	PUNCT
eurjchem-1298	145	107	1h	1h	NUM
eurjchem-1298	145	108	,	,	PUNCT
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eurjchem-1298	145	111	,	,	PUNCT
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eurjchem-1298	145	114	dq	dq	PROPN
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eurjchem-1298	145	116	1h	1h	NUM
eurjchem-1298	145	117	,	,	PUNCT
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eurjchem-1298	145	119	=	=	NOUN
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eurjchem-1298	145	121	,	,	PUNCT
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eurjchem-1298	145	123	hz	hz	NOUN
eurjchem-1298	145	124	,	,	PUNCT
eurjchem-1298	145	125	cyclohexyl‐h	cyclohexyl‐h	PROPN
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eurjchem-1298	145	127	,	,	PUNCT
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eurjchem-1298	145	129	–	–	PUNCT
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eurjchem-1298	145	132	m	m	PROPN
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eurjchem-1298	145	134	1h	1h	NUM
eurjchem-1298	145	135	,	,	PUNCT
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eurjchem-1298	145	139	,	,	PUNCT
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eurjchem-1298	145	142	t	t	PROPN
eurjchem-1298	145	143	,	,	PUNCT
eurjchem-1298	145	144	1h	1h	NUM
eurjchem-1298	145	145	,	,	PUNCT
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eurjchem-1298	145	147	=	=	PROPN
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eurjchem-1298	145	150	,	,	PUNCT
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eurjchem-1298	145	153	,	,	PUNCT
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eurjchem-1298	145	161	=	=	SYM
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eurjchem-1298	145	164	,	,	PUNCT
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eurjchem-1298	145	167	,	,	PUNCT
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eurjchem-1298	145	178	,	,	PUNCT
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eurjchem-1298	145	181	,	,	PUNCT
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eurjchem-1298	145	189	=	=	PROPN
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eurjchem-1298	145	192	,	,	PUNCT
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eurjchem-1298	145	195	,	,	PUNCT
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eurjchem-1298	146	4	,	,	PUNCT
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eurjchem-1298	146	7	,	,	PUNCT
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eurjchem-1298	146	12	1h	1h	NUM
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eurjchem-1298	146	15	=	=	SYM
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eurjchem-1298	146	17	hz	hz	NOUN
eurjchem-1298	146	18	,	,	PUNCT
eurjchem-1298	146	19	ar‐h	ar‐h	NOUN
eurjchem-1298	146	20	)	)	PUNCT
eurjchem-1298	146	21	,	,	PUNCT
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eurjchem-1298	146	23	(	(	PUNCT
eurjchem-1298	146	24	d	d	PROPN
eurjchem-1298	146	25	,	,	PUNCT
eurjchem-1298	146	26	2h	2h	NUM
eurjchem-1298	146	27	,	,	PUNCT
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eurjchem-1298	146	29	=	=	PROPN
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eurjchem-1298	146	31	,	,	PUNCT
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eurjchem-1298	146	33	hz	hz	NOUN
eurjchem-1298	146	34	,	,	PUNCT
eurjchem-1298	146	35	ar‐h	ar‐h	PROPN
eurjchem-1298	146	36	)	)	PUNCT
eurjchem-1298	146	37	,	,	PUNCT
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eurjchem-1298	146	39	(	(	PUNCT
eurjchem-1298	146	40	td	td	NOUN
eurjchem-1298	146	41	,	,	PUNCT
eurjchem-1298	146	42	2h	2h	NUM
eurjchem-1298	146	43	,	,	PUNCT
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eurjchem-1298	146	45	=	=	PROPN
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eurjchem-1298	146	47	,	,	PUNCT
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eurjchem-1298	146	49	hz	hz	NOUN
eurjchem-1298	146	50	,	,	PUNCT
eurjchem-1298	146	51	ar‐h	ar‐h	NOUN
eurjchem-1298	146	52	)	)	PUNCT
eurjchem-1298	146	53	,	,	PUNCT
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eurjchem-1298	146	55	(	(	PUNCT
eurjchem-1298	146	56	d	d	PROPN
eurjchem-1298	146	57	,	,	PUNCT
eurjchem-1298	146	58	1h	1h	NUM
eurjchem-1298	146	59	,	,	PUNCT
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eurjchem-1298	146	61	=	=	SYM
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eurjchem-1298	146	64	,	,	PUNCT
eurjchem-1298	146	65	ph‐ch‐ch‐	ph‐ch‐ch‐	PROPN
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eurjchem-1298	146	68	,	,	PUNCT
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eurjchem-1298	146	70	(	(	PUNCT
eurjchem-1298	146	71	d	d	PROPN
eurjchem-1298	146	72	,	,	PUNCT
eurjchem-1298	146	73	1h	1h	NUM
eurjchem-1298	146	74	,	,	PUNCT
eurjchem-1298	146	75	j	j	PROPN
eurjchem-1298	146	76	=	=	SYM
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eurjchem-1298	146	78	hz	hz	NOUN
eurjchem-1298	146	79	,	,	PUNCT
eurjchem-1298	146	80	ph‐ch‐ch‐co	ph‐ch‐ch‐co	PRON
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eurjchem-1298	146	82	.	.	PUNCT
eurjchem-1298	147	1	13c	13c	NOUN
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eurjchem-1298	147	3	(	(	PUNCT
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eurjchem-1298	147	8	,	,	PUNCT
eurjchem-1298	147	9	δ	δ	PROPN
eurjchem-1298	147	10	,	,	PUNCT
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eurjchem-1298	147	12	):	):	PUNCT
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eurjchem-1298	147	14	(	(	PUNCT
eurjchem-1298	147	15	1c	1c	NOUN
eurjchem-1298	147	16	,	,	PUNCT
eurjchem-1298	147	17	coo‐lactone	coo‐lactone	NUM
eurjchem-1298	147	18	)	)	PUNCT
eurjchem-1298	147	19	,	,	PUNCT
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eurjchem-1298	147	21	(	(	PUNCT
eurjchem-1298	147	22	1c	1c	NOUN
eurjchem-1298	147	23	,	,	PUNCT
eurjchem-1298	147	24	1c	1c	NOUN
eurjchem-1298	147	25	,	,	PUNCT
eurjchem-1298	147	26	cooch3	cooch3	NOUN
eurjchem-1298	147	27	)	)	PUNCT
eurjchem-1298	147	28	,	,	PUNCT
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eurjchem-1298	147	30	(	(	PUNCT
eurjchem-1298	147	31	1c	1c	NOUN
eurjchem-1298	147	32	,	,	PUNCT
eurjchem-1298	147	33	1c	1c	NOUN
eurjchem-1298	147	34	,	,	PUNCT
eurjchem-1298	147	35	cooch3	cooch3	NOUN
eurjchem-1298	147	36	)	)	PUNCT
eurjchem-1298	147	37	,	,	PUNCT
eurjchem-1298	147	38	167.97	167.97	NUM
eurjchem-1298	147	39	(	(	PUNCT
eurjchem-1298	147	40	1c	1c	NOUN
eurjchem-1298	147	41	,	,	PUNCT
eurjchem-1298	147	42	1c	1c	NOUN
eurjchem-1298	147	43	,	,	PUNCT
eurjchem-1298	147	44	cooch3	cooch3	NOUN
eurjchem-1298	147	45	)	)	PUNCT
eurjchem-1298	147	46	,	,	PUNCT
eurjchem-1298	147	47	167.92	167.92	NUM
eurjchem-1298	147	48	(	(	PUNCT
eurjchem-1298	147	49	1c	1c	NOUN
eurjchem-1298	147	50	,	,	PUNCT
eurjchem-1298	147	51	1c	1c	NOUN
eurjchem-1298	147	52	,	,	PUNCT
eurjchem-1298	147	53	cooch3	cooch3	NOUN
eurjchem-1298	147	54	)	)	PUNCT
eurjchem-1298	147	55	,	,	PUNCT
eurjchem-1298	147	56	165.08	165.08	NUM
eurjchem-1298	147	57	(	(	PUNCT
eurjchem-1298	147	58	1c	1c	NOUN
eurjchem-1298	147	59	,	,	PUNCT
eurjchem-1298	147	60	cooch‐olefinic	cooch‐olefinic	ADJ
eurjchem-1298	147	61	)	)	PUNCT
eurjchem-1298	147	62	,	,	PUNCT
eurjchem-1298	147	63	164.52	164.52	NUM
eurjchem-1298	147	64	(	(	PUNCT
eurjchem-1298	147	65	1c	1c	NOUN
eurjchem-1298	147	66	,	,	PUNCT
eurjchem-1298	147	67	cooh‐olefinic	cooh‐olefinic	NOUN
eurjchem-1298	147	68	)	)	PUNCT
eurjchem-1298	147	69	,	,	PUNCT
eurjchem-1298	147	70	144.75	144.75	NUM
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eurjchem-1298	147	72	2c	2c	NOUN
eurjchem-1298	147	73	,	,	PUNCT
eurjchem-1298	147	74	olefinic‐c	olefinic‐c	NOUN
eurjchem-1298	147	75	)	)	PUNCT
eurjchem-1298	147	76	,	,	PUNCT
eurjchem-1298	147	77	144.15	144.15	NUM
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eurjchem-1298	147	79	1c	1c	NOUN
eurjchem-1298	147	80	,	,	PUNCT
eurjchem-1298	147	81	olefinic‐c	olefinic‐c	NOUN
eurjchem-1298	147	82	)	)	PUNCT
eurjchem-1298	147	83	,	,	PUNCT
eurjchem-1298	147	84	143.83	143.83	NUM
eurjchem-1298	147	85	(	(	PUNCT
eurjchem-1298	147	86	1c	1c	NOUN
eurjchem-1298	147	87	,	,	PUNCT
eurjchem-1298	147	88	ar‐c	ar‐c	PROPN
eurjchem-1298	147	89	)	)	PUNCT
eurjchem-1298	147	90	,	,	PUNCT
eurjchem-1298	147	91	143.72	143.72	NUM
eurjchem-1298	147	92	(	(	PUNCT
eurjchem-1298	147	93	1c	1c	NUM
eurjchem-1298	147	94	,	,	PUNCT
eurjchem-1298	147	95	ar‐c	ar‐c	PROPN
eurjchem-1298	147	96	)	)	PUNCT
eurjchem-1298	147	97	,	,	PUNCT
eurjchem-1298	147	98	142.44	142.44	NUM
eurjchem-1298	147	99	(	(	PUNCT
eurjchem-1298	147	100	1c	1c	NOUN
eurjchem-1298	147	101	,	,	PUNCT
eurjchem-1298	147	102	ar‐c	ar‐c	PROPN
eurjchem-1298	147	103	)	)	PUNCT
eurjchem-1298	147	104	,	,	PUNCT
eurjchem-1298	147	105	132.92	132.92	NUM
eurjchem-1298	147	106	(	(	PUNCT
eurjchem-1298	147	107	1c	1c	NOUN
eurjchem-1298	147	108	,	,	PUNCT
eurjchem-1298	147	109	ar‐c	ar‐c	PROPN
eurjchem-1298	147	110	)	)	PUNCT
eurjchem-1298	147	111	,	,	PUNCT
eurjchem-1298	147	112	132.74	132.74	NUM
eurjchem-1298	147	113	(	(	PUNCT
eurjchem-1298	147	114	1c	1c	NOUN
eurjchem-1298	147	115	,	,	PUNCT
eurjchem-1298	147	116	ar‐c	ar‐c	PROPN
eurjchem-1298	147	117	)	)	PUNCT
eurjchem-1298	147	118	,	,	PUNCT
eurjchem-1298	147	119	126.58	126.58	NUM
eurjchem-1298	147	120	1c	1c	NOUN
eurjchem-1298	147	121	,	,	PUNCT
eurjchem-1298	147	122	ar‐c	ar‐c	PROPN
eurjchem-1298	147	123	)	)	PUNCT
eurjchem-1298	147	124	,	,	PUNCT
eurjchem-1298	147	125	126.54	126.54	NUM
eurjchem-1298	147	126	(	(	PUNCT
eurjchem-1298	147	127	1c	1c	NUM
eurjchem-1298	147	128	,	,	PUNCT
eurjchem-1298	147	129	ar‐c	ar‐c	PROPN
eurjchem-1298	147	130	)	)	PUNCT
eurjchem-1298	147	131	,	,	PUNCT
eurjchem-1298	147	132	124.02	124.02	NUM
eurjchem-1298	147	133	(	(	PUNCT
eurjchem-1298	147	134	1c	1c	NOUN
eurjchem-1298	147	135	,	,	PUNCT
eurjchem-1298	147	136	ar‐c	ar‐c	PROPN
eurjchem-1298	147	137	)	)	PUNCT
eurjchem-1298	147	138	,	,	PUNCT
eurjchem-1298	147	139	124.00	124.00	NUM
eurjchem-1298	147	140	(	(	PUNCT
eurjchem-1298	147	141	1c	1c	NOUN
eurjchem-1298	147	142	,	,	PUNCT
eurjchem-1298	147	143	ar‐c	ar‐c	PROPN
eurjchem-1298	147	144	)	)	PUNCT
eurjchem-1298	147	145	,	,	PUNCT
eurjchem-1298	147	146	122.97	122.97	NUM
eurjchem-1298	147	147	(	(	PUNCT
eurjchem-1298	147	148	1c	1c	NUM
eurjchem-1298	147	149	,	,	PUNCT
eurjchem-1298	147	150	ar‐c	ar‐c	PROPN
eurjchem-1298	147	151	)	)	PUNCT
eurjchem-1298	147	152	,	,	PUNCT
eurjchem-1298	147	153	122.84	122.84	NUM
eurjchem-1298	147	154	(	(	PUNCT
eurjchem-1298	147	155	1c	1c	NUM
eurjchem-1298	147	156	,	,	PUNCT
eurjchem-1298	147	157	ar‐c	ar‐c	PROPN
eurjchem-1298	147	158	)	)	PUNCT
eurjchem-1298	147	159	,	,	PUNCT
eurjchem-1298	147	160	118.23	118.23	NUM
eurjchem-1298	147	161	(	(	PUNCT
eurjchem-1298	147	162	1c	1c	NUM
eurjchem-1298	147	163	,	,	PUNCT
eurjchem-1298	147	164	ar‐c	ar‐c	PROPN
eurjchem-1298	147	165	)	)	PUNCT
eurjchem-1298	147	166	,	,	PUNCT
eurjchem-1298	147	167	117.89	117.89	NUM
eurjchem-1298	147	168	(	(	PUNCT
eurjchem-1298	147	169	1c	1c	X
eurjchem-1298	147	170	,	,	PUNCT
eurjchem-1298	147	171	olefinic‐c	olefinic‐c	NOUN
eurjchem-1298	147	172	)	)	PUNCT
eurjchem-1298	147	173	,	,	PUNCT
eurjchem-1298	147	174	76.51	76.51	NUM
eurjchem-1298	147	175	(	(	PUNCT
eurjchem-1298	147	176	1c	1c	NOUN
eurjchem-1298	147	177	,	,	PUNCT
eurjchem-1298	147	178	cyclohexyl‐c	cyclohexyl‐c	PROPN
eurjchem-1298	147	179	)	)	PUNCT
eurjchem-1298	147	180	,	,	PUNCT
eurjchem-1298	147	181	74.22	74.22	NUM
eurjchem-1298	147	182	(	(	PUNCT
eurjchem-1298	147	183	1c	1c	NOUN
eurjchem-1298	147	184	,	,	PUNCT
eurjchem-1298	147	185	cyclohexyl‐c	cyclohexyl‐c	PROPN
eurjchem-1298	147	186	)	)	PUNCT
eurjchem-1298	147	187	,	,	PUNCT
eurjchem-1298	147	188	66.89	66.89	NUM
eurjchem-1298	147	189	(	(	PUNCT
eurjchem-1298	147	190	1c	1c	X
eurjchem-1298	147	191	,	,	PUNCT
eurjchem-1298	147	192	cyclohexyl‐c	cyclohexyl‐c	PROPN
eurjchem-1298	147	193	)	)	PUNCT
eurjchem-1298	147	194	,	,	PUNCT
eurjchem-1298	147	195	65.69	65.69	NUM
eurjchem-1298	147	196	(	(	PUNCT
eurjchem-1298	147	197	1c	1c	NOUN
eurjchem-1298	147	198	,	,	PUNCT
eurjchem-1298	147	199	cyclohexyl‐c	cyclohexyl‐c	PROPN
eurjchem-1298	147	200	)	)	PUNCT
eurjchem-1298	147	201	,	,	PUNCT
eurjchem-1298	147	202	37.61	37.61	NUM
eurjchem-1298	147	203	(	(	PUNCT
eurjchem-1298	147	204	1c	1c	NOUN
eurjchem-1298	147	205	,	,	PUNCT
eurjchem-1298	147	206	cyclohexyl‐c	cyclohexyl‐c	PROPN
eurjchem-1298	147	207	)	)	PUNCT
eurjchem-1298	147	208	,	,	PUNCT
eurjchem-1298	147	209	34.23	34.23	NUM
eurjchem-1298	147	210	(	(	PUNCT
eurjchem-1298	147	211	1c	1c	NOUN
eurjchem-1298	147	212	,	,	PUNCT
eurjchem-1298	147	213	cyclohexyl‐c	cyclohexyl‐c	PROPN
eurjchem-1298	147	214	)	)	PUNCT
eurjchem-1298	147	215	,	,	PUNCT
eurjchem-1298	147	216	25.53	25.53	NUM
eurjchem-1298	147	217	(	(	PUNCT
eurjchem-1298	147	218	1c	1c	NOUN
eurjchem-1298	147	219	,	,	PUNCT
eurjchem-1298	147	220	c(ch3)3	c(ch3)3	NOUN
eurjchem-1298	147	221	)	)	PUNCT
eurjchem-1298	147	222	,	,	PUNCT
eurjchem-1298	147	223	20.64	20.64	NUM
eurjchem-1298	147	224	(	(	PUNCT
eurjchem-1298	147	225	3c	3c	NUM
eurjchem-1298	147	226	,	,	PUNCT
eurjchem-1298	147	227	ch3‐c	ch3‐c	NOUN
eurjchem-1298	147	228	)	)	PUNCT
eurjchem-1298	147	229	,	,	PUNCT
eurjchem-1298	147	230	20.60	20.60	NUM
eurjchem-1298	147	231	(	(	PUNCT
eurjchem-1298	147	232	2c	2c	NOUN
eurjchem-1298	147	233	,	,	PUNCT
eurjchem-1298	147	234	ch3cooph	ch3cooph	PROPN
eurjchem-1298	147	235	)	)	PUNCT
eurjchem-1298	147	236	,	,	PUNCT
eurjchem-1298	147	237	17.87	17.87	NUM
eurjchem-1298	147	238	(	(	PUNCT
eurjchem-1298	147	239	2c	2c	NOUN
eurjchem-1298	147	240	,	,	PUNCT
eurjchem-1298	147	241	ch3cooph	ch3cooph	PROPN
eurjchem-1298	147	242	)	)	PUNCT
eurjchem-1298	147	243	,	,	PUNCT
eurjchem-1298	147	244	‐5.14	‐5.14	X
eurjchem-1298	147	245	(	(	PUNCT
eurjchem-1298	147	246	2c	2c	NOUN
eurjchem-1298	147	247	,	,	PUNCT
eurjchem-1298	147	248	ch3‐si	ch3‐si	PUNCT
eurjchem-1298	147	249	)	)	PUNCT
eurjchem-1298	147	250	.	.	PUNCT
eurjchem-1298	148	1	hrms	hrms	PROPN
eurjchem-1298	148	2	fab+	fab+	PROPN
eurjchem-1298	148	3	:	:	PUNCT
eurjchem-1298	148	4	m	m	PROPN
eurjchem-1298	148	5	/	/	SYM
eurjchem-1298	148	6	z	z	NOUN
eurjchem-1298	148	7	:	:	PUNCT
eurjchem-1298	148	8	calculated	calculate	VERB
eurjchem-1298	148	9	for	for	ADP
eurjchem-1298	148	10	c39h45o15si	c39h45o15si	NOUN
eurjchem-1298	148	11	[	[	X
eurjchem-1298	148	12	m+h+	m+h+	X
eurjchem-1298	148	13	]	]	X
eurjchem-1298	148	14	=	=	SYM
eurjchem-1298	148	15	781.2528	781.2528	NUM
eurjchem-1298	148	16	,	,	PUNCT
eurjchem-1298	148	17	found	find	VERB
eurjchem-1298	148	18	781.2531	781.2531	NOUN
eurjchem-1298	148	19	.	.	NOUN
eurjchem-1298	148	20	2.9	2.9	NUM
eurjchem-1298	148	21	.	.	PUNCT
eurjchem-1298	149	1	synthesis	synthesis	NOUN
eurjchem-1298	149	2	of	of	ADP
eurjchem-1298	149	3	4‐cqa	4‐cqa	NUM
eurjchem-1298	149	4	(	(	PUNCT
eurjchem-1298	149	5	17	17	NUM
eurjchem-1298	149	6	)	)	PUNCT
eurjchem-1298	149	7	as	as	ADV
eurjchem-1298	149	8	much	much	ADJ
eurjchem-1298	149	9	as	as	ADP
eurjchem-1298	149	10	213	213	NUM
eurjchem-1298	149	11	mg	mg	NOUN
eurjchem-1298	149	12	(	(	PUNCT
eurjchem-1298	149	13	0.40	0.40	NUM
eurjchem-1298	149	14	mmol	mmol	NOUN
eurjchem-1298	149	15	)	)	PUNCT
eurjchem-1298	149	16	of	of	ADP
eurjchem-1298	149	17	protected	protect	VERB
eurjchem-1298	149	18	4‐cqa	4‐cqa	NUM
eurjchem-1298	149	19	(	(	PUNCT
eurjchem-1298	149	20	15	15	NUM
eurjchem-1298	149	21	)	)	PUNCT
eurjchem-1298	149	22	was	be	AUX
eurjchem-1298	149	23	suspended	suspend	VERB
eurjchem-1298	149	24	in	in	ADP
eurjchem-1298	149	25	a	a	DET
eurjchem-1298	149	26	mixture	mixture	NOUN
eurjchem-1298	149	27	of	of	ADP
eurjchem-1298	149	28	thf	thf	NOUN
eurjchem-1298	149	29	(	(	PUNCT
eurjchem-1298	149	30	3	3	NUM
eurjchem-1298	149	31	ml	ml	NOUN
eurjchem-1298	149	32	)	)	PUNCT
eurjchem-1298	149	33	and	and	CCONJ
eurjchem-1298	149	34	1	1	NUM
eurjchem-1298	149	35	m	m	NOUN
eurjchem-1298	149	36	hcl	hcl	PROPN
eurjchem-1298	149	37	(	(	PUNCT
eurjchem-1298	149	38	15	15	NUM
eurjchem-1298	149	39	ml	ml	NOUN
eurjchem-1298	149	40	)	)	PUNCT
eurjchem-1298	149	41	.	.	PUNCT
eurjchem-1298	150	1	the	the	DET
eurjchem-1298	150	2	mixture	mixture	NOUN
eurjchem-1298	150	3	was	be	AUX
eurjchem-1298	150	4	stirred	stir	VERB
eurjchem-1298	150	5	at	at	ADP
eurjchem-1298	150	6	room	room	NOUN
eurjchem-1298	150	7	temperature	temperature	NOUN
eurjchem-1298	150	8	and	and	CCONJ
eurjchem-1298	150	9	tlc	tlc	NOUN
eurjchem-1298	150	10	(	(	PUNCT
eurjchem-1298	150	11	meoh	meoh	PROPN
eurjchem-1298	150	12	:	:	PUNCT
eurjchem-1298	150	13	etoac	etoac	ADJ
eurjchem-1298	150	14	,	,	PUNCT
eurjchem-1298	150	15	1:1	1:1	NUM
eurjchem-1298	150	16	,	,	PUNCT
eurjchem-1298	150	17	v	v	NOUN
eurjchem-1298	150	18	:	:	PUNCT
eurjchem-1298	150	19	v	v	NOUN
eurjchem-1298	150	20	)	)	PUNCT
eurjchem-1298	150	21	was	be	AUX
eurjchem-1298	150	22	used	use	VERB
eurjchem-1298	150	23	to	to	PART
eurjchem-1298	150	24	monitor	monitor	VERB
eurjchem-1298	150	25	the	the	DET
eurjchem-1298	150	26	progress	progress	NOUN
eurjchem-1298	150	27	of	of	ADP
eurjchem-1298	150	28	reaction	reaction	NOUN
eurjchem-1298	150	29	.	.	PUNCT
eurjchem-1298	151	1	after	after	ADP
eurjchem-1298	151	2	the	the	DET
eurjchem-1298	151	3	complete	complete	ADJ
eurjchem-1298	151	4	disappearance	disappearance	NOUN
eurjchem-1298	151	5	of	of	ADP
eurjchem-1298	151	6	the	the	DET
eurjchem-1298	151	7	protected	protect	VERB
eurjchem-1298	151	8	4‐	4‐	PROPN
eurjchem-1298	151	9	cqa	cqa	NOUN
eurjchem-1298	151	10	spot	spot	NOUN
eurjchem-1298	151	11	(	(	PUNCT
eurjchem-1298	151	12	8	8	NUM
eurjchem-1298	151	13	days	day	NOUN
eurjchem-1298	151	14	)	)	PUNCT
eurjchem-1298	151	15	,	,	PUNCT
eurjchem-1298	151	16	the	the	DET
eurjchem-1298	151	17	reaction	reaction	NOUN
eurjchem-1298	151	18	is	be	AUX
eurjchem-1298	151	19	stopped	stop	VERB
eurjchem-1298	151	20	and	and	CCONJ
eurjchem-1298	151	21	added	add	VERB
eurjchem-1298	151	22	with	with	ADP
eurjchem-1298	151	23	dichloromethane	dichloromethane	NOUN
eurjchem-1298	151	24	(	(	PUNCT
eurjchem-1298	151	25	5	5	NUM
eurjchem-1298	151	26	ml	ml	NOUN
eurjchem-1298	151	27	)	)	PUNCT
eurjchem-1298	151	28	forming	form	VERB
eurjchem-1298	151	29	two	two	NUM
eurjchem-1298	151	30	layers	layer	NOUN
eurjchem-1298	151	31	.	.	PUNCT
eurjchem-1298	152	1	the	the	DET
eurjchem-1298	152	2	aqueous	aqueous	ADJ
eurjchem-1298	152	3	phase	phase	NOUN
eurjchem-1298	152	4	was	be	AUX
eurjchem-1298	152	5	separated	separate	VERB
eurjchem-1298	152	6	,	,	PUNCT
eurjchem-1298	152	7	saturated	saturate	VERB
eurjchem-1298	152	8	with	with	ADP
eurjchem-1298	152	9	solid	solid	ADJ
eurjchem-1298	152	10	nacl	nacl	NOUN
eurjchem-1298	152	11	,	,	PUNCT
eurjchem-1298	152	12	and	and	CCONJ
eurjchem-1298	152	13	extracted	extract	VERB
eurjchem-1298	152	14	with	with	ADP
eurjchem-1298	152	15	etoac	etoac	ADJ
eurjchem-1298	152	16	(	(	PUNCT
eurjchem-1298	152	17	3	3	NUM
eurjchem-1298	152	18	×	×	NOUN
eurjchem-1298	152	19	30	30	NUM
eurjchem-1298	152	20	ml	ml	NOUN
eurjchem-1298	152	21	)	)	PUNCT
eurjchem-1298	152	22	.	.	PUNCT
eurjchem-1298	153	1	the	the	DET
eurjchem-1298	153	2	combined	combine	VERB
eurjchem-1298	153	3	organic	organic	ADJ
eurjchem-1298	153	4	extracts	extract	NOUN
eurjchem-1298	153	5	were	be	AUX
eurjchem-1298	153	6	dried	dry	VERB
eurjchem-1298	153	7	over	over	ADP
eurjchem-1298	153	8	na2so4	na2so4	NOUN
eurjchem-1298	153	9	and	and	CCONJ
eurjchem-1298	153	10	concentrated	concentrate	VERB
eurjchem-1298	153	11	with	with	ADP
eurjchem-1298	153	12	evaporator	evaporator	NOUN
eurjchem-1298	153	13	under	under	ADP
eurjchem-1298	153	14	reduced	reduce	VERB
eurjchem-1298	153	15	pressure	pressure	NOUN
eurjchem-1298	153	16	to	to	PART
eurjchem-1298	153	17	give	give	VERB
eurjchem-1298	153	18	4‐cqa	4‐cqa	NUM
eurjchem-1298	153	19	,	,	PUNCT
eurjchem-1298	153	20	compound	compound	NOUN
eurjchem-1298	153	21	17	17	NUM
eurjchem-1298	153	22	(	(	PUNCT
eurjchem-1298	153	23	scheme	scheme	NOUN
eurjchem-1298	153	24	3	3	NUM
eurjchem-1298	153	25	)	)	PUNCT
eurjchem-1298	153	26	,	,	PUNCT
eurjchem-1298	153	27	as	as	ADP
eurjchem-1298	153	28	powder	powder	NOUN
eurjchem-1298	153	29	.	.	PUNCT
eurjchem-1298	154	1	color	color	NOUN
eurjchem-1298	154	2	:	:	PUNCT
eurjchem-1298	154	3	yellow	yellow	ADJ
eurjchem-1298	154	4	.	.	PUNCT
eurjchem-1298	155	1	yield	yield	NOUN
eurjchem-1298	155	2	:	:	PUNCT
eurjchem-1298	155	3	40	40	NUM
eurjchem-1298	155	4	%	%	NOUN
eurjchem-1298	155	5	.	.	PUNCT
eurjchem-1298	156	1	1h	1h	NUM
eurjchem-1298	156	2	nmr	nmr	NOUN
eurjchem-1298	156	3	(	(	PUNCT
eurjchem-1298	156	4	400	400	NUM
eurjchem-1298	156	5	mhz	mhz	NOUN
eurjchem-1298	156	6	,	,	PUNCT
eurjchem-1298	156	7	cd3od	cd3od	NOUN
eurjchem-1298	156	8	,	,	PUNCT
eurjchem-1298	156	9	δ	δ	PROPN
eurjchem-1298	156	10	,	,	PUNCT
eurjchem-1298	156	11	ppm	ppm	NUM
eurjchem-1298	156	12	):	):	PUNCT
eurjchem-1298	156	13	1.99‐2.22	1.99‐2.22	NUM
eurjchem-1298	156	14	(	(	PUNCT
eurjchem-1298	156	15	m	m	PROPN
eurjchem-1298	156	16	,	,	PUNCT
eurjchem-1298	156	17	4h	4h	NOUN
eurjchem-1298	156	18	,	,	PUNCT
eurjchem-1298	156	19	cyclohexyl‐h	cyclohexyl‐h	PROPN
eurjchem-1298	156	20	)	)	PUNCT
eurjchem-1298	156	21	,	,	PUNCT
eurjchem-1298	156	22	4.26‐4.30	4.26‐4.30	NUM
eurjchem-1298	156	23	(	(	PUNCT
eurjchem-1298	156	24	m	m	PROPN
eurjchem-1298	156	25	,	,	PUNCT
eurjchem-1298	156	26	2h	2h	NUM
eurjchem-1298	156	27	,	,	PUNCT
eurjchem-1298	156	28	2ch‐oh	2ch‐oh	NUM
eurjchem-1298	156	29	)	)	PUNCT
eurjchem-1298	156	30	,	,	PUNCT
eurjchem-1298	156	31	4.80	4.80	NUM
eurjchem-1298	156	32	(	(	PUNCT
eurjchem-1298	156	33	dd	dd	PROPN
eurjchem-1298	156	34	,	,	PUNCT
eurjchem-1298	156	35	1h	1h	NUM
eurjchem-1298	156	36	,	,	PUNCT
eurjchem-1298	156	37	j	j	PROPN
eurjchem-1298	156	38	=	=	SYM
eurjchem-1298	156	39	9.2	9.2	NUM
eurjchem-1298	156	40	,	,	PUNCT
eurjchem-1298	156	41	2.9	2.9	NUM
eurjchem-1298	156	42	hz	hz	NOUN
eurjchem-1298	156	43	,	,	PUNCT
eurjchem-1298	156	44	ch‐o‐co	ch‐o‐co	PROPN
eurjchem-1298	156	45	)	)	PUNCT
eurjchem-1298	156	46	,	,	PUNCT
eurjchem-1298	156	47	6.37	6.37	NUM
eurjchem-1298	156	48	(	(	PUNCT
eurjchem-1298	156	49	d	d	PROPN
eurjchem-1298	156	50	,	,	PUNCT
eurjchem-1298	156	51	1h	1h	NUM
eurjchem-1298	156	52	,	,	PUNCT
eurjchem-1298	156	53	j	j	PROPN
eurjchem-1298	156	54	=	=	PROPN
eurjchem-1298	156	55	16.0	16.0	NUM
eurjchem-1298	156	56	hz	hz	NOUN
eurjchem-1298	156	57	,	,	PUNCT
eurjchem-1298	156	58	co‐ch‐ch‐ph	co‐ch‐ch‐ph	PROPN
eurjchem-1298	156	59	)	)	PUNCT
eurjchem-1298	156	60	,	,	PUNCT
eurjchem-1298	156	61	6.78	6.78	NUM
eurjchem-1298	156	62	(	(	PUNCT
eurjchem-1298	156	63	d	d	PROPN
eurjchem-1298	156	64	,	,	PUNCT
eurjchem-1298	156	65	1h	1h	NUM
eurjchem-1298	156	66	,	,	PUNCT
eurjchem-1298	156	67	j	j	PROPN
eurjchem-1298	157	1	=	=	SYM
eurjchem-1298	157	2	8.0	8.0	NUM
eurjchem-1298	157	3	hz	hz	NOUN
eurjchem-1298	157	4	,	,	PUNCT
eurjchem-1298	157	5	ar‐h	ar‐h	NOUN
eurjchem-1298	157	6	)	)	PUNCT
eurjchem-1298	157	7	,	,	PUNCT
eurjchem-1298	157	8	6.94‐	6.94‐	NUM
eurjchem-1298	157	9	7.07	7.07	NUM
eurjchem-1298	157	10	(	(	PUNCT
eurjchem-1298	157	11	m	m	PROPN
eurjchem-1298	157	12	,	,	PUNCT
eurjchem-1298	157	13	2h	2h	NUM
eurjchem-1298	157	14	,	,	PUNCT
eurjchem-1298	157	15	ar‐h	ar‐h	NOUN
eurjchem-1298	157	16	)	)	PUNCT
eurjchem-1298	157	17	,	,	PUNCT
eurjchem-1298	157	18	7.65	7.65	NUM
eurjchem-1298	157	19	(	(	PUNCT
eurjchem-1298	157	20	d	d	PROPN
eurjchem-1298	157	21	,	,	PUNCT
eurjchem-1298	157	22	1h	1h	NUM
eurjchem-1298	157	23	,	,	PUNCT
eurjchem-1298	157	24	j	j	PROPN
eurjchem-1298	157	25	=	=	PROPN
eurjchem-1298	157	26	15.5	15.5	NUM
eurjchem-1298	157	27	hz	hz	NOUN
eurjchem-1298	157	28	,	,	PUNCT
eurjchem-1298	157	29	ph‐ch‐ch‐co	ph‐ch‐ch‐co	PRON
eurjchem-1298	157	30	)	)	PUNCT
eurjchem-1298	157	31	.	.	PUNCT
eurjchem-1298	158	1	nmr	nmr	NOUN
eurjchem-1298	158	2	data	datum	NOUN
eurjchem-1298	158	3	were	be	AUX
eurjchem-1298	158	4	in	in	ADP
eurjchem-1298	158	5	good	good	ADJ
eurjchem-1298	158	6	agreement	agreement	NOUN
eurjchem-1298	158	7	with	with	ADP
eurjchem-1298	158	8	literature	literature	NOUN
eurjchem-1298	158	9	data	datum	NOUN
eurjchem-1298	158	10	[	[	X
eurjchem-1298	158	11	11	11	NUM
eurjchem-1298	158	12	]	]	PUNCT
eurjchem-1298	158	13	.	.	PUNCT
eurjchem-1298	159	1	2.10	2.10	NUM
eurjchem-1298	159	2	.	.	PUNCT
eurjchem-1298	159	3	preparation	preparation	NOUN
eurjchem-1298	159	4	of	of	ADP
eurjchem-1298	159	5	(	(	PUNCT
eurjchem-1298	159	6	1r,3r,4s,5r)‐4‐tert‐butyldimethyl	1r,3r,4s,5r)‐4‐tert‐butyldimethyl	PROPN
eurjchem-1298	159	7	siloxy‐1,3‐dihydroxy	siloxy‐1,3‐dihydroxy	PROPN
eurjchem-1298	159	8	cyclohexane‐1,5‐carbolactone	cyclohexane‐1,5‐carbolactone	PROPN
eurjchem-1298	159	9	(	(	PUNCT
eurjchem-1298	159	10	14	14	NUM
eurjchem-1298	159	11	)	)	PUNCT
eurjchem-1298	159	12	to	to	ADP
eurjchem-1298	159	13	a	a	DET
eurjchem-1298	159	14	solution	solution	NOUN
eurjchem-1298	159	15	of	of	ADP
eurjchem-1298	159	16	quinic	quinic	ADJ
eurjchem-1298	159	17	acid	acid	NOUN
eurjchem-1298	159	18	lactone	lactone	NOUN
eurjchem-1298	159	19	(	(	PUNCT
eurjchem-1298	159	20	12	12	NUM
eurjchem-1298	159	21	)	)	PUNCT
eurjchem-1298	159	22	(	(	PUNCT
eurjchem-1298	159	23	510	510	NUM
eurjchem-1298	159	24	mg	mg	NOUN
eurjchem-1298	159	25	,	,	PUNCT
eurjchem-1298	159	26	2.93	2.93	NUM
eurjchem-1298	159	27	mmol	mmol	NOUN
eurjchem-1298	159	28	)	)	PUNCT
eurjchem-1298	159	29	in	in	ADP
eurjchem-1298	159	30	dmf	dmf	PROPN
eurjchem-1298	159	31	(	(	PUNCT
eurjchem-1298	159	32	4.8	4.8	NUM
eurjchem-1298	159	33	ml	ml	NOUN
eurjchem-1298	159	34	)	)	PUNCT
eurjchem-1298	159	35	at	at	ADP
eurjchem-1298	159	36	0	0	NUM
eurjchem-1298	159	37	°	°	ADP
eurjchem-1298	159	38	c	c	NOUN
eurjchem-1298	159	39	,	,	PUNCT
eurjchem-1298	159	40	dry	dry	ADJ
eurjchem-1298	159	41	triethylamine	triethylamine	NOUN
eurjchem-1298	159	42	(	(	PUNCT
eurjchem-1298	159	43	0.5	0.5	NUM
eurjchem-1298	159	44	ml	ml	NOUN
eurjchem-1298	159	45	)	)	PUNCT
eurjchem-1298	159	46	,	,	PUNCT
eurjchem-1298	159	47	dmap	dmap	NOUN
eurjchem-1298	159	48	(	(	PUNCT
eurjchem-1298	159	49	50	50	NUM
eurjchem-1298	159	50	mg	mg	NOUN
eurjchem-1298	159	51	,	,	PUNCT
eurjchem-1298	159	52	0.41	0.41	NUM
eurjchem-1298	159	53	mmol	mmol	NOUN
eurjchem-1298	159	54	)	)	PUNCT
eurjchem-1298	159	55	,	,	PUNCT
eurjchem-1298	159	56	tetrabutyl	tetrabutyl	NOUN
eurjchem-1298	159	57	ammonium	ammonium	NOUN
eurjchem-1298	159	58	iodide	iodide	NOUN
eurjchem-1298	159	59	(	(	PUNCT
eurjchem-1298	159	60	54	54	NUM
eurjchem-1298	159	61	mg	mg	PROPN
eurjchem-1298	159	62	,	,	PUNCT
eurjchem-1298	159	63	0.145	0.145	NUM
eurjchem-1298	159	64	mmol	mmol	NOUN
eurjchem-1298	159	65	)	)	PUNCT
eurjchem-1298	159	66	and	and	CCONJ
eurjchem-1298	159	67	tbscl	tbscl	NOUN
eurjchem-1298	159	68	(	(	PUNCT
eurjchem-1298	159	69	505	505	NUM
eurjchem-1298	159	70	mg	mg	NOUN
eurjchem-1298	159	71	,	,	PUNCT
eurjchem-1298	159	72	3.37	3.37	NUM
eurjchem-1298	159	73	mmol	mmol	NOUN
eurjchem-1298	159	74	)	)	PUNCT
eurjchem-1298	159	75	were	be	AUX
eurjchem-1298	159	76	respectively	respectively	ADV
eurjchem-1298	159	77	added	add	VERB
eurjchem-1298	159	78	.	.	PUNCT
eurjchem-1298	160	1	the	the	DET
eurjchem-1298	160	2	mixture	mixture	NOUN
eurjchem-1298	160	3	was	be	AUX
eurjchem-1298	160	4	stirred	stir	VERB
eurjchem-1298	160	5	for	for	ADP
eurjchem-1298	160	6	24	24	NUM
eurjchem-1298	160	7	h	h	NOUN
eurjchem-1298	160	8	at	at	ADP
eurjchem-1298	160	9	90	90	NUM
eurjchem-1298	160	10	°	°	NOUN
eurjchem-1298	160	11	c	c	NOUN
eurjchem-1298	160	12	.	.	PUNCT
eurjchem-1298	161	1	after	after	ADP
eurjchem-1298	161	2	cooling	cool	VERB
eurjchem-1298	161	3	to	to	ADP
eurjchem-1298	161	4	room	room	NOUN
eurjchem-1298	161	5	temperature	temperature	NOUN
eurjchem-1298	161	6	,	,	PUNCT
eurjchem-1298	161	7	the	the	DET
eurjchem-1298	161	8	resultant	resultant	NOUN
eurjchem-1298	161	9	reaction	reaction	NOUN
eurjchem-1298	161	10	mixture	mixture	NOUN
eurjchem-1298	161	11	was	be	AUX
eurjchem-1298	161	12	added	add	VERB
eurjchem-1298	161	13	with	with	ADP
eurjchem-1298	161	14	etoac	etoac	ADJ
eurjchem-1298	161	15	(	(	PUNCT
eurjchem-1298	161	16	50	50	NUM
eurjchem-1298	161	17	ml	ml	NOUN
eurjchem-1298	161	18	)	)	PUNCT
eurjchem-1298	161	19	forming	form	VERB
eurjchem-1298	161	20	some	some	DET
eurjchem-1298	161	21	white	white	ADJ
eurjchem-1298	161	22	precipitant	precipitant	NOUN
eurjchem-1298	161	23	which	which	PRON
eurjchem-1298	161	24	was	be	AUX
eurjchem-1298	161	25	filtered	filter	VERB
eurjchem-1298	161	26	through	through	ADP
eurjchem-1298	161	27	celite	celite	ADJ
eurjchem-1298	161	28	and	and	CCONJ
eurjchem-1298	161	29	solvents	solvent	NOUN
eurjchem-1298	161	30	were	be	AUX
eurjchem-1298	161	31	evaporated	evaporate	VERB
eurjchem-1298	161	32	under	under	ADP
eurjchem-1298	161	33	reduced	reduce	VERB
eurjchem-1298	161	34	pressure	pressure	NOUN
eurjchem-1298	161	35	to	to	PART
eurjchem-1298	161	36	afford	afford	VERB
eurjchem-1298	161	37	crude	crude	ADJ
eurjchem-1298	161	38	material	material	NOUN
eurjchem-1298	161	39	.	.	PUNCT
eurjchem-1298	162	1	purification	purification	NOUN
eurjchem-1298	162	2	was	be	AUX
eurjchem-1298	162	3	done	do	VERB
eurjchem-1298	162	4	by	by	ADP
eurjchem-1298	162	5	column	column	NOUN
eurjchem-1298	162	6	chromatography	chromatography	NOUN
eurjchem-1298	162	7	on	on	ADP
eurjchem-1298	162	8	silica	silica	NOUN
eurjchem-1298	162	9	gel	gel	NOUN
eurjchem-1298	162	10	(	(	PUNCT
eurjchem-1298	162	11	n‐hexane	n‐hexane	NUM
eurjchem-1298	162	12	:	:	PUNCT
eurjchem-1298	162	13	diethyl	diethyl	NOUN
eurjchem-1298	162	14	ether	ether	NOUN
eurjchem-1298	162	15	,	,	PUNCT
eurjchem-1298	162	16	1:1	1:1	NUM
eurjchem-1298	162	17	,	,	PUNCT
eurjchem-1298	162	18	v	v	NOUN
eurjchem-1298	162	19	:	:	SYM
eurjchem-1298	162	20	v	v	NOUN
eurjchem-1298	162	21	)	)	PUNCT
eurjchem-1298	162	22	to	to	PART
eurjchem-1298	162	23	give	give	VERB
eurjchem-1298	162	24	the	the	DET
eurjchem-1298	162	25	desired	desire	VERB
eurjchem-1298	162	26	product	product	NOUN
eurjchem-1298	162	27	,	,	PUNCT
eurjchem-1298	162	28	compound	compound	NOUN
eurjchem-1298	162	29	14	14	NUM
eurjchem-1298	162	30	(	(	PUNCT
eurjchem-1298	162	31	scheme	scheme	NOUN
eurjchem-1298	162	32	3	3	NUM
eurjchem-1298	162	33	)	)	PUNCT
eurjchem-1298	162	34	,	,	PUNCT
eurjchem-1298	162	35	as	as	ADP
eurjchem-1298	162	36	solid	solid	ADJ
eurjchem-1298	162	37	.	.	PUNCT
eurjchem-1298	163	1	color	color	NOUN
eurjchem-1298	163	2	:	:	PUNCT
eurjchem-1298	164	1	white	white	ADJ
eurjchem-1298	164	2	.	.	PUNCT
eurjchem-1298	164	3	yield	yield	NOUN
eurjchem-1298	164	4	:	:	PUNCT
eurjchem-1298	164	5	32	32	NUM
eurjchem-1298	164	6	%	%	NOUN
eurjchem-1298	164	7	.	.	PUNCT
eurjchem-1298	165	1	rf	rf	NOUN
eurjchem-1298	165	2	=	=	NOUN
eurjchem-1298	165	3	0.09	0.09	NUM
eurjchem-1298	165	4	.	.	PROPN
eurjchem-1298	166	1	1h	1h	NUM
eurjchem-1298	166	2	nmr	nmr	NOUN
eurjchem-1298	166	3	(	(	PUNCT
eurjchem-1298	166	4	500	500	NUM
eurjchem-1298	166	5	mhz	mhz	NOUN
eurjchem-1298	166	6	,	,	PUNCT
eurjchem-1298	166	7	cdcl3	cdcl3	PROPN
eurjchem-1298	166	8	,	,	PUNCT
eurjchem-1298	166	9	δ	δ	PROPN
eurjchem-1298	166	10	,	,	PUNCT
eurjchem-1298	166	11	ppm	ppm	NOUN
eurjchem-1298	166	12	):	):	PUNCT
eurjchem-1298	166	13	0.14	0.14	NUM
eurjchem-1298	166	14	(	(	PUNCT
eurjchem-1298	166	15	s	s	PROPN
eurjchem-1298	166	16	,	,	PUNCT
eurjchem-1298	166	17	3h	3h	NUM
eurjchem-1298	166	18	,	,	PUNCT
eurjchem-1298	166	19	si‐ch3	si‐ch3	ADJ
eurjchem-1298	166	20	)	)	PUNCT
eurjchem-1298	166	21	,	,	PUNCT
eurjchem-1298	166	22	0.17	0.17	NUM
eurjchem-1298	166	23	(	(	PUNCT
eurjchem-1298	166	24	s	s	PROPN
eurjchem-1298	166	25	,	,	PUNCT
eurjchem-1298	166	26	3h	3h	NUM
eurjchem-1298	166	27	,	,	PUNCT
eurjchem-1298	166	28	si‐ch3	si‐ch3	ADJ
eurjchem-1298	166	29	)	)	PUNCT
eurjchem-1298	166	30	,	,	PUNCT
eurjchem-1298	166	31	0.94	0.94	NUM
eurjchem-1298	166	32	(	(	PUNCT
eurjchem-1298	166	33	s	s	PROPN
eurjchem-1298	166	34	,	,	PUNCT
eurjchem-1298	166	35	9h	9h	NUM
eurjchem-1298	166	36	,	,	PUNCT
eurjchem-1298	166	37	c(ch3)3	c(ch3)3	NOUN
eurjchem-1298	166	38	)	)	PUNCT
eurjchem-1298	166	39	,	,	PUNCT
eurjchem-1298	166	40	1.85	1.85	NUM
eurjchem-1298	166	41	(	(	PUNCT
eurjchem-1298	166	42	t	t	PROPN
eurjchem-1298	166	43	,	,	PUNCT
eurjchem-1298	166	44	1h	1h	NUM
eurjchem-1298	166	45	,	,	PUNCT
eurjchem-1298	166	46	j	j	PROPN
eurjchem-1298	166	47	=	=	PROPN
eurjchem-1298	166	48	11.5	11.5	NUM
eurjchem-1298	166	49	hz	hz	NOUN
eurjchem-1298	166	50	,	,	PUNCT
eurjchem-1298	166	51	cyclohexyl‐h	cyclohexyl‐h	PROPN
eurjchem-1298	166	52	)	)	PUNCT
eurjchem-1298	166	53	,	,	PUNCT
eurjchem-1298	166	54	2.07	2.07	NUM
eurjchem-1298	166	55	(	(	PUNCT
eurjchem-1298	166	56	s	s	PROPN
eurjchem-1298	166	57	,	,	PUNCT
eurjchem-1298	166	58	broad	broad	ADJ
eurjchem-1298	166	59	1h	1h	NUM
eurjchem-1298	166	60	,	,	PUNCT
eurjchem-1298	166	61	oh	oh	INTJ
eurjchem-1298	166	62	)	)	PUNCT
eurjchem-1298	166	63	,	,	PUNCT
eurjchem-1298	166	64	2.18	2.18	NUM
eurjchem-1298	166	65	(	(	PUNCT
eurjchem-1298	166	66	dq	dq	PROPN
eurjchem-1298	166	67	,	,	PUNCT
eurjchem-1298	166	68	1h	1h	NUM
eurjchem-1298	166	69	,	,	PUNCT
eurjchem-1298	166	70	j	j	PROPN
eurjchem-1298	166	71	=	=	SYM
eurjchem-1298	166	72	12.0	12.0	NUM
eurjchem-1298	166	73	,	,	PUNCT
eurjchem-1298	166	74	3.2	3.2	NUM
eurjchem-1298	166	75	hz	hz	NOUN
eurjchem-1298	166	76	,	,	PUNCT
eurjchem-1298	166	77	cyclohexyl‐h	cyclohexyl‐h	PROPN
eurjchem-1298	166	78	)	)	PUNCT
eurjchem-1298	166	79	,	,	PUNCT
eurjchem-1298	166	80	2.30	2.30	NUM
eurjchem-1298	166	81	(	(	PUNCT
eurjchem-1298	166	82	dq	dq	PROPN
eurjchem-1298	166	83	,	,	PUNCT
eurjchem-1298	166	84	1h	1h	NUM
eurjchem-1298	166	85	,	,	PUNCT
eurjchem-1298	166	86	j	j	PROPN
eurjchem-1298	166	87	=	=	PROPN
eurjchem-1298	166	88	11.5	11.5	NUM
eurjchem-1298	166	89	,	,	PUNCT
eurjchem-1298	166	90	3.1	3.1	NUM
eurjchem-1298	166	91	hz	hz	NOUN
eurjchem-1298	166	92	,	,	PUNCT
eurjchem-1298	166	93	cyclohexyl‐h	cyclohexyl‐h	PROPN
eurjchem-1298	166	94	)	)	PUNCT
eurjchem-1298	166	95	,	,	PUNCT
eurjchem-1298	166	96	2.53	2.53	NUM
eurjchem-1298	166	97	(	(	PUNCT
eurjchem-1298	166	98	d	d	PROPN
eurjchem-1298	166	99	,	,	PUNCT
eurjchem-1298	166	100	1h	1h	NUM
eurjchem-1298	166	101	,	,	PUNCT
eurjchem-1298	166	102	j	j	PROPN
eurjchem-1298	167	1	=	=	PROPN
eurjchem-1298	167	2	11.5	11.5	NUM
eurjchem-1298	167	3	hz	hz	NOUN
eurjchem-1298	167	4	,	,	PUNCT
eurjchem-1298	167	5	cyclohexyl‐h	cyclohexyl‐h	PROPN
eurjchem-1298	167	6	)	)	PUNCT
eurjchem-1298	167	7	,	,	PUNCT
eurjchem-1298	167	8	2.73	2.73	NUM
eurjchem-1298	167	9	(	(	PUNCT
eurjchem-1298	167	10	s	s	PROPN
eurjchem-1298	167	11	,	,	PUNCT
eurjchem-1298	167	12	broad	broad	ADJ
eurjchem-1298	167	13	,	,	PUNCT
eurjchem-1298	167	14	1h	1h	NUM
eurjchem-1298	167	15	,	,	PUNCT
eurjchem-1298	167	16	oh	oh	INTJ
eurjchem-1298	167	17	)	)	PUNCT
eurjchem-1298	167	18	,	,	PUNCT
eurjchem-1298	167	19	3.79	3.79	NUM
eurjchem-1298	167	20	–	–	PUNCT
eurjchem-1298	167	21	3.84	3.84	NUM
eurjchem-1298	167	22	(	(	PUNCT
eurjchem-1298	167	23	m	m	PROPN
eurjchem-1298	167	24	,	,	PUNCT
eurjchem-1298	167	25	1h	1h	NUM
eurjchem-1298	167	26	,	,	PUNCT
eurjchem-1298	167	27	ch‐otbs	ch‐otbs	NOUN
eurjchem-1298	167	28	)	)	PUNCT
eurjchem-1298	167	29	,	,	PUNCT
eurjchem-1298	167	30	4.10	4.10	NUM
eurjchem-1298	167	31	(	(	PUNCT
eurjchem-1298	167	32	t	t	PROPN
eurjchem-1298	167	33	,	,	PUNCT
eurjchem-1298	167	34	1h	1h	NUM
eurjchem-1298	167	35	,	,	PUNCT
eurjchem-1298	167	36	j	j	PROPN
eurjchem-1298	167	37	=	=	SYM
eurjchem-1298	167	38	4.6	4.6	NUM
eurjchem-1298	167	39	hz	hz	NOUN
eurjchem-1298	167	40	,	,	PUNCT
eurjchem-1298	167	41	choh	choh	NOUN
eurjchem-1298	167	42	)	)	PUNCT
eurjchem-1298	167	43	,	,	PUNCT
eurjchem-1298	167	44	4.68	4.68	NUM
eurjchem-1298	167	45	(	(	PUNCT
eurjchem-1298	167	46	t	t	PROPN
eurjchem-1298	167	47	,	,	PUNCT
eurjchem-1298	167	48	1h	1h	NUM
eurjchem-1298	167	49	,	,	PUNCT
eurjchem-1298	167	50	j	j	PROPN
eurjchem-1298	167	51	=	=	PROPN
eurjchem-1298	167	52	5.4	5.4	NUM
eurjchem-1298	167	53	hz	hz	NOUN
eurjchem-1298	167	54	,	,	PUNCT
eurjchem-1298	167	55	ch‐o‐co	ch‐o‐co	PROPN
eurjchem-1298	167	56	)	)	PUNCT
eurjchem-1298	167	57	.	.	PUNCT
eurjchem-1298	168	1	nmr	nmr	NOUN
eurjchem-1298	168	2	data	datum	NOUN
eurjchem-1298	168	3	were	be	AUX
eurjchem-1298	168	4	in	in	ADP
eurjchem-1298	168	5	good	good	ADJ
eurjchem-1298	168	6	agreement	agreement	NOUN
eurjchem-1298	168	7	with	with	ADP
eurjchem-1298	168	8	literature	literature	NOUN
eurjchem-1298	168	9	data	datum	NOUN
eurjchem-1298	168	10	[	[	X
eurjchem-1298	168	11	15	15	NUM
eurjchem-1298	168	12	]	]	PUNCT
eurjchem-1298	168	13	.	.	PUNCT
eurjchem-1298	169	1	2.11	2.11	NUM
eurjchem-1298	169	2	.	.	PUNCT
eurjchem-1298	169	3	synthesis	synthesis	NOUN
eurjchem-1298	169	4	of	of	ADP
eurjchem-1298	169	5	protected	protect	VERB
eurjchem-1298	169	6	3‐cqa	3‐cqa	NOUN
eurjchem-1298	169	7	(	(	PUNCT
eurjchem-1298	169	8	18	18	NUM
eurjchem-1298	169	9	)	)	PUNCT
eurjchem-1298	169	10	to	to	ADP
eurjchem-1298	169	11	a	a	DET
eurjchem-1298	169	12	solution	solution	NOUN
eurjchem-1298	169	13	of	of	ADP
eurjchem-1298	169	14	monosilyl	monosilyl	NOUN
eurjchem-1298	169	15	protected	protect	VERB
eurjchem-1298	169	16	compound	compound	NOUN
eurjchem-1298	169	17	(	(	PUNCT
eurjchem-1298	169	18	14	14	NUM
eurjchem-1298	169	19	)	)	PUNCT
eurjchem-1298	169	20	(	(	PUNCT
eurjchem-1298	169	21	335	335	NUM
eurjchem-1298	169	22	mg	mg	NOUN
eurjchem-1298	169	23	,	,	PUNCT
eurjchem-1298	169	24	1.46	1.46	NUM
eurjchem-1298	169	25	mmol	mmol	NOUN
eurjchem-1298	169	26	)	)	PUNCT
eurjchem-1298	169	27	and	and	CCONJ
eurjchem-1298	169	28	dmap	dmap	NOUN
eurjchem-1298	169	29	(	(	PUNCT
eurjchem-1298	169	30	22	22	NUM
eurjchem-1298	169	31	mg	mg	PROPN
eurjchem-1298	169	32	,	,	PUNCT
eurjchem-1298	169	33	0.17	0.17	NUM
eurjchem-1298	169	34	mmol	mmol	NOUN
eurjchem-1298	169	35	)	)	PUNCT
eurjchem-1298	169	36	,	,	PUNCT
eurjchem-1298	169	37	caffeoyl	caffeoyl	VERB
eurjchem-1298	169	38	chloride	chloride	NOUN
eurjchem-1298	169	39	(	(	PUNCT
eurjchem-1298	169	40	3	3	NUM
eurjchem-1298	169	41	)	)	PUNCT
eurjchem-1298	169	42	(	(	PUNCT
eurjchem-1298	169	43	583	583	NUM
eurjchem-1298	169	44	mg	mg	PROPN
eurjchem-1298	169	45	,	,	PUNCT
eurjchem-1298	169	46	2.63	2.63	NUM
eurjchem-1298	169	47	mmol	mmol	NOUN
eurjchem-1298	169	48	)	)	PUNCT
eurjchem-1298	169	49	were	be	AUX
eurjchem-1298	169	50	added	add	VERB
eurjchem-1298	169	51	.	.	PUNCT
eurjchem-1298	170	1	the	the	DET
eurjchem-1298	170	2	mixture	mixture	NOUN
eurjchem-1298	170	3	was	be	AUX
eurjchem-1298	170	4	stirred	stir	VERB
eurjchem-1298	170	5	for	for	ADP
eurjchem-1298	170	6	24	24	NUM
eurjchem-1298	170	7	h	h	NOUN
eurjchem-1298	170	8	at	at	ADP
eurjchem-1298	170	9	room	room	NOUN
eurjchem-1298	170	10	temperature	temperature	NOUN
eurjchem-1298	170	11	.	.	PUNCT
eurjchem-1298	171	1	upon	upon	SCONJ
eurjchem-1298	171	2	the	the	DET
eurjchem-1298	171	3	completion	completion	NOUN
eurjchem-1298	171	4	of	of	ADP
eurjchem-1298	171	5	reaction	reaction	NOUN
eurjchem-1298	171	6	,	,	PUNCT
eurjchem-1298	171	7	the	the	DET
eurjchem-1298	171	8	resultant	resultant	NOUN
eurjchem-1298	171	9	reaction	reaction	NOUN
eurjchem-1298	171	10	mixture	mixture	NOUN
eurjchem-1298	171	11	was	be	AUX
eurjchem-1298	171	12	dissolved	dissolve	VERB
eurjchem-1298	171	13	with	with	ADP
eurjchem-1298	171	14	22	22	NUM
eurjchem-1298	171	15	ml	ml	NOUN
eurjchem-1298	171	16	dichloromethane	dichloromethane	NOUN
eurjchem-1298	171	17	then	then	ADV
eurjchem-1298	171	18	poured	pour	VERB
eurjchem-1298	171	19	into	into	ADP
eurjchem-1298	171	20	crushed	crushed	ADJ
eurjchem-1298	171	21	ice	ice	NOUN
eurjchem-1298	171	22	before	before	ADP
eurjchem-1298	171	23	titrating	titrate	VERB
eurjchem-1298	171	24	it	it	PRON
eurjchem-1298	171	25	with	with	ADP
eurjchem-1298	171	26	1	1	NUM
eurjchem-1298	171	27	m	m	NOUN
eurjchem-1298	171	28	hcl	hcl	PROPN
eurjchem-1298	171	29	to	to	ADP
eurjchem-1298	171	30	ph	ph	X
eurjchem-1298	171	31			X
eurjchem-1298	171	32	2	2	NUM
eurjchem-1298	171	33	.	.	PUNCT
eurjchem-1298	172	1	the	the	DET
eurjchem-1298	172	2	organic	organic	ADJ
eurjchem-1298	172	3	phase	phase	NOUN
eurjchem-1298	172	4	was	be	AUX
eurjchem-1298	172	5	separated	separate	VERB
eurjchem-1298	172	6	and	and	CCONJ
eurjchem-1298	172	7	the	the	DET
eurjchem-1298	172	8	aqueous	aqueous	ADJ
eurjchem-1298	172	9	phase	phase	NOUN
eurjchem-1298	172	10	was	be	AUX
eurjchem-1298	172	11	extracted	extract	VERB
eurjchem-1298	172	12	with	with	ADP
eurjchem-1298	172	13	dichloromethane	dichloromethane	NOUN
eurjchem-1298	172	14	(	(	PUNCT
eurjchem-1298	172	15	3	3	NUM
eurjchem-1298	172	16	×	×	NOUN
eurjchem-1298	172	17	50	50	NUM
eurjchem-1298	172	18	ml	ml	NOUN
eurjchem-1298	172	19	)	)	PUNCT
eurjchem-1298	172	20	.	.	PUNCT
eurjchem-1298	173	1	the	the	DET
eurjchem-1298	173	2	combined	combine	VERB
eurjchem-1298	173	3	organic	organic	ADJ
eurjchem-1298	173	4	phase	phase	NOUN
eurjchem-1298	173	5	was	be	AUX
eurjchem-1298	173	6	dried	dry	VERB
eurjchem-1298	173	7	over	over	ADP
eurjchem-1298	173	8	mgso4	mgso4	PROPN
eurjchem-1298	173	9	,	,	PUNCT
eurjchem-1298	173	10	filtered	filter	VERB
eurjchem-1298	173	11	and	and	CCONJ
eurjchem-1298	173	12	solvent	solvent	NOUN
eurjchem-1298	173	13	was	be	AUX
eurjchem-1298	173	14	evaporated	evaporate	VERB
eurjchem-1298	173	15	under	under	ADP
eurjchem-1298	173	16	reduced	reduce	VERB
eurjchem-1298	173	17	pressure	pressure	NOUN
eurjchem-1298	173	18	to	to	PART
eurjchem-1298	173	19	give	give	VERB
eurjchem-1298	173	20	824	824	NUM
eurjchem-1298	173	21	mg	mg	NOUN
eurjchem-1298	173	22	crude	crude	NOUN
eurjchem-1298	173	23	.	.	PUNCT
eurjchem-1298	174	1	kadidae	kadidae	PROPN
eurjchem-1298	174	2	et	et	PROPN
eurjchem-1298	174	3	al	al	PROPN
eurjchem-1298	174	4	.	.	PUNCT
eurjchem-1298	174	5	/	/	SYM
eurjchem-1298	174	6	european	european	PROPN
eurjchem-1298	174	7	journal	journal	PROPN
eurjchem-1298	174	8	of	of	ADP
eurjchem-1298	174	9	chemistry	chemistry	NOUN
eurjchem-1298	174	10	6	6	NUM
eurjchem-1298	174	11	(	(	PUNCT
eurjchem-1298	174	12	4	4	NUM
eurjchem-1298	174	13	)	)	PUNCT
eurjchem-1298	174	14	(	(	PUNCT
eurjchem-1298	174	15	2015	2015	NUM
eurjchem-1298	174	16	)	)	PUNCT
eurjchem-1298	174	17	367‐373	367‐373	NUM
eurjchem-1298	174	18	371	371	NUM
eurjchem-1298	174	19	scheme	scheme	NOUN
eurjchem-1298	174	20	3	3	NUM
eurjchem-1298	174	21	372	372	NUM
eurjchem-1298	174	22	kadidae	kadidae	NOUN
eurjchem-1298	174	23	et	et	PROPN
eurjchem-1298	174	24	al	al	PROPN
eurjchem-1298	174	25	.	.	PUNCT
eurjchem-1298	174	26	/	/	SYM
eurjchem-1298	174	27	european	european	PROPN
eurjchem-1298	174	28	journal	journal	PROPN
eurjchem-1298	174	29	of	of	ADP
eurjchem-1298	174	30	chemistry	chemistry	NOUN
eurjchem-1298	174	31	6	6	NUM
eurjchem-1298	174	32	(	(	PUNCT
eurjchem-1298	174	33	4	4	NUM
eurjchem-1298	174	34	)	)	PUNCT
eurjchem-1298	174	35	(	(	PUNCT
eurjchem-1298	174	36	2015	2015	NUM
eurjchem-1298	174	37	)	)	PUNCT
eurjchem-1298	174	38	367‐373	367‐373	NUM
eurjchem-1298	174	39	purification	purification	NOUN
eurjchem-1298	174	40	by	by	ADP
eurjchem-1298	174	41	column	column	NOUN
eurjchem-1298	174	42	chromatography	chromatography	NOUN
eurjchem-1298	174	43	on	on	ADP
eurjchem-1298	174	44	silica	silica	NOUN
eurjchem-1298	174	45	gel	gel	NOUN
eurjchem-1298	174	46	(	(	PUNCT
eurjchem-1298	174	47	n‐	n‐	NOUN
eurjchem-1298	174	48	hexane	hexane	NOUN
eurjchem-1298	174	49	:	:	PUNCT
eurjchem-1298	174	50	etoac	etoac	ADJ
eurjchem-1298	174	51	,	,	PUNCT
eurjchem-1298	174	52	1:1	1:1	NUM
eurjchem-1298	174	53	,	,	PUNCT
eurjchem-1298	174	54	v	v	NOUN
eurjchem-1298	174	55	:	:	SYM
eurjchem-1298	174	56	v	v	NOUN
eurjchem-1298	174	57	)	)	PUNCT
eurjchem-1298	174	58	,	,	PUNCT
eurjchem-1298	174	59	gave	give	VERB
eurjchem-1298	174	60	the	the	DET
eurjchem-1298	174	61	desired	desire	VERB
eurjchem-1298	174	62	product	product	NOUN
eurjchem-1298	174	63	of	of	ADP
eurjchem-1298	174	64	(	(	PUNCT
eurjchem-1298	174	65	1r	1r	NUM
eurjchem-1298	174	66	,	,	PUNCT
eurjchem-1298	174	67	3r	3r	NUM
eurjchem-1298	174	68	,	,	PUNCT
eurjchem-1298	174	69	4s	4s	NUM
eurjchem-1298	174	70	,	,	PUNCT
eurjchem-1298	174	71	5r)‐4‐tert‐butyldimethylsiloxy‐1‐hydroxy,3‐diacetyl	5r)‐4‐tert‐butyldimethylsiloxy‐1‐hydroxy,3‐diacetyl	NUM
eurjchem-1298	174	72	caffeoyl	caffeoyl	ADJ
eurjchem-1298	174	73	cyclohexane‐1,5‐carbolactone	cyclohexane‐1,5‐carbolactone	NOUN
eurjchem-1298	174	74	(	(	PUNCT
eurjchem-1298	174	75	18	18	NUM
eurjchem-1298	174	76	)	)	PUNCT
eurjchem-1298	174	77	,	,	PUNCT
eurjchem-1298	174	78	scheme	scheme	NOUN
eurjchem-1298	174	79	3	3	NUM
eurjchem-1298	174	80	,	,	PUNCT
eurjchem-1298	174	81	as	as	ADV
eurjchem-1298	174	82	solid	solid	ADJ
eurjchem-1298	174	83	.	.	PUNCT
eurjchem-1298	175	1	color	color	NOUN
eurjchem-1298	175	2	:	:	PUNCT
eurjchem-1298	175	3	white	white	ADJ
eurjchem-1298	175	4	.	.	PUNCT
eurjchem-1298	176	1	yield	yield	NOUN
eurjchem-1298	176	2	:	:	PUNCT
eurjchem-1298	176	3	53	53	NUM
eurjchem-1298	176	4	%	%	NOUN
eurjchem-1298	176	5	.	.	PUNCT
eurjchem-1298	177	1	ft‐ir	ft‐ir	NOUN
eurjchem-1298	177	2	(	(	PUNCT
eurjchem-1298	177	3	kbr	kbr	PROPN
eurjchem-1298	177	4	,	,	PUNCT
eurjchem-1298	177	5			PROPN
eurjchem-1298	177	6	,	,	PUNCT
eurjchem-1298	177	7	cm‐1	cm‐1	PROPN
eurjchem-1298	177	8	):	):	PUNCT
eurjchem-1298	177	9	3448	3448	NUM
eurjchem-1298	177	10	(	(	PUNCT
eurjchem-1298	177	11	oh	oh	INTJ
eurjchem-1298	177	12	)	)	PUNCT
eurjchem-1298	177	13	,	,	PUNCT
eurjchem-1298	177	14	3059	3059	NUM
eurjchem-1298	177	15	(	(	PUNCT
eurjchem-1298	177	16	c‐h	c‐h	X
eurjchem-1298	177	17	,	,	PUNCT
eurjchem-1298	177	18	aromatic	aromatic	ADJ
eurjchem-1298	177	19	)	)	PUNCT
eurjchem-1298	177	20	2954	2954	NUM
eurjchem-1298	177	21	(	(	PUNCT
eurjchem-1298	177	22	c‐h	c‐h	X
eurjchem-1298	177	23	,	,	PUNCT
eurjchem-1298	177	24	alkyl	alkyl	ADJ
eurjchem-1298	177	25	)	)	PUNCT
eurjchem-1298	177	26	,	,	PUNCT
eurjchem-1298	177	27	2931	2931	NUM
eurjchem-1298	177	28	(	(	PUNCT
eurjchem-1298	177	29	c‐h	c‐h	X
eurjchem-1298	177	30	,	,	PUNCT
eurjchem-1298	177	31	alkyl	alkyl	ADJ
eurjchem-1298	177	32	)	)	PUNCT
eurjchem-1298	177	33	,	,	PUNCT
eurjchem-1298	177	34	1780	1780	NUM
eurjchem-1298	177	35	(	(	PUNCT
eurjchem-1298	177	36	c	c	NOUN
eurjchem-1298	177	37	=	=	SYM
eurjchem-1298	177	38	o	o	NOUN
eurjchem-1298	177	39	,	,	PUNCT
eurjchem-1298	177	40	ester	ester	NOUN
eurjchem-1298	177	41	)	)	PUNCT
eurjchem-1298	177	42	,	,	PUNCT
eurjchem-1298	177	43	1716	1716	NUM
eurjchem-1298	177	44	(	(	PUNCT
eurjchem-1298	177	45	c	c	NOUN
eurjchem-1298	177	46	=	=	SYM
eurjchem-1298	177	47	o	o	NOUN
eurjchem-1298	177	48	,	,	PUNCT
eurjchem-1298	177	49	ester	ester	NOUN
eurjchem-1298	177	50	)	)	PUNCT
eurjchem-1298	177	51	,	,	PUNCT
eurjchem-1298	177	52	1638	1638	NUM
eurjchem-1298	177	53	(	(	PUNCT
eurjchem-1298	177	54	c	c	NOUN
eurjchem-1298	177	55	=	=	SYM
eurjchem-1298	177	56	c	c	NOUN
eurjchem-1298	177	57	,	,	PUNCT
eurjchem-1298	177	58	alkenyl	alkenyl	NOUN
eurjchem-1298	177	59	)	)	PUNCT
eurjchem-1298	177	60	,	,	PUNCT
eurjchem-1298	177	61	1506	1506	NUM
eurjchem-1298	177	62	(	(	PUNCT
eurjchem-1298	177	63	c	c	X
eurjchem-1298	177	64	=	=	SYM
eurjchem-1298	177	65	c	c	NOUN
eurjchem-1298	177	66	,	,	PUNCT
eurjchem-1298	177	67	aromatic	aromatic	NOUN
eurjchem-1298	177	68	)	)	PUNCT
eurjchem-1298	177	69	,	,	PUNCT
eurjchem-1298	177	70	1255	1255	NUM
eurjchem-1298	177	71	(	(	PUNCT
eurjchem-1298	177	72	si‐ch3	si‐ch3	ADJ
eurjchem-1298	177	73	)	)	PUNCT
eurjchem-1298	177	74	,	,	PUNCT
eurjchem-1298	177	75	1206	1206	NUM
eurjchem-1298	177	76	(	(	PUNCT
eurjchem-1298	177	77	c‐o‐c	c‐o‐c	NOUN
eurjchem-1298	177	78	,	,	PUNCT
eurjchem-1298	177	79	ester	ester	NOUN
eurjchem-1298	177	80	)	)	PUNCT
eurjchem-1298	177	81	,	,	PUNCT
eurjchem-1298	177	82	1178	1178	NUM
eurjchem-1298	177	83	(	(	PUNCT
eurjchem-1298	177	84	c‐o‐c	c‐o‐c	NOUN
eurjchem-1298	177	85	,	,	PUNCT
eurjchem-1298	177	86	ester	ester	NOUN
eurjchem-1298	177	87	)	)	PUNCT
eurjchem-1298	177	88	,	,	PUNCT
eurjchem-1298	177	89	1094	1094	NUM
eurjchem-1298	177	90	(	(	PUNCT
eurjchem-1298	177	91	si‐o	si‐o	PROPN
eurjchem-1298	177	92	)	)	PUNCT
eurjchem-1298	177	93	.	.	PUNCT
eurjchem-1298	178	1	1h	1h	NUM
eurjchem-1298	178	2	nmr	nmr	NOUN
eurjchem-1298	178	3	(	(	PUNCT
eurjchem-1298	178	4	400	400	NUM
eurjchem-1298	178	5	mhz	mhz	NOUN
eurjchem-1298	178	6	,	,	PUNCT
eurjchem-1298	178	7	cdcl3	cdcl3	PROPN
eurjchem-1298	178	8	,	,	PUNCT
eurjchem-1298	178	9	δ	δ	PROPN
eurjchem-1298	178	10	,	,	PUNCT
eurjchem-1298	178	11	ppm	ppm	NOUN
eurjchem-1298	178	12	):	):	PUNCT
eurjchem-1298	178	13	0.03	0.03	NUM
eurjchem-1298	178	14	(	(	PUNCT
eurjchem-1298	178	15	s	s	PROPN
eurjchem-1298	178	16	,	,	PUNCT
eurjchem-1298	178	17	3h	3h	NUM
eurjchem-1298	178	18	,	,	PUNCT
eurjchem-1298	178	19	si‐ch3	si‐ch3	ADJ
eurjchem-1298	178	20	)	)	PUNCT
eurjchem-1298	178	21	,	,	PUNCT
eurjchem-1298	178	22	0.05	0.05	NUM
eurjchem-1298	178	23	(	(	PUNCT
eurjchem-1298	178	24	s	s	PROPN
eurjchem-1298	178	25	,	,	PUNCT
eurjchem-1298	178	26	3h	3h	NUM
eurjchem-1298	178	27	,	,	PUNCT
eurjchem-1298	178	28	si‐ch3	si‐ch3	ADJ
eurjchem-1298	178	29	)	)	PUNCT
eurjchem-1298	178	30	,	,	PUNCT
eurjchem-1298	178	31	0.91	0.91	NUM
eurjchem-1298	178	32	(	(	PUNCT
eurjchem-1298	178	33	s	s	PROPN
eurjchem-1298	178	34	,	,	PUNCT
eurjchem-1298	178	35	9h	9h	NUM
eurjchem-1298	178	36	,	,	PUNCT
eurjchem-1298	178	37	c(ch3)3	c(ch3)3	NOUN
eurjchem-1298	178	38	)	)	PUNCT
eurjchem-1298	178	39	,	,	PUNCT
eurjchem-1298	178	40	2.15‐	2.15‐	NUM
eurjchem-1298	178	41	2.21	2.21	NUM
eurjchem-1298	178	42	(	(	PUNCT
eurjchem-1298	178	43	m	m	PROPN
eurjchem-1298	178	44	,	,	PUNCT
eurjchem-1298	178	45	2h	2h	NUM
eurjchem-1298	178	46	,	,	PUNCT
eurjchem-1298	178	47	cyclohexyl‐h	cyclohexyl‐h	NOUN
eurjchem-1298	178	48	)	)	PUNCT
eurjchem-1298	178	49	,	,	PUNCT
eurjchem-1298	178	50	2.31	2.31	NUM
eurjchem-1298	178	51	(	(	PUNCT
eurjchem-1298	178	52	s	s	PROPN
eurjchem-1298	178	53	,	,	PUNCT
eurjchem-1298	178	54	3h	3h	NUM
eurjchem-1298	178	55	,	,	PUNCT
eurjchem-1298	178	56	ch3co‐o	ch3co‐o	NOUN
eurjchem-1298	178	57	)	)	PUNCT
eurjchem-1298	178	58	,	,	PUNCT
eurjchem-1298	178	59	2.32	2.32	NUM
eurjchem-1298	178	60	(	(	PUNCT
eurjchem-1298	178	61	s	s	PROPN
eurjchem-1298	178	62	,	,	PUNCT
eurjchem-1298	178	63	3h	3h	NUM
eurjchem-1298	178	64	,	,	PUNCT
eurjchem-1298	178	65	ch3co‐o	ch3co‐o	NOUN
eurjchem-1298	178	66	)	)	PUNCT
eurjchem-1298	178	67	,	,	PUNCT
eurjchem-1298	178	68	2.33‐2.38	2.33‐2.38	NUM
eurjchem-1298	178	69	(	(	PUNCT
eurjchem-1298	178	70	m	m	PROPN
eurjchem-1298	178	71	,	,	PUNCT
eurjchem-1298	178	72	1h	1h	NUM
eurjchem-1298	178	73	,	,	PUNCT
eurjchem-1298	178	74	cyclohexyl‐h	cyclohexyl‐h	NOUN
eurjchem-1298	178	75	)	)	PUNCT
eurjchem-1298	178	76	,	,	PUNCT
eurjchem-1298	178	77	2.64	2.64	NUM
eurjchem-1298	178	78	(	(	PUNCT
eurjchem-1298	178	79	d	d	PROPN
eurjchem-1298	178	80	,	,	PUNCT
eurjchem-1298	178	81	1h	1h	NUM
eurjchem-1298	178	82	,	,	PUNCT
eurjchem-1298	178	83	j	j	PROPN
eurjchem-1298	178	84	=	=	PROPN
eurjchem-1298	178	85	11.5	11.5	NUM
eurjchem-1298	178	86	hz	hz	NOUN
eurjchem-1298	178	87	,	,	PUNCT
eurjchem-1298	178	88	cyclohexyl‐h	cyclohexyl‐h	PROPN
eurjchem-1298	178	89	)	)	PUNCT
eurjchem-1298	178	90	,	,	PUNCT
eurjchem-1298	178	91	2.97	2.97	NUM
eurjchem-1298	178	92	(	(	PUNCT
eurjchem-1298	178	93	s	s	PROPN
eurjchem-1298	178	94	,	,	PUNCT
eurjchem-1298	178	95	broad	broad	ADJ
eurjchem-1298	178	96	,	,	PUNCT
eurjchem-1298	178	97	1h	1h	NUM
eurjchem-1298	178	98	,	,	PUNCT
eurjchem-1298	178	99	oh	oh	INTJ
eurjchem-1298	178	100	)	)	PUNCT
eurjchem-1298	178	101	,	,	PUNCT
eurjchem-1298	178	102	4.37	4.37	NUM
eurjchem-1298	178	103	(	(	PUNCT
eurjchem-1298	178	104	t	t	PROPN
eurjchem-1298	178	105	,	,	PUNCT
eurjchem-1298	178	106	1h	1h	NUM
eurjchem-1298	178	107	,	,	PUNCT
eurjchem-1298	178	108	j	j	PROPN
eurjchem-1298	178	109	=	=	SYM
eurjchem-1298	178	110	4.6	4.6	NUM
eurjchem-1298	178	111	hz	hz	ADJ
eurjchem-1298	178	112	,	,	PUNCT
eurjchem-1298	178	113	ch‐otbs	ch‐otbs	NOUN
eurjchem-1298	178	114	)	)	PUNCT
eurjchem-1298	178	115	,	,	PUNCT
eurjchem-1298	178	116	4.60	4.60	NUM
eurjchem-1298	178	117	(	(	PUNCT
eurjchem-1298	178	118	t	t	PROPN
eurjchem-1298	178	119	,	,	PUNCT
eurjchem-1298	178	120	1h	1h	NUM
eurjchem-1298	178	121	,	,	PUNCT
eurjchem-1298	178	122	j	j	PROPN
eurjchem-1298	178	123	=	=	SYM
eurjchem-1298	178	124	5.1	5.1	NUM
eurjchem-1298	178	125	hz	hz	NOUN
eurjchem-1298	178	126	,	,	PUNCT
eurjchem-1298	178	127	ch‐o‐caff	ch‐o‐caff	PROPN
eurjchem-1298	178	128	)	)	PUNCT
eurjchem-1298	178	129	,	,	PUNCT
eurjchem-1298	178	130	4.99	4.99	NUM
eurjchem-1298	178	131	–	–	PUNCT
eurjchem-1298	178	132	5.04	5.04	NUM
eurjchem-1298	178	133	(	(	PUNCT
eurjchem-1298	178	134	m	m	PROPN
eurjchem-1298	178	135	,	,	PUNCT
eurjchem-1298	178	136	1h	1h	NUM
eurjchem-1298	178	137	,	,	PUNCT
eurjchem-1298	178	138	ch‐o‐co	ch‐o‐co	PROPN
eurjchem-1298	178	139	)	)	PUNCT
eurjchem-1298	178	140	,	,	PUNCT
eurjchem-1298	178	141	6.33	6.33	NUM
eurjchem-1298	178	142	(	(	PUNCT
eurjchem-1298	178	143	d	d	PROPN
eurjchem-1298	178	144	,	,	PUNCT
eurjchem-1298	178	145	1h	1h	NUM
eurjchem-1298	178	146	,	,	PUNCT
eurjchem-1298	178	147	j	j	PROPN
eurjchem-1298	179	1	=	=	PROPN
eurjchem-1298	179	2	15.9	15.9	NUM
eurjchem-1298	179	3	hz	hz	NOUN
eurjchem-1298	179	4	,	,	PUNCT
eurjchem-1298	179	5	co‐ch‐ch‐ph	co‐ch‐ch‐ph	PROPN
eurjchem-1298	179	6	)	)	PUNCT
eurjchem-1298	179	7	,	,	PUNCT
eurjchem-1298	179	8	7.20	7.20	NUM
eurjchem-1298	179	9	(	(	PUNCT
eurjchem-1298	179	10	d	d	PROPN
eurjchem-1298	179	11	,	,	PUNCT
eurjchem-1298	179	12	1h	1h	NUM
eurjchem-1298	179	13	,	,	PUNCT
eurjchem-1298	179	14	j	j	PROPN
eurjchem-1298	179	15	=	=	PROPN
eurjchem-1298	179	16	8.3	8.3	NUM
eurjchem-1298	179	17	hz	hz	NOUN
eurjchem-1298	179	18	,	,	PUNCT
eurjchem-1298	179	19	ar‐h	ar‐h	PROPN
eurjchem-1298	179	20	)	)	PUNCT
eurjchem-1298	179	21	,	,	PUNCT
eurjchem-1298	179	22	7.37	7.37	NUM
eurjchem-1298	179	23	(	(	PUNCT
eurjchem-1298	179	24	d	d	PROPN
eurjchem-1298	179	25	,	,	PUNCT
eurjchem-1298	179	26	1h	1h	NUM
eurjchem-1298	179	27	,	,	PUNCT
eurjchem-1298	179	28	j	j	PROPN
eurjchem-1298	180	1	=	=	PROPN
eurjchem-1298	180	2	2.0	2.0	NUM
eurjchem-1298	180	3	hz	hz	NOUN
eurjchem-1298	180	4	,	,	PUNCT
eurjchem-1298	180	5	ar‐h	ar‐h	PROPN
eurjchem-1298	180	6	)	)	PUNCT
eurjchem-1298	180	7	,	,	PUNCT
eurjchem-1298	180	8	7.37	7.37	NUM
eurjchem-1298	180	9	(	(	PUNCT
eurjchem-1298	180	10	1h	1h	NUM
eurjchem-1298	180	11	,	,	PUNCT
eurjchem-1298	180	12	dd	dd	NOUN
eurjchem-1298	180	13	,	,	PUNCT
eurjchem-1298	180	14	j	j	PROPN
eurjchem-1298	180	15	=	=	SYM
eurjchem-1298	180	16	8.5	8.5	NUM
eurjchem-1298	180	17	,	,	PUNCT
eurjchem-1298	180	18	2.0	2.0	NUM
eurjchem-1298	180	19	hz	hz	NOUN
eurjchem-1298	180	20	,	,	PUNCT
eurjchem-1298	180	21	ar‐h	ar‐h	PROPN
eurjchem-1298	180	22	)	)	PUNCT
eurjchem-1298	180	23	,	,	PUNCT
eurjchem-1298	180	24	7.62	7.62	NUM
eurjchem-1298	180	25	(	(	PUNCT
eurjchem-1298	180	26	d	d	PROPN
eurjchem-1298	180	27	,	,	PUNCT
eurjchem-1298	180	28	1h	1h	NUM
eurjchem-1298	180	29	,	,	PUNCT
eurjchem-1298	180	30	j	j	PROPN
eurjchem-1298	181	1	=	=	SYM
eurjchem-1298	181	2	16.1	16.1	NUM
eurjchem-1298	181	3	hz	hz	VERB
eurjchem-1298	181	4	ph‐ch‐ch‐co	ph‐ch‐ch‐co	PRON
eurjchem-1298	181	5	)	)	PUNCT
eurjchem-1298	181	6	.	.	PUNCT
eurjchem-1298	182	1	13c	13c	NOUN
eurjchem-1298	182	2	nmr	nmr	NOUN
eurjchem-1298	182	3	(	(	PUNCT
eurjchem-1298	182	4	100	100	NUM
eurjchem-1298	182	5	mhz	mhz	NOUN
eurjchem-1298	182	6	,	,	PUNCT
eurjchem-1298	182	7	cdcl3	cdcl3	PROPN
eurjchem-1298	182	8	,	,	PUNCT
eurjchem-1298	182	9	δ	δ	PROPN
eurjchem-1298	182	10	,	,	PUNCT
eurjchem-1298	182	11	ppm	ppm	NUM
eurjchem-1298	182	12	):	):	PUNCT
eurjchem-1298	182	13	177.47	177.47	NUM
eurjchem-1298	182	14	(	(	PUNCT
eurjchem-1298	182	15	1c	1c	NOUN
eurjchem-1298	182	16	,	,	PUNCT
eurjchem-1298	182	17	coo‐lactone	coo‐lactone	NUM
eurjchem-1298	182	18	)	)	PUNCT
eurjchem-1298	182	19	,	,	PUNCT
eurjchem-1298	182	20	168.09	168.09	NUM
eurjchem-1298	182	21	(	(	PUNCT
eurjchem-1298	182	22	1c	1c	NOUN
eurjchem-1298	182	23	,	,	PUNCT
eurjchem-1298	182	24	cooch3	cooch3	NOUN
eurjchem-1298	182	25	)	)	PUNCT
eurjchem-1298	182	26	,	,	PUNCT
eurjchem-1298	182	27	168.03	168.03	NUM
eurjchem-1298	182	28	(	(	PUNCT
eurjchem-1298	182	29	1c	1c	NOUN
eurjchem-1298	182	30	,	,	PUNCT
eurjchem-1298	182	31	cooch3	cooch3	NOUN
eurjchem-1298	182	32	)	)	PUNCT
eurjchem-1298	182	33	,	,	PUNCT
eurjchem-1298	182	34	165.25	165.25	NUM
eurjchem-1298	182	35	(	(	PUNCT
eurjchem-1298	182	36	1c	1c	NOUN
eurjchem-1298	182	37	,	,	PUNCT
eurjchem-1298	182	38	cooch‐olefinic	cooch‐olefinic	ADJ
eurjchem-1298	182	39	)	)	PUNCT
eurjchem-1298	182	40	,	,	PUNCT
eurjchem-1298	182	41	143.73	143.73	NUM
eurjchem-1298	182	42	(	(	PUNCT
eurjchem-1298	182	43	1c	1c	NOUN
eurjchem-1298	182	44	,	,	PUNCT
eurjchem-1298	182	45	olefinic‐c	olefinic‐c	NOUN
eurjchem-1298	182	46	)	)	PUNCT
eurjchem-1298	182	47	,	,	PUNCT
eurjchem-1298	182	48	143.52	143.52	NUM
eurjchem-1298	182	49	(	(	PUNCT
eurjchem-1298	182	50	1c	1c	NOUN
eurjchem-1298	182	51	,	,	PUNCT
eurjchem-1298	182	52	ar‐c	ar‐c	PROPN
eurjchem-1298	182	53	)	)	PUNCT
eurjchem-1298	182	54	,	,	PUNCT
eurjchem-1298	182	55	142.27	142.27	NUM
eurjchem-1298	182	56	(	(	PUNCT
eurjchem-1298	182	57	1c	1c	NOUN
eurjchem-1298	182	58	,	,	PUNCT
eurjchem-1298	182	59	ar‐c	ar‐c	PROPN
eurjchem-1298	182	60	)	)	PUNCT
eurjchem-1298	182	61	,	,	PUNCT
eurjchem-1298	182	62	132.79	132.79	NUM
eurjchem-1298	182	63	(	(	PUNCT
eurjchem-1298	182	64	1c	1c	NOUN
eurjchem-1298	182	65	,	,	PUNCT
eurjchem-1298	182	66	ar‐c	ar‐c	PROPN
eurjchem-1298	182	67	)	)	PUNCT
eurjchem-1298	182	68	,	,	PUNCT
eurjchem-1298	182	69	126.35	126.35	NUM
eurjchem-1298	182	70	(	(	PUNCT
eurjchem-1298	182	71	1c	1c	NOUN
eurjchem-1298	182	72	,	,	PUNCT
eurjchem-1298	182	73	ar‐c	ar‐c	PROPN
eurjchem-1298	182	74	)	)	PUNCT
eurjchem-1298	182	75	,	,	PUNCT
eurjchem-1298	182	76	123.88	123.88	NUM
eurjchem-1298	182	77	(	(	PUNCT
eurjchem-1298	182	78	1c	1c	NUM
eurjchem-1298	182	79	,	,	PUNCT
eurjchem-1298	182	80	ar‐c	ar‐c	PROPN
eurjchem-1298	182	81	)	)	PUNCT
eurjchem-1298	182	82	,	,	PUNCT
eurjchem-1298	182	83	122,65	122,65	NUM
eurjchem-1298	182	84	(	(	PUNCT
eurjchem-1298	182	85	1c	1c	X
eurjchem-1298	182	86	,	,	PUNCT
eurjchem-1298	182	87	ar‐c	ar‐c	PROPN
eurjchem-1298	182	88	)	)	PUNCT
eurjchem-1298	182	89	,	,	PUNCT
eurjchem-1298	182	90	118.28	118.28	NUM
eurjchem-1298	182	91	(	(	PUNCT
eurjchem-1298	182	92	1c	1c	NOUN
eurjchem-1298	182	93	,	,	PUNCT
eurjchem-1298	182	94	olefinic‐c	olefinic‐c	NOUN
eurjchem-1298	182	95	)	)	PUNCT
eurjchem-1298	182	96	,	,	PUNCT
eurjchem-1298	182	97	77.21	77.21	NUM
eurjchem-1298	182	98	(	(	PUNCT
eurjchem-1298	182	99	1c	1c	NOUN
eurjchem-1298	182	100	,	,	PUNCT
eurjchem-1298	182	101	cyclohexyl‐c	cyclohexyl‐c	PROPN
eurjchem-1298	182	102	)	)	PUNCT
eurjchem-1298	182	103	,	,	PUNCT
eurjchem-1298	182	104	72.07	72.07	NUM
eurjchem-1298	182	105	(	(	PUNCT
eurjchem-1298	182	106	1c	1c	NOUN
eurjchem-1298	182	107	,	,	PUNCT
eurjchem-1298	182	108	cyclohexyl‐c	cyclohexyl‐c	PROPN
eurjchem-1298	182	109	)	)	PUNCT
eurjchem-1298	182	110	,	,	PUNCT
eurjchem-1298	182	111	68.74	68.74	NUM
eurjchem-1298	182	112	(	(	PUNCT
eurjchem-1298	182	113	1c	1c	NOUN
eurjchem-1298	182	114	,	,	PUNCT
eurjchem-1298	182	115	cyclo	cyclo	NOUN
eurjchem-1298	182	116	hexyl‐c	hexyl‐c	NOUN
eurjchem-1298	182	117	)	)	PUNCT
eurjchem-1298	182	118	,	,	PUNCT
eurjchem-1298	182	119	64.36	64.36	NUM
eurjchem-1298	182	120	(	(	PUNCT
eurjchem-1298	182	121	1c	1c	NOUN
eurjchem-1298	182	122	,	,	PUNCT
eurjchem-1298	182	123	cyclohexyl‐c	cyclohexyl‐c	PROPN
eurjchem-1298	182	124	)	)	PUNCT
eurjchem-1298	182	125	,	,	PUNCT
eurjchem-1298	182	126	36.32	36.32	NUM
eurjchem-1298	182	127	(	(	PUNCT
eurjchem-1298	182	128	1c	1c	NOUN
eurjchem-1298	182	129	,	,	PUNCT
eurjchem-1298	182	130	cyclohexyl‐c	cyclohexyl‐c	PROPN
eurjchem-1298	182	131	)	)	PUNCT
eurjchem-1298	182	132	,	,	PUNCT
eurjchem-1298	182	133	35.71	35.71	NUM
eurjchem-1298	182	134	(	(	PUNCT
eurjchem-1298	182	135	1c	1c	NOUN
eurjchem-1298	182	136	,	,	PUNCT
eurjchem-1298	182	137	cyclohexyl‐c	cyclohexyl‐c	PROPN
eurjchem-1298	182	138	)	)	PUNCT
eurjchem-1298	182	139	,	,	PUNCT
eurjchem-1298	182	140	25.51	25.51	NUM
eurjchem-1298	182	141	(	(	PUNCT
eurjchem-1298	182	142	1c	1c	NOUN
eurjchem-1298	182	143	,	,	PUNCT
eurjchem-1298	182	144	c(ch3)3	c(ch3)3	NOUN
eurjchem-1298	182	145	)	)	PUNCT
eurjchem-1298	182	146	,	,	PUNCT
eurjchem-1298	182	147	25.49	25.49	NUM
eurjchem-1298	182	148	(	(	PUNCT
eurjchem-1298	182	149	1c	1c	NOUN
eurjchem-1298	182	150	,	,	PUNCT
eurjchem-1298	182	151	ch3‐	ch3‐	VERB
eurjchem-1298	182	152	c	c	NOUN
eurjchem-1298	182	153	)	)	PUNCT
eurjchem-1298	182	154	,	,	PUNCT
eurjchem-1298	182	155	25.45	25.45	NUM
eurjchem-1298	182	156	(	(	PUNCT
eurjchem-1298	182	157	1c	1c	NOUN
eurjchem-1298	182	158	,	,	PUNCT
eurjchem-1298	182	159	ch3‐c	ch3‐c	NOUN
eurjchem-1298	182	160	)	)	PUNCT
eurjchem-1298	182	161	,	,	PUNCT
eurjchem-1298	182	162	20.50	20.50	NUM
eurjchem-1298	182	163	(	(	PUNCT
eurjchem-1298	182	164	1c	1c	NOUN
eurjchem-1298	182	165	,	,	PUNCT
eurjchem-1298	182	166	ch3‐c	ch3‐c	NOUN
eurjchem-1298	182	167	)	)	PUNCT
eurjchem-1298	182	168	,	,	PUNCT
eurjchem-1298	182	169	20.45	20.45	NUM
eurjchem-1298	182	170	(	(	PUNCT
eurjchem-1298	182	171	1c	1c	X
eurjchem-1298	182	172	,	,	PUNCT
eurjchem-1298	182	173	ch3	ch3	PROPN
eurjchem-1298	182	174	cooph	cooph	PROPN
eurjchem-1298	182	175	)	)	PUNCT
eurjchem-1298	182	176	,	,	PUNCT
eurjchem-1298	182	177	17.77	17.77	NUM
eurjchem-1298	182	178	(	(	PUNCT
eurjchem-1298	182	179	1c	1c	NOUN
eurjchem-1298	182	180	,	,	PUNCT
eurjchem-1298	182	181	ch3cooph	ch3cooph	PROPN
eurjchem-1298	182	182	)	)	PUNCT
eurjchem-1298	182	183	,	,	PUNCT
eurjchem-1298	183	1	‐4.93	‐4.93	NUM
eurjchem-1298	183	2	(	(	PUNCT
eurjchem-1298	183	3	1c	1c	NOUN
eurjchem-1298	183	4	,	,	PUNCT
eurjchem-1298	183	5	ch3si	ch3si	NUM
eurjchem-1298	183	6	)	)	PUNCT
eurjchem-1298	183	7	,	,	PUNCT
eurjchem-1298	183	8	‐5.03	‐5.03	NOUN
eurjchem-1298	183	9	(	(	PUNCT
eurjchem-1298	183	10	1c	1c	NOUN
eurjchem-1298	183	11	,	,	PUNCT
eurjchem-1298	183	12	ch3‐si	ch3‐si	PUNCT
eurjchem-1298	183	13	)	)	PUNCT
eurjchem-1298	183	14	.	.	PUNCT
eurjchem-1298	184	1	hrms	hrms	PROPN
eurjchem-1298	184	2	fab+	fab+	PROPN
eurjchem-1298	184	3	:	:	PUNCT
eurjchem-1298	184	4	m	m	PROPN
eurjchem-1298	184	5	/	/	SYM
eurjchem-1298	184	6	z	z	NOUN
eurjchem-1298	184	7	:	:	PUNCT
eurjchem-1298	184	8	calculated	calculate	VERB
eurjchem-1298	184	9	for	for	ADP
eurjchem-1298	184	10	c26h35o10si	c26h35o10si	PROPN
eurjchem-1298	184	11	[	[	X
eurjchem-1298	184	12	m+h+	m+h+	X
eurjchem-1298	184	13	]	]	X
eurjchem-1298	184	14	=	=	SYM
eurjchem-1298	184	15	535.1999	535.1999	NOUN
eurjchem-1298	184	16	,	,	PUNCT
eurjchem-1298	184	17	found	find	VERB
eurjchem-1298	184	18	535.2005	535.2005	NUM
eurjchem-1298	184	19	.	.	PUNCT
eurjchem-1298	185	1	2.12	2.12	NUM
eurjchem-1298	185	2	.	.	PUNCT
eurjchem-1298	185	3	synthesis	synthesis	NOUN
eurjchem-1298	185	4	of	of	ADP
eurjchem-1298	185	5	3‐cqa	3‐cqa	NUM
eurjchem-1298	185	6	(	(	PUNCT
eurjchem-1298	185	7	19	19	NUM
eurjchem-1298	185	8	)	)	PUNCT
eurjchem-1298	185	9	as	as	ADV
eurjchem-1298	185	10	much	much	ADJ
eurjchem-1298	185	11	as	as	ADP
eurjchem-1298	185	12	213	213	NUM
eurjchem-1298	185	13	mg	mg	NUM
eurjchem-1298	185	14	(	(	PUNCT
eurjchem-1298	185	15	0.4	0.4	NUM
eurjchem-1298	185	16	mmol	mmol	NOUN
eurjchem-1298	185	17	)	)	PUNCT
eurjchem-1298	185	18	of	of	ADP
eurjchem-1298	185	19	protected	protect	VERB
eurjchem-1298	185	20	3‐cqa	3‐cqa	NUM
eurjchem-1298	185	21	(	(	PUNCT
eurjchem-1298	185	22	18	18	NUM
eurjchem-1298	185	23	)	)	PUNCT
eurjchem-1298	185	24	was	be	AUX
eurjchem-1298	185	25	suspended	suspend	VERB
eurjchem-1298	185	26	in	in	ADP
eurjchem-1298	185	27	a	a	DET
eurjchem-1298	185	28	mixture	mixture	NOUN
eurjchem-1298	185	29	of	of	ADP
eurjchem-1298	185	30	thf	thf	NOUN
eurjchem-1298	185	31	(	(	PUNCT
eurjchem-1298	185	32	4	4	NUM
eurjchem-1298	185	33	ml	ml	NOUN
eurjchem-1298	185	34	)	)	PUNCT
eurjchem-1298	185	35	and	and	CCONJ
eurjchem-1298	185	36	2	2	NUM
eurjchem-1298	185	37	m	m	NOUN
eurjchem-1298	185	38	hcl	hcl	PROPN
eurjchem-1298	185	39	(	(	PUNCT
eurjchem-1298	185	40	16	16	NUM
eurjchem-1298	185	41	ml	ml	NOUN
eurjchem-1298	185	42	)	)	PUNCT
eurjchem-1298	185	43	.	.	PUNCT
eurjchem-1298	186	1	the	the	DET
eurjchem-1298	186	2	mixture	mixture	NOUN
eurjchem-1298	186	3	was	be	AUX
eurjchem-1298	186	4	stirred	stir	VERB
eurjchem-1298	186	5	at	at	ADP
eurjchem-1298	186	6	room	room	NOUN
eurjchem-1298	186	7	temperature	temperature	NOUN
eurjchem-1298	186	8	and	and	CCONJ
eurjchem-1298	186	9	tlc	tlc	NOUN
eurjchem-1298	186	10	(	(	PUNCT
eurjchem-1298	186	11	meoh	meoh	PROPN
eurjchem-1298	186	12	:	:	PUNCT
eurjchem-1298	186	13	etoac	etoac	ADJ
eurjchem-1298	186	14	,	,	PUNCT
eurjchem-1298	186	15	1:1	1:1	NUM
eurjchem-1298	186	16	,	,	PUNCT
eurjchem-1298	186	17	v	v	NOUN
eurjchem-1298	186	18	:	:	PUNCT
eurjchem-1298	186	19	v	v	NOUN
eurjchem-1298	186	20	)	)	PUNCT
eurjchem-1298	186	21	was	be	AUX
eurjchem-1298	186	22	used	use	VERB
eurjchem-1298	186	23	to	to	PART
eurjchem-1298	186	24	monitor	monitor	VERB
eurjchem-1298	186	25	the	the	DET
eurjchem-1298	186	26	progress	progress	NOUN
eurjchem-1298	186	27	of	of	ADP
eurjchem-1298	186	28	reaction	reaction	NOUN
eurjchem-1298	186	29	.	.	PUNCT
eurjchem-1298	187	1	after	after	ADP
eurjchem-1298	187	2	the	the	DET
eurjchem-1298	187	3	complete	complete	ADJ
eurjchem-1298	187	4	disappearance	disappearance	NOUN
eurjchem-1298	187	5	of	of	ADP
eurjchem-1298	187	6	the	the	DET
eurjchem-1298	187	7	protected	protect	VERB
eurjchem-1298	187	8	3‐	3‐	NUM
eurjchem-1298	187	9	cqa	cqa	NOUN
eurjchem-1298	187	10	spot	spot	NOUN
eurjchem-1298	187	11	(	(	PUNCT
eurjchem-1298	187	12	7	7	NUM
eurjchem-1298	187	13	days	day	NOUN
eurjchem-1298	187	14	)	)	PUNCT
eurjchem-1298	187	15	,	,	PUNCT
eurjchem-1298	187	16	the	the	DET
eurjchem-1298	187	17	reaction	reaction	NOUN
eurjchem-1298	187	18	is	be	AUX
eurjchem-1298	187	19	stopped	stop	VERB
eurjchem-1298	187	20	and	and	CCONJ
eurjchem-1298	187	21	added	add	VERB
eurjchem-1298	187	22	with	with	ADP
eurjchem-1298	187	23	dichloromethane	dichloromethane	NOUN
eurjchem-1298	187	24	(	(	PUNCT
eurjchem-1298	187	25	5	5	NUM
eurjchem-1298	187	26	ml	ml	NOUN
eurjchem-1298	187	27	)	)	PUNCT
eurjchem-1298	187	28	forming	form	VERB
eurjchem-1298	187	29	two	two	NUM
eurjchem-1298	187	30	layers	layer	NOUN
eurjchem-1298	187	31	.	.	PUNCT
eurjchem-1298	188	1	the	the	DET
eurjchem-1298	188	2	aqueous	aqueous	ADJ
eurjchem-1298	188	3	phase	phase	NOUN
eurjchem-1298	188	4	was	be	AUX
eurjchem-1298	188	5	separated	separate	VERB
eurjchem-1298	188	6	,	,	PUNCT
eurjchem-1298	188	7	saturated	saturate	VERB
eurjchem-1298	188	8	with	with	ADP
eurjchem-1298	188	9	solid	solid	ADJ
eurjchem-1298	188	10	nacl	nacl	NOUN
eurjchem-1298	188	11	,	,	PUNCT
eurjchem-1298	188	12	and	and	CCONJ
eurjchem-1298	188	13	extracted	extract	VERB
eurjchem-1298	188	14	with	with	ADP
eurjchem-1298	188	15	etoac	etoac	ADJ
eurjchem-1298	188	16	(	(	PUNCT
eurjchem-1298	188	17	3	3	NUM
eurjchem-1298	188	18	×	×	NOUN
eurjchem-1298	188	19	30	30	NUM
eurjchem-1298	188	20	ml	ml	NOUN
eurjchem-1298	188	21	)	)	PUNCT
eurjchem-1298	188	22	.	.	PUNCT
eurjchem-1298	189	1	the	the	DET
eurjchem-1298	189	2	combined	combine	VERB
eurjchem-1298	189	3	organic	organic	ADJ
eurjchem-1298	189	4	extracts	extract	NOUN
eurjchem-1298	189	5	were	be	AUX
eurjchem-1298	189	6	dried	dry	VERB
eurjchem-1298	189	7	over	over	ADP
eurjchem-1298	189	8	na2so4	na2so4	NOUN
eurjchem-1298	189	9	and	and	CCONJ
eurjchem-1298	189	10	concentrated	concentrate	VERB
eurjchem-1298	189	11	with	with	ADP
eurjchem-1298	189	12	evaporator	evaporator	NOUN
eurjchem-1298	189	13	under	under	ADP
eurjchem-1298	189	14	reduced	reduced	ADJ
eurjchem-1298	189	15	pressure	pressure	NOUN
eurjchem-1298	189	16	to	to	ADP
eurjchem-1298	189	17	the	the	DET
eurjchem-1298	189	18	desired	desire	VERB
eurjchem-1298	189	19	product	product	NOUN
eurjchem-1298	189	20	,	,	PUNCT
eurjchem-1298	189	21	3‐cqa	3‐cqa	NUM
eurjchem-1298	189	22	,	,	PUNCT
eurjchem-1298	189	23	compound	compound	NOUN
eurjchem-1298	189	24	19	19	NUM
eurjchem-1298	189	25	(	(	PUNCT
eurjchem-1298	189	26	scheme	scheme	NOUN
eurjchem-1298	189	27	3	3	NUM
eurjchem-1298	189	28	)	)	PUNCT
eurjchem-1298	189	29	as	as	ADP
eurjchem-1298	189	30	powder	powder	NOUN
eurjchem-1298	189	31	.	.	PUNCT
eurjchem-1298	190	1	color	color	NOUN
eurjchem-1298	190	2	:	:	PUNCT
eurjchem-1298	190	3	yellow	yellow	ADJ
eurjchem-1298	190	4	.	.	PUNCT
eurjchem-1298	191	1	yield	yield	NOUN
eurjchem-1298	191	2	:	:	PUNCT
eurjchem-1298	191	3	41	41	NUM
eurjchem-1298	191	4	%	%	NOUN
eurjchem-1298	191	5	.	.	PUNCT
eurjchem-1298	192	1	1h	1h	NUM
eurjchem-1298	192	2	nmr	nmr	NOUN
eurjchem-1298	192	3	(	(	PUNCT
eurjchem-1298	192	4	400	400	NUM
eurjchem-1298	192	5	mhz	mhz	NOUN
eurjchem-1298	192	6	,	,	PUNCT
eurjchem-1298	192	7	cd3od	cd3od	NOUN
eurjchem-1298	192	8	,	,	PUNCT
eurjchem-1298	192	9	δ	δ	PROPN
eurjchem-1298	192	10	,	,	PUNCT
eurjchem-1298	192	11	ppm	ppm	NUM
eurjchem-1298	192	12	):	):	PUNCT
eurjchem-1298	192	13	1.96‐3.3	1.96‐3.3	NUM
eurjchem-1298	192	14	(	(	PUNCT
eurjchem-1298	192	15	m	m	PROPN
eurjchem-1298	192	16	,	,	PUNCT
eurjchem-1298	192	17	4h	4h	NOUN
eurjchem-1298	192	18	,	,	PUNCT
eurjchem-1298	192	19	cyclohexyl‐h	cyclohexyl‐h	PROPN
eurjchem-1298	192	20	)	)	PUNCT
eurjchem-1298	192	21	,	,	PUNCT
eurjchem-1298	192	22	3.64	3.64	NUM
eurjchem-1298	192	23	(	(	PUNCT
eurjchem-1298	192	24	dd	dd	PROPN
eurjchem-1298	192	25	,	,	PUNCT
eurjchem-1298	192	26	1h	1h	NUM
eurjchem-1298	192	27	,	,	PUNCT
eurjchem-1298	192	28	j	j	PROPN
eurjchem-1298	192	29	=	=	SYM
eurjchem-1298	192	30	8.4	8.4	NUM
eurjchem-1298	192	31	,	,	PUNCT
eurjchem-1298	192	32	3.3	3.3	NUM
eurjchem-1298	192	33	hz	hz	NOUN
eurjchem-1298	192	34	,	,	PUNCT
eurjchem-1298	192	35	ch‐oh‐coh	ch‐oh‐coh	NOUN
eurjchem-1298	192	36	)	)	PUNCT
eurjchem-1298	192	37	,	,	PUNCT
eurjchem-1298	192	38	4.15	4.15	NUM
eurjchem-1298	192	39	(	(	PUNCT
eurjchem-1298	192	40	td	td	PROPN
eurjchem-1298	192	41	,	,	PUNCT
eurjchem-1298	192	42	1h	1h	NUM
eurjchem-1298	192	43	,	,	PUNCT
eurjchem-1298	192	44	j	j	PROPN
eurjchem-1298	192	45	=	=	SYM
eurjchem-1298	192	46	9.1	9.1	NUM
eurjchem-1298	192	47	,	,	PUNCT
eurjchem-1298	192	48	3.9	3.9	NUM
eurjchem-1298	192	49	hz	hz	NOUN
eurjchem-1298	192	50	,	,	PUNCT
eurjchem-1298	192	51	ch‐oh‐ocaff	ch‐oh‐ocaff	PROPN
eurjchem-1298	192	52	)	)	PUNCT
eurjchem-1298	192	53	,	,	PUNCT
eurjchem-1298	192	54	5.36	5.36	NUM
eurjchem-1298	192	55	(	(	PUNCT
eurjchem-1298	192	56	m	m	PROPN
eurjchem-1298	192	57	,	,	PUNCT
eurjchem-1298	192	58	1h	1h	NUM
eurjchem-1298	192	59	,	,	PUNCT
eurjchem-1298	192	60	ch‐o‐caff	ch‐o‐caff	PROPN
eurjchem-1298	192	61	)	)	PUNCT
eurjchem-1298	192	62	,	,	PUNCT
eurjchem-1298	192	63	6.31	6.31	NUM
eurjchem-1298	192	64	(	(	PUNCT
eurjchem-1298	192	65	d	d	PROPN
eurjchem-1298	192	66	,	,	PUNCT
eurjchem-1298	192	67	1h	1h	NUM
eurjchem-1298	192	68	,	,	PUNCT
eurjchem-1298	192	69	j	j	PROPN
eurjchem-1298	193	1	=	=	PROPN
eurjchem-1298	193	2	15.9	15.9	NUM
eurjchem-1298	193	3	hz	hz	NOUN
eurjchem-1298	193	4	,	,	PUNCT
eurjchem-1298	193	5	co‐ch‐ch‐ph	co‐ch‐ch‐ph	PROPN
eurjchem-1298	193	6	)	)	PUNCT
eurjchem-1298	193	7	,	,	PUNCT
eurjchem-1298	193	8	6.77	6.77	NUM
eurjchem-1298	193	9	(	(	PUNCT
eurjchem-1298	193	10	d	d	PROPN
eurjchem-1298	193	11	,	,	PUNCT
eurjchem-1298	193	12	1h	1h	NUM
eurjchem-1298	193	13	,	,	PUNCT
eurjchem-1298	193	14	j	j	PROPN
eurjchem-1298	193	15	=	=	SYM
eurjchem-1298	193	16	8.1	8.1	NUM
eurjchem-1298	193	17	hz	hz	VERB
eurjchem-1298	193	18	,	,	PUNCT
eurjchem-1298	193	19	ar‐h	ar‐h	PROPN
eurjchem-1298	193	20	)	)	PUNCT
eurjchem-1298	193	21	,	,	PUNCT
eurjchem-1298	193	22	6.94	6.94	NUM
eurjchem-1298	193	23	(	(	PUNCT
eurjchem-1298	193	24	dd	dd	PROPN
eurjchem-1298	193	25	,	,	PUNCT
eurjchem-1298	193	26	1h	1h	NUM
eurjchem-1298	193	27	,	,	PUNCT
eurjchem-1298	193	28	j	j	PROPN
eurjchem-1298	193	29	=	=	SYM
eurjchem-1298	193	30	8.1	8.1	NUM
eurjchem-1298	193	31	,	,	PUNCT
eurjchem-1298	193	32	20	20	NUM
eurjchem-1298	193	33	hz	hz	NOUN
eurjchem-1298	193	34	,	,	PUNCT
eurjchem-1298	193	35	ar‐h	ar‐h	NOUN
eurjchem-1298	193	36	)	)	PUNCT
eurjchem-1298	193	37	,	,	PUNCT
eurjchem-1298	193	38	7.05	7.05	NUM
eurjchem-1298	193	39	(	(	PUNCT
eurjchem-1298	193	40	d	d	PROPN
eurjchem-1298	193	41	,	,	PUNCT
eurjchem-1298	193	42	1h	1h	NUM
eurjchem-1298	193	43	,	,	PUNCT
eurjchem-1298	193	44	j	j	PROPN
eurjchem-1298	193	45	=	=	PROPN
eurjchem-1298	193	46	2.0	2.0	NUM
eurjchem-1298	193	47	hz	hz	NOUN
eurjchem-1298	193	48	,	,	PUNCT
eurjchem-1298	193	49	ar‐h	ar‐h	PROPN
eurjchem-1298	193	50	)	)	PUNCT
eurjchem-1298	193	51	,	,	PUNCT
eurjchem-1298	193	52	7.59	7.59	NUM
eurjchem-1298	193	53	(	(	PUNCT
eurjchem-1298	193	54	d	d	PROPN
eurjchem-1298	193	55	,	,	PUNCT
eurjchem-1298	193	56	1h	1h	NUM
eurjchem-1298	193	57	,	,	PUNCT
eurjchem-1298	193	58	j	j	PROPN
eurjchem-1298	194	1	=	=	PROPN
eurjchem-1298	194	2	15.9	15.9	NUM
eurjchem-1298	194	3	hz	hz	NOUN
eurjchem-1298	194	4	,	,	PUNCT
eurjchem-1298	194	5	ph‐ch‐ch‐co	ph‐ch‐ch‐co	PRON
eurjchem-1298	194	6	)	)	PUNCT
eurjchem-1298	194	7	.	.	PUNCT
eurjchem-1298	195	1	nmr	nmr	NOUN
eurjchem-1298	195	2	data	datum	NOUN
eurjchem-1298	195	3	were	be	AUX
eurjchem-1298	195	4	in	in	ADP
eurjchem-1298	195	5	good	good	ADJ
eurjchem-1298	195	6	agreement	agreement	NOUN
eurjchem-1298	195	7	with	with	ADP
eurjchem-1298	195	8	literature	literature	NOUN
eurjchem-1298	195	9	data	datum	NOUN
eurjchem-1298	195	10	[	[	X
eurjchem-1298	195	11	11	11	NUM
eurjchem-1298	195	12	]	]	PUNCT
eurjchem-1298	195	13	.	.	PUNCT
eurjchem-1298	196	1	3	3	X
eurjchem-1298	196	2	.	.	NOUN
eurjchem-1298	196	3	results	result	NOUN
eurjchem-1298	196	4	and	and	CCONJ
eurjchem-1298	196	5	discussion	discussion	NOUN
eurjchem-1298	196	6	although	although	SCONJ
eurjchem-1298	196	7	the	the	DET
eurjchem-1298	196	8	main	main	ADJ
eurjchem-1298	196	9	objective	objective	NOUN
eurjchem-1298	196	10	of	of	ADP
eurjchem-1298	196	11	this	this	DET
eurjchem-1298	196	12	article	article	NOUN
eurjchem-1298	196	13	is	be	AUX
eurjchem-1298	196	14	reporting	report	VERB
eurjchem-1298	196	15	our	our	PRON
eurjchem-1298	196	16	findings	finding	NOUN
eurjchem-1298	196	17	in	in	ADP
eurjchem-1298	196	18	the	the	DET
eurjchem-1298	196	19	preparations	preparation	NOUN
eurjchem-1298	196	20	of	of	ADP
eurjchem-1298	196	21	the	the	DET
eurjchem-1298	196	22	3‐	3‐	NUM
eurjchem-1298	196	23	and	and	CCONJ
eurjchem-1298	196	24	5‐cqas	5‐cqas	NOUN
eurjchem-1298	196	25	using	use	VERB
eurjchem-1298	196	26	precursors	precursor	NOUN
eurjchem-1298	196	27	as	as	SCONJ
eurjchem-1298	196	28	mentioned	mention	VERB
eurjchem-1298	196	29	in	in	ADP
eurjchem-1298	196	30	the	the	DET
eurjchem-1298	196	31	introduction	introduction	NOUN
eurjchem-1298	196	32	section	section	NOUN
eurjchem-1298	196	33	,	,	PUNCT
eurjchem-1298	196	34	the	the	DET
eurjchem-1298	196	35	optimized	optimize	VERB
eurjchem-1298	196	36	synthetic	synthetic	ADJ
eurjchem-1298	196	37	results	result	NOUN
eurjchem-1298	196	38	of	of	ADP
eurjchem-1298	196	39	the	the	DET
eurjchem-1298	196	40	1‐	1‐	NUM
eurjchem-1298	196	41	and	and	CCONJ
eurjchem-1298	196	42	4‐cqas	4‐cqas	NUM
eurjchem-1298	196	43	are	be	AUX
eurjchem-1298	196	44	also	also	ADV
eurjchem-1298	196	45	inclusive	inclusive	ADJ
eurjchem-1298	196	46	.	.	PUNCT
eurjchem-1298	197	1	this	this	PRON
eurjchem-1298	197	2	is	be	AUX
eurjchem-1298	197	3	necessary	necessary	ADJ
eurjchem-1298	197	4	since	since	SCONJ
eurjchem-1298	197	5	the	the	DET
eurjchem-1298	197	6	methods	method	NOUN
eurjchem-1298	197	7	employed	employ	VERB
eurjchem-1298	197	8	and	and	CCONJ
eurjchem-1298	197	9	the	the	DET
eurjchem-1298	197	10	routes	route	NOUN
eurjchem-1298	197	11	of	of	ADP
eurjchem-1298	197	12	syntheses	synthesis	NOUN
eurjchem-1298	197	13	are	be	AUX
eurjchem-1298	197	14	in	in	ADP
eurjchem-1298	197	15	correlation	correlation	NOUN
eurjchem-1298	197	16	to	to	ADP
eurjchem-1298	197	17	one	one	NUM
eurjchem-1298	197	18	and	and	CCONJ
eurjchem-1298	197	19	another	another	PRON
eurjchem-1298	197	20	.	.	PUNCT
eurjchem-1298	198	1	3.1	3.1	NUM
eurjchem-1298	198	2	.	.	PUNCT
eurjchem-1298	198	3	preparation	preparation	NOUN
eurjchem-1298	198	4	of	of	ADP
eurjchem-1298	198	5	diacetyl	diacetyl	PROPN
eurjchem-1298	198	6	caffeic	caffeic	VERB
eurjchem-1298	198	7	acid	acid	PROPN
eurjchem-1298	198	8	chloride	chloride	PROPN
eurjchem-1298	198	9	acid	acid	NOUN
eurjchem-1298	198	10	chloride	chloride	NOUN
eurjchem-1298	198	11	3	3	NUM
eurjchem-1298	198	12	used	use	VERB
eurjchem-1298	198	13	in	in	ADP
eurjchem-1298	198	14	this	this	DET
eurjchem-1298	198	15	work	work	NOUN
eurjchem-1298	198	16	was	be	AUX
eurjchem-1298	198	17	prepared	prepare	VERB
eurjchem-1298	198	18	as	as	SCONJ
eurjchem-1298	198	19	depicted	depict	VERB
eurjchem-1298	198	20	in	in	ADP
eurjchem-1298	198	21	scheme	scheme	NOUN
eurjchem-1298	198	22	1	1	NUM
eurjchem-1298	198	23	,	,	PUNCT
eurjchem-1298	198	24	according	accord	VERB
eurjchem-1298	198	25	to	to	ADP
eurjchem-1298	198	26	a	a	DET
eurjchem-1298	198	27	known	know	VERB
eurjchem-1298	198	28	procedure	procedure	NOUN
eurjchem-1298	198	29	[	[	X
eurjchem-1298	198	30	12	12	NUM
eurjchem-1298	198	31	]	]	PUNCT
eurjchem-1298	198	32	,	,	PUNCT
eurjchem-1298	198	33	from	from	ADP
eurjchem-1298	198	34	caffeic	caffeic	VERB
eurjchem-1298	198	35	acid	acid	PROPN
eurjchem-1298	198	36	(	(	PUNCT
eurjchem-1298	198	37	1	1	NUM
eurjchem-1298	198	38	)	)	PUNCT
eurjchem-1298	198	39	in	in	ADP
eurjchem-1298	198	40	two	two	NUM
eurjchem-1298	198	41	steps	step	NOUN
eurjchem-1298	198	42	with	with	ADP
eurjchem-1298	198	43	the	the	DET
eurjchem-1298	198	44	overall	overall	ADJ
eurjchem-1298	198	45	yield	yield	NOUN
eurjchem-1298	198	46	of	of	ADP
eurjchem-1298	198	47	97	97	NUM
eurjchem-1298	198	48	%	%	NOUN
eurjchem-1298	198	49	.	.	PUNCT
eurjchem-1298	199	1	3.2	3.2	NUM
eurjchem-1298	199	2	.	.	PUNCT
eurjchem-1298	200	1	synthesis	synthesis	NOUN
eurjchem-1298	200	2	of	of	ADP
eurjchem-1298	200	3	1‐	1‐	NUM
eurjchem-1298	200	4	and	and	CCONJ
eurjchem-1298	200	5	5‐cqa	5‐cqa	NUM
eurjchem-1298	200	6	syntheses	synthesis	NOUN
eurjchem-1298	200	7	of	of	ADP
eurjchem-1298	200	8	1‐	1‐	NUM
eurjchem-1298	200	9	and	and	CCONJ
eurjchem-1298	200	10	5‐cqa	5‐cqa	NUM
eurjchem-1298	200	11	were	be	AUX
eurjchem-1298	200	12	depicted	depict	VERB
eurjchem-1298	200	13	in	in	ADP
eurjchem-1298	200	14	scheme	scheme	NOUN
eurjchem-1298	200	15	2	2	NUM
eurjchem-1298	200	16	.	.	PUNCT
eurjchem-1298	201	1	treatment	treatment	NOUN
eurjchem-1298	201	2	of	of	ADP
eurjchem-1298	201	3	(	(	PUNCT
eurjchem-1298	201	4	‐)‐quinic	‐)‐quinic	ADJ
eurjchem-1298	201	5	acid	acid	NOUN
eurjchem-1298	201	6	(	(	PUNCT
eurjchem-1298	201	7	4	4	NUM
eurjchem-1298	201	8	)	)	PUNCT
eurjchem-1298	201	9	with	with	ADP
eurjchem-1298	201	10	2,2‐dimethoxypropane	2,2‐dimethoxypropane	NUM
eurjchem-1298	201	11	in	in	ADP
eurjchem-1298	201	12	a	a	DET
eurjchem-1298	201	13	refluxing	refluxing	NOUN
eurjchem-1298	201	14	etoac	etoac	ADJ
eurjchem-1298	201	15	and	and	CCONJ
eurjchem-1298	201	16	in	in	ADP
eurjchem-1298	201	17	the	the	DET
eurjchem-1298	201	18	presence	presence	NOUN
eurjchem-1298	201	19	of	of	ADP
eurjchem-1298	201	20	acid	acid	NOUN
eurjchem-1298	201	21	catalyst	catalyst	NOUN
eurjchem-1298	201	22	,	,	PUNCT
eurjchem-1298	201	23	p‐tsoh	p‐tsoh	NUM
eurjchem-1298	201	24	,	,	PUNCT
eurjchem-1298	201	25	was	be	AUX
eurjchem-1298	201	26	a	a	DET
eurjchem-1298	201	27	simple	simple	ADJ
eurjchem-1298	201	28	way	way	NOUN
eurjchem-1298	201	29	to	to	PART
eurjchem-1298	201	30	prepare	prepare	VERB
eurjchem-1298	201	31	lactone	lactone	NOUN
eurjchem-1298	201	32	(	(	PUNCT
eurjchem-1298	201	33	5	5	NUM
eurjchem-1298	201	34	)	)	PUNCT
eurjchem-1298	201	35	,	,	PUNCT
eurjchem-1298	201	36	according	accord	VERB
eurjchem-1298	201	37	to	to	ADP
eurjchem-1298	201	38	dokli	dokli	PROPN
eurjchem-1298	201	39	’s	’s	PART
eurjchem-1298	201	40	method	method	NOUN
eurjchem-1298	201	41	[	[	X
eurjchem-1298	201	42	13	13	NUM
eurjchem-1298	201	43	]	]	PUNCT
eurjchem-1298	201	44	.	.	PUNCT
eurjchem-1298	202	1	this	this	DET
eurjchem-1298	202	2	lactone	lactone	NOUN
eurjchem-1298	202	3	,	,	PUNCT
eurjchem-1298	202	4	in	in	ADP
eurjchem-1298	202	5	fact	fact	NOUN
eurjchem-1298	202	6	,	,	PUNCT
eurjchem-1298	202	7	possess	possess	VERB
eurjchem-1298	202	8	only	only	ADV
eurjchem-1298	202	9	one	one	NUM
eurjchem-1298	202	10	hydroxyl	hydroxyl	NOUN
eurjchem-1298	202	11	group	group	NOUN
eurjchem-1298	202	12	located	locate	VERB
eurjchem-1298	202	13	at	at	ADP
eurjchem-1298	202	14	the	the	DET
eurjchem-1298	202	15	required	require	VERB
eurjchem-1298	202	16	site	site	NOUN
eurjchem-1298	202	17	to	to	PART
eurjchem-1298	202	18	undergo	undergo	VERB
eurjchem-1298	202	19	an	an	DET
eurjchem-1298	202	20	esterification	esterification	NOUN
eurjchem-1298	202	21	reaction	reaction	NOUN
eurjchem-1298	202	22	with	with	ADP
eurjchem-1298	202	23	acid	acid	ADJ
eurjchem-1298	202	24	chloride	chloride	NOUN
eurjchem-1298	202	25	(	(	PUNCT
eurjchem-1298	202	26	3	3	NUM
eurjchem-1298	202	27	)	)	PUNCT
eurjchem-1298	202	28	to	to	PART
eurjchem-1298	202	29	produce	produce	VERB
eurjchem-1298	202	30	protected	protect	VERB
eurjchem-1298	202	31	1‐cqa	1‐cqa	NUM
eurjchem-1298	202	32	(	(	PUNCT
eurjchem-1298	202	33	7	7	NUM
eurjchem-1298	202	34	)	)	PUNCT
eurjchem-1298	202	35	.	.	PUNCT
eurjchem-1298	203	1	synthesis	synthesis	NOUN
eurjchem-1298	203	2	of	of	ADP
eurjchem-1298	203	3	compound	compound	NOUN
eurjchem-1298	203	4	7	7	NUM
eurjchem-1298	203	5	was	be	AUX
eurjchem-1298	203	6	carried	carry	VERB
eurjchem-1298	203	7	out	out	ADP
eurjchem-1298	203	8	at	at	ADP
eurjchem-1298	203	9	ambient	ambient	ADJ
eurjchem-1298	203	10	temperature	temperature	NOUN
eurjchem-1298	203	11	in	in	ADP
eurjchem-1298	203	12	dichloromethane	dichloromethane	NOUN
eurjchem-1298	203	13	in	in	ADP
eurjchem-1298	203	14	the	the	DET
eurjchem-1298	203	15	presence	presence	NOUN
eurjchem-1298	203	16	of	of	ADP
eurjchem-1298	203	17	basic	basic	ADJ
eurjchem-1298	203	18	catalyst	catalyst	NOUN
eurjchem-1298	203	19	,	,	PUNCT
eurjchem-1298	203	20	dmap	dmap	NOUN
eurjchem-1298	203	21	,	,	PUNCT
eurjchem-1298	203	22	attaining	attain	VERB
eurjchem-1298	203	23	75	75	NUM
eurjchem-1298	203	24	%	%	NOUN
eurjchem-1298	203	25	yield	yield	NOUN
eurjchem-1298	203	26	from	from	ADP
eurjchem-1298	203	27	compound	compound	NOUN
eurjchem-1298	203	28	5	5	NUM
eurjchem-1298	203	29	.	.	NOUN
eurjchem-1298	203	30	1‐cqa	1‐cqa	NUM
eurjchem-1298	203	31	(	(	PUNCT
eurjchem-1298	203	32	8)	8)	NUM
eurjchem-1298	203	33	was	be	AUX
eurjchem-1298	203	34	obtained	obtain	VERB
eurjchem-1298	203	35	from	from	ADP
eurjchem-1298	203	36	cleaving	cleave	VERB
eurjchem-1298	203	37	all	all	DET
eurjchem-1298	203	38	the	the	DET
eurjchem-1298	203	39	protecting	protect	VERB
eurjchem-1298	203	40	groups	group	NOUN
eurjchem-1298	203	41	using	use	VERB
eurjchem-1298	203	42	2	2	NUM
eurjchem-1298	203	43	m	m	NOUN
eurjchem-1298	203	44	hclaq	hclaq	NOUN
eurjchem-1298	203	45	:	:	PUNCT
eurjchem-1298	203	46	thf	thf	NOUN
eurjchem-1298	203	47	(	(	PUNCT
eurjchem-1298	203	48	4:1	4:1	NUM
eurjchem-1298	203	49	,	,	PUNCT
eurjchem-1298	203	50	v	v	NOUN
eurjchem-1298	203	51	:	:	PUNCT
eurjchem-1298	203	52	v	v	NOUN
eurjchem-1298	203	53	)	)	PUNCT
eurjchem-1298	203	54	at	at	ADP
eurjchem-1298	203	55	room	room	NOUN
eurjchem-1298	203	56	temperature	temperature	NOUN
eurjchem-1298	203	57	for	for	ADP
eurjchem-1298	203	58	7	7	NUM
eurjchem-1298	203	59	days	day	NOUN
eurjchem-1298	203	60	,	,	PUNCT
eurjchem-1298	203	61	with	with	ADP
eurjchem-1298	203	62	89	89	NUM
eurjchem-1298	203	63	%	%	NOUN
eurjchem-1298	203	64	yield	yield	NOUN
eurjchem-1298	203	65	from	from	ADP
eurjchem-1298	203	66	compound	compound	NOUN
eurjchem-1298	203	67	7	7	NUM
eurjchem-1298	203	68	.	.	PUNCT
eurjchem-1298	204	1	the	the	DET
eurjchem-1298	204	2	lower	low	ADJ
eurjchem-1298	204	3	side	side	NOUN
eurjchem-1298	204	4	of	of	ADP
eurjchem-1298	204	5	the	the	DET
eurjchem-1298	204	6	scheme	scheme	NOUN
eurjchem-1298	204	7	2	2	NUM
eurjchem-1298	204	8	is	be	AUX
eurjchem-1298	204	9	the	the	DET
eurjchem-1298	204	10	stages	stage	NOUN
eurjchem-1298	204	11	for	for	ADP
eurjchem-1298	204	12	synthesizing	synthesize	VERB
eurjchem-1298	204	13	5‐cqa	5‐cqa	NUM
eurjchem-1298	204	14	.	.	PUNCT
eurjchem-1298	205	1	lactone	lactone	NOUN
eurjchem-1298	205	2	5	5	NUM
eurjchem-1298	205	3	underwent	underwent	NOUN
eurjchem-1298	205	4	methanolysis	methanolysis	NOUN
eurjchem-1298	205	5	with	with	ADP
eurjchem-1298	205	6	naome	naome	NOUN
eurjchem-1298	205	7	:	:	PUNCT
eurjchem-1298	205	8	meoh	meoh	PROPN
eurjchem-1298	205	9	at	at	ADP
eurjchem-1298	205	10	room	room	NOUN
eurjchem-1298	205	11	temperature	temperature	NOUN
eurjchem-1298	205	12	,	,	PUNCT
eurjchem-1298	205	13	to	to	PART
eurjchem-1298	205	14	give	give	VERB
eurjchem-1298	205	15	crude	crude	ADJ
eurjchem-1298	205	16	product	product	NOUN
eurjchem-1298	205	17	.	.	PUNCT
eurjchem-1298	206	1	after	after	ADP
eurjchem-1298	206	2	purification	purification	NOUN
eurjchem-1298	206	3	with	with	ADP
eurjchem-1298	206	4	column	column	NOUN
eurjchem-1298	206	5	chromatography	chromatography	NOUN
eurjchem-1298	206	6	over	over	ADP
eurjchem-1298	206	7	silica	silica	NOUN
eurjchem-1298	206	8	gel	gel	NOUN
eurjchem-1298	206	9	,	,	PUNCT
eurjchem-1298	206	10	the	the	DET
eurjchem-1298	206	11	desired	desire	VERB
eurjchem-1298	206	12	compound	compound	NOUN
eurjchem-1298	206	13	6	6	NUM
eurjchem-1298	206	14	was	be	AUX
eurjchem-1298	206	15	obtained	obtain	VERB
eurjchem-1298	206	16	with	with	ADP
eurjchem-1298	206	17	78	78	NUM
eurjchem-1298	206	18	%	%	NOUN
eurjchem-1298	206	19	yield	yield	NOUN
eurjchem-1298	206	20	from	from	ADP
eurjchem-1298	206	21	compound	compound	NOUN
eurjchem-1298	206	22	5	5	NUM
eurjchem-1298	206	23	.	.	PUNCT
eurjchem-1298	206	24	protected	protect	VERB
eurjchem-1298	206	25	5‐cqa	5‐cqa	NUM
eurjchem-1298	206	26	was	be	AUX
eurjchem-1298	206	27	synthe‐	synthe‐	NOUN
eurjchem-1298	206	28	sized	size	VERB
eurjchem-1298	206	29	from	from	ADP
eurjchem-1298	206	30	esterification	esterification	NOUN
eurjchem-1298	206	31	of	of	ADP
eurjchem-1298	206	32	compound	compound	NOUN
eurjchem-1298	206	33	3	3	NUM
eurjchem-1298	206	34	with	with	ADP
eurjchem-1298	206	35	compound	compound	NOUN
eurjchem-1298	206	36	6	6	NUM
eurjchem-1298	206	37	,	,	PUNCT
eurjchem-1298	206	38	employing	employ	VERB
eurjchem-1298	206	39	exactly	exactly	ADV
eurjchem-1298	206	40	the	the	DET
eurjchem-1298	206	41	same	same	ADJ
eurjchem-1298	206	42	condition	condition	NOUN
eurjchem-1298	206	43	as	as	ADP
eurjchem-1298	206	44	synthesizing	synthesize	VERB
eurjchem-1298	206	45	compound	compound	NOUN
eurjchem-1298	206	46	7	7	NUM
eurjchem-1298	206	47	,	,	PUNCT
eurjchem-1298	206	48	to	to	PART
eurjchem-1298	206	49	give	give	VERB
eurjchem-1298	206	50	58	58	NUM
eurjchem-1298	206	51	%	%	NOUN
eurjchem-1298	206	52	of	of	ADP
eurjchem-1298	206	53	the	the	DET
eurjchem-1298	206	54	protected	protect	VERB
eurjchem-1298	206	55	cqa	cqa	NOUN
eurjchem-1298	206	56	(	(	PUNCT
eurjchem-1298	206	57	9	9	NUM
eurjchem-1298	206	58	)	)	PUNCT
eurjchem-1298	206	59	and	and	CCONJ
eurjchem-1298	206	60	minute	minute	ADJ
eurjchem-1298	206	61	amounts	amount	NOUN
eurjchem-1298	206	62	of	of	ADP
eurjchem-1298	206	63	compound	compound	NOUN
eurjchem-1298	206	64	10	10	NUM
eurjchem-1298	206	65	.	.	PUNCT
eurjchem-1298	207	1	the	the	DET
eurjchem-1298	207	2	5‐cqa	5‐cqa	NUM
eurjchem-1298	207	3	(	(	PUNCT
eurjchem-1298	207	4	11	11	NUM
eurjchem-1298	207	5	)	)	PUNCT
eurjchem-1298	207	6	was	be	AUX
eurjchem-1298	207	7	achieved	achieve	VERB
eurjchem-1298	207	8	at	at	ADP
eurjchem-1298	207	9	88	88	NUM
eurjchem-1298	207	10	%	%	NOUN
eurjchem-1298	207	11	yield	yield	NOUN
eurjchem-1298	207	12	after	after	ADP
eurjchem-1298	207	13	treating	treat	VERB
eurjchem-1298	207	14	compound	compound	NOUN
eurjchem-1298	207	15	9	9	NUM
eurjchem-1298	207	16	with	with	ADP
eurjchem-1298	207	17	1	1	NUM
eurjchem-1298	207	18	m	m	NOUN
eurjchem-1298	207	19	hcl	hcl	NOUN
eurjchem-1298	207	20	for	for	ADP
eurjchem-1298	207	21	4	4	NUM
eurjchem-1298	207	22	days	day	NOUN
eurjchem-1298	207	23	at	at	ADP
eurjchem-1298	207	24	room	room	NOUN
eurjchem-1298	207	25	temperature	temperature	NOUN
eurjchem-1298	207	26	.	.	PUNCT
eurjchem-1298	208	1	3.3	3.3	NUM
eurjchem-1298	208	2	.	.	PUNCT
eurjchem-1298	208	3	synthesis	synthesis	NOUN
eurjchem-1298	208	4	of	of	ADP
eurjchem-1298	208	5	3‐	3‐	NUM
eurjchem-1298	208	6	and	and	CCONJ
eurjchem-1298	208	7	4‐cqas	4‐cqas	NUM
eurjchem-1298	208	8	3‐	3‐	NUM
eurjchem-1298	208	9	and	and	CCONJ
eurjchem-1298	208	10	4‐cqas	4‐cqas	NUM
eurjchem-1298	208	11	were	be	AUX
eurjchem-1298	208	12	synthesized	synthesize	VERB
eurjchem-1298	208	13	according	accord	VERB
eurjchem-1298	208	14	to	to	ADP
eurjchem-1298	208	15	scheme	scheme	NOUN
eurjchem-1298	208	16	3	3	NUM
eurjchem-1298	208	17	.	.	PUNCT
eurjchem-1298	209	1	lactone	lactone	PROPN
eurjchem-1298	209	2	12	12	NUM
eurjchem-1298	209	3	was	be	AUX
eurjchem-1298	209	4	afforded	afford	VERB
eurjchem-1298	209	5	with	with	ADP
eurjchem-1298	209	6	high	high	ADJ
eurjchem-1298	209	7	yield	yield	NOUN
eurjchem-1298	209	8	by	by	ADP
eurjchem-1298	209	9	refluxing	refluxing	NOUN
eurjchem-1298	209	10	quinic	quinic	ADJ
eurjchem-1298	209	11	acid	acid	NOUN
eurjchem-1298	209	12	4	4	NUM
eurjchem-1298	209	13	in	in	ADP
eurjchem-1298	209	14	the	the	DET
eurjchem-1298	209	15	mixture	mixture	NOUN
eurjchem-1298	209	16	of	of	ADP
eurjchem-1298	209	17	toluene	toluene	NOUN
eurjchem-1298	209	18	and	and	CCONJ
eurjchem-1298	209	19	dmf	dmf	PROPN
eurjchem-1298	209	20	and	and	CCONJ
eurjchem-1298	209	21	in	in	ADP
eurjchem-1298	209	22	the	the	DET
eurjchem-1298	209	23	presence	presence	NOUN
eurjchem-1298	209	24	of	of	ADP
eurjchem-1298	209	25	p‐tsoh	p‐tsoh	NUM
eurjchem-1298	209	26	.	.	PUNCT
eurjchem-1298	210	1	selective	selective	ADJ
eurjchem-1298	210	2	hydroxyl	hydroxyl	PROPN
eurjchem-1298	210	3	group	group	NOUN
eurjchem-1298	210	4	protection	protection	NOUN
eurjchem-1298	210	5	with	with	ADP
eurjchem-1298	210	6	tbscl	tbscl	PROPN
eurjchem-1298	210	7	is	be	AUX
eurjchem-1298	210	8	governed	govern	VERB
eurjchem-1298	210	9	by	by	ADP
eurjchem-1298	210	10	altering	alter	VERB
eurjchem-1298	210	11	the	the	DET
eurjchem-1298	210	12	temperature	temperature	NOUN
eurjchem-1298	210	13	condition	condition	NOUN
eurjchem-1298	210	14	applied	apply	VERB
eurjchem-1298	210	15	in	in	ADP
eurjchem-1298	210	16	the	the	DET
eurjchem-1298	210	17	reaction	reaction	NOUN
eurjchem-1298	210	18	.	.	PUNCT
eurjchem-1298	211	1	at	at	ADP
eurjchem-1298	211	2	lower	low	ADJ
eurjchem-1298	211	3	temperature	temperature	NOUN
eurjchem-1298	211	4	,	,	PUNCT
eurjchem-1298	211	5	compound	compound	NOUN
eurjchem-1298	211	6	13	13	NUM
eurjchem-1298	211	7	was	be	AUX
eurjchem-1298	211	8	more	more	ADV
eurjchem-1298	211	9	favorable	favorable	ADJ
eurjchem-1298	211	10	while	while	SCONJ
eurjchem-1298	211	11	at	at	ADP
eurjchem-1298	211	12	higher	high	ADJ
eurjchem-1298	211	13	temperature	temperature	NOUN
eurjchem-1298	211	14	the	the	DET
eurjchem-1298	211	15	isomer	isomer	ADJ
eurjchem-1298	211	16	14	14	NUM
eurjchem-1298	211	17	was	be	AUX
eurjchem-1298	211	18	dominant	dominant	ADJ
eurjchem-1298	211	19	.	.	PUNCT
eurjchem-1298	212	1	tbs	tbs	ADJ
eurjchem-1298	212	2	lactone	lactone	NOUN
eurjchem-1298	212	3	13	13	NUM
eurjchem-1298	212	4	was	be	AUX
eurjchem-1298	212	5	prepared	prepare	VERB
eurjchem-1298	212	6	by	by	ADP
eurjchem-1298	212	7	stirring	stir	VERB
eurjchem-1298	212	8	compound	compound	NOUN
eurjchem-1298	212	9	12	12	NUM
eurjchem-1298	212	10	with	with	ADP
eurjchem-1298	212	11	tbscl	tbscl	PROPN
eurjchem-1298	212	12	in	in	ADP
eurjchem-1298	212	13	dmf	dmf	PROPN
eurjchem-1298	212	14	and	and	CCONJ
eurjchem-1298	212	15	in	in	ADP
eurjchem-1298	212	16	the	the	DET
eurjchem-1298	212	17	presence	presence	NOUN
eurjchem-1298	212	18	of	of	ADP
eurjchem-1298	212	19	basic	basic	ADJ
eurjchem-1298	212	20	catalyst	catalyst	NOUN
eurjchem-1298	212	21	dmap	dmap	NOUN
eurjchem-1298	212	22	and	and	CCONJ
eurjchem-1298	212	23	imidazole	imidazole	NOUN
eurjchem-1298	212	24	,	,	PUNCT
eurjchem-1298	212	25	and	and	CCONJ
eurjchem-1298	212	26	adjusting	adjust	VERB
eurjchem-1298	212	27	the	the	DET
eurjchem-1298	212	28	temperature	temperature	NOUN
eurjchem-1298	212	29	from	from	ADP
eurjchem-1298	212	30	0	0	NUM
eurjchem-1298	212	31	°	°	ADP
eurjchem-1298	212	32	c	c	NOUN
eurjchem-1298	212	33	to	to	PART
eurjchem-1298	212	34	room	room	VERB
eurjchem-1298	212	35	temperature	temperature	NOUN
eurjchem-1298	212	36	.	.	PUNCT
eurjchem-1298	213	1	after	after	ADP
eurjchem-1298	213	2	purification	purification	NOUN
eurjchem-1298	213	3	with	with	ADP
eurjchem-1298	213	4	column	column	NOUN
eurjchem-1298	213	5	chromatography	chromatography	NOUN
eurjchem-1298	213	6	,	,	PUNCT
eurjchem-1298	213	7	the	the	DET
eurjchem-1298	213	8	desired	desire	VERB
eurjchem-1298	213	9	product	product	NOUN
eurjchem-1298	213	10	was	be	AUX
eurjchem-1298	213	11	obtained	obtain	VERB
eurjchem-1298	213	12	,	,	PUNCT
eurjchem-1298	213	13	with	with	ADP
eurjchem-1298	213	14	62	62	NUM
eurjchem-1298	213	15	%	%	NOUN
eurjchem-1298	213	16	yield	yield	NOUN
eurjchem-1298	213	17	from	from	ADP
eurjchem-1298	213	18	compound	compound	NOUN
eurjchem-1298	213	19	12	12	NUM
eurjchem-1298	213	20	.	.	PUNCT
eurjchem-1298	214	1	this	this	DET
eurjchem-1298	214	2	substance	substance	NOUN
eurjchem-1298	214	3	was	be	AUX
eurjchem-1298	214	4	used	use	VERB
eurjchem-1298	214	5	to	to	PART
eurjchem-1298	214	6	synthesize	synthesize	VERB
eurjchem-1298	214	7	protected	protect	VERB
eurjchem-1298	214	8	4‐cqa	4‐cqa	NUM
eurjchem-1298	214	9	by	by	ADP
eurjchem-1298	214	10	reacting	react	VERB
eurjchem-1298	214	11	it	it	PRON
eurjchem-1298	214	12	with	with	ADP
eurjchem-1298	214	13	compound	compound	NOUN
eurjchem-1298	214	14	3	3	NUM
eurjchem-1298	214	15	to	to	PART
eurjchem-1298	214	16	give	give	VERB
eurjchem-1298	214	17	60	60	NUM
eurjchem-1298	214	18	%	%	NOUN
eurjchem-1298	214	19	yield	yield	NOUN
eurjchem-1298	214	20	of	of	ADP
eurjchem-1298	214	21	compound	compound	NOUN
eurjchem-1298	214	22	15	15	NUM
eurjchem-1298	214	23	and	and	CCONJ
eurjchem-1298	214	24	15	15	NUM
eurjchem-1298	214	25	%	%	NOUN
eurjchem-1298	214	26	of	of	ADP
eurjchem-1298	214	27	compound	compound	NOUN
eurjchem-1298	214	28	16	16	NUM
eurjchem-1298	214	29	.	.	PUNCT
eurjchem-1298	215	1	4‐	4‐	PROPN
eurjchem-1298	215	2	cqa	cqa	PROPN
eurjchem-1298	215	3	was	be	AUX
eurjchem-1298	215	4	attained	attain	VERB
eurjchem-1298	215	5	(	(	PUNCT
eurjchem-1298	215	6	40	40	NUM
eurjchem-1298	215	7	%	%	NOUN
eurjchem-1298	215	8	yield	yield	NOUN
eurjchem-1298	215	9	)	)	PUNCT
eurjchem-1298	215	10	after	after	ADP
eurjchem-1298	215	11	stirring	stir	VERB
eurjchem-1298	215	12	compound	compound	NOUN
eurjchem-1298	215	13	15	15	NUM
eurjchem-1298	215	14	with	with	ADP
eurjchem-1298	215	15	1	1	NUM
eurjchem-1298	215	16	m	m	NOUN
eurjchem-1298	215	17	hcl	hcl	PROPN
eurjchem-1298	215	18	for	for	ADP
eurjchem-1298	215	19	8	8	NUM
eurjchem-1298	215	20	days	day	NOUN
eurjchem-1298	215	21	.	.	PUNCT
eurjchem-1298	216	1	employing	employ	VERB
eurjchem-1298	216	2	the	the	DET
eurjchem-1298	216	3	same	same	ADJ
eurjchem-1298	216	4	procedure	procedure	NOUN
eurjchem-1298	216	5	as	as	ADP
eurjchem-1298	216	6	synthesizing	synthesize	VERB
eurjchem-1298	216	7	compound	compound	NOUN
eurjchem-1298	216	8	13	13	NUM
eurjchem-1298	216	9	,	,	PUNCT
eurjchem-1298	216	10	except	except	SCONJ
eurjchem-1298	216	11	at	at	ADP
eurjchem-1298	216	12	higher	high	ADJ
eurjchem-1298	216	13	temperature	temperature	NOUN
eurjchem-1298	216	14	,	,	PUNCT
eurjchem-1298	216	15	compound	compound	NOUN
eurjchem-1298	216	16	14	14	NUM
eurjchem-1298	216	17	was	be	AUX
eurjchem-1298	216	18	unsuccessful	unsuccessful	ADJ
eurjchem-1298	216	19	to	to	PART
eurjchem-1298	216	20	afford	afford	VERB
eurjchem-1298	216	21	.	.	PUNCT
eurjchem-1298	217	1	products	product	NOUN
eurjchem-1298	217	2	were	be	AUX
eurjchem-1298	217	3	traces	trace	NOUN
eurjchem-1298	217	4	of	of	ADP
eurjchem-1298	217	5	the	the	DET
eurjchem-1298	217	6	two	two	NUM
eurjchem-1298	217	7	isomers	isomer	NOUN
eurjchem-1298	217	8	.	.	PUNCT
eurjchem-1298	218	1	to	to	PART
eurjchem-1298	218	2	overcome	overcome	VERB
eurjchem-1298	218	3	this	this	DET
eurjchem-1298	218	4	drawback	drawback	NOUN
eurjchem-1298	218	5	,	,	PUNCT
eurjchem-1298	218	6	tetra‐	tetra‐	NOUN
eurjchem-1298	218	7	butylammonium	butylammonium	NOUN
eurjchem-1298	218	8	iodide	iodide	NOUN
eurjchem-1298	218	9	and	and	CCONJ
eurjchem-1298	218	10	triethylamine	triethylamine	NOUN
eurjchem-1298	218	11	(	(	PUNCT
eurjchem-1298	218	12	tea	tea	NOUN
eurjchem-1298	218	13	)	)	PUNCT
eurjchem-1298	218	14	were	be	AUX
eurjchem-1298	218	15	used	use	VERB
eurjchem-1298	218	16	instead	instead	ADV
eurjchem-1298	218	17	of	of	ADP
eurjchem-1298	218	18	imidazole	imidazole	NOUN
eurjchem-1298	218	19	.	.	PUNCT
eurjchem-1298	219	1	with	with	ADP
eurjchem-1298	219	2	this	this	DET
eurjchem-1298	219	3	procedure	procedure	NOUN
eurjchem-1298	219	4	,	,	PUNCT
eurjchem-1298	219	5	32	32	NUM
eurjchem-1298	219	6	%	%	NOUN
eurjchem-1298	219	7	of	of	ADP
eurjchem-1298	219	8	the	the	DET
eurjchem-1298	219	9	desired	desire	VERB
eurjchem-1298	219	10	compound	compound	NOUN
eurjchem-1298	219	11	14	14	NUM
eurjchem-1298	219	12	was	be	AUX
eurjchem-1298	219	13	afforded	afford	VERB
eurjchem-1298	219	14	and	and	CCONJ
eurjchem-1298	219	15	used	use	VERB
eurjchem-1298	219	16	to	to	PART
eurjchem-1298	219	17	synthesize	synthesize	VERB
eurjchem-1298	219	18	the	the	DET
eurjchem-1298	219	19	protected	protect	VERB
eurjchem-1298	219	20	3‐cqa	3‐cqa	NOUN
eurjchem-1298	219	21	(	(	PUNCT
eurjchem-1298	219	22	18	18	NUM
eurjchem-1298	219	23	)	)	PUNCT
eurjchem-1298	219	24	with	with	ADP
eurjchem-1298	219	25	53	53	NUM
eurjchem-1298	219	26	%	%	NOUN
eurjchem-1298	219	27	yield	yield	NOUN
eurjchem-1298	219	28	.	.	PUNCT
eurjchem-1298	220	1	this	this	DET
eurjchem-1298	220	2	ester	ester	NOUN
eurjchem-1298	220	3	was	be	AUX
eurjchem-1298	220	4	hydrolyzed	hydrolyze	VERB
eurjchem-1298	220	5	with	with	ADP
eurjchem-1298	220	6	1	1	NUM
eurjchem-1298	220	7	m	m	NOUN
eurjchem-1298	220	8	hcl	hcl	NOUN
eurjchem-1298	220	9	for	for	ADP
eurjchem-1298	220	10	7	7	NUM
eurjchem-1298	220	11	days	day	NOUN
eurjchem-1298	220	12	attaining	attain	VERB
eurjchem-1298	220	13	the	the	DET
eurjchem-1298	220	14	unprotected	unprotected	ADJ
eurjchem-1298	220	15	ester	ester	NOUN
eurjchem-1298	220	16	of	of	ADP
eurjchem-1298	220	17	compound	compound	NOUN
eurjchem-1298	220	18	19	19	NUM
eurjchem-1298	220	19	,	,	PUNCT
eurjchem-1298	220	20	41	41	NUM
eurjchem-1298	220	21	%	%	NOUN
eurjchem-1298	220	22	yield	yield	NOUN
eurjchem-1298	220	23	.	.	PUNCT
eurjchem-1298	221	1	4	4	X
eurjchem-1298	221	2	.	.	X
eurjchem-1298	221	3	conclusion	conclusion	NOUN
eurjchem-1298	221	4	we	we	PRON
eurjchem-1298	221	5	have	have	AUX
eurjchem-1298	221	6	developed	develop	VERB
eurjchem-1298	221	7	a	a	DET
eurjchem-1298	221	8	convenient	convenient	ADJ
eurjchem-1298	221	9	method	method	NOUN
eurjchem-1298	221	10	for	for	SCONJ
eurjchem-1298	221	11	the	the	DET
eurjchem-1298	221	12	synthesis	synthesis	NOUN
eurjchem-1298	221	13	of	of	ADP
eurjchem-1298	221	14	3‐	3‐	NUM
eurjchem-1298	221	15	and	and	CCONJ
eurjchem-1298	221	16	5‐cqas	5‐cqas	NOUN
eurjchem-1298	221	17	utilizing	utilize	VERB
eurjchem-1298	221	18	the	the	DET
eurjchem-1298	221	19	methyl	methyl	NOUN
eurjchem-1298	221	20	3,4‐o‐isopropylidene‐1,5‐	3,4‐o‐isopropylidene‐1,5‐	PROPN
eurjchem-1298	221	21	quinate	quinate	NOUN
eurjchem-1298	221	22	and	and	CCONJ
eurjchem-1298	221	23	(	(	PUNCT
eurjchem-1298	221	24	1r,3r,4s,5r)‐4‐tert‐butyldimethylsiloxy‐1,3‐	1r,3r,4s,5r)‐4‐tert‐butyldimethylsiloxy‐1,3‐	NUM
eurjchem-1298	221	25	dihydroxycyclohexane‐1,5‐carbolactone	dihydroxycyclohexane‐1,5‐carbolactone	NUM
eurjchem-1298	221	26	as	as	ADP
eurjchem-1298	221	27	their	their	PRON
eurjchem-1298	221	28	starting	start	VERB
eurjchem-1298	221	29	materials	material	NOUN
eurjchem-1298	221	30	.	.	PUNCT
eurjchem-1298	222	1	these	these	PRON
eurjchem-1298	222	2	starting	start	VERB
eurjchem-1298	222	3	materials	material	NOUN
eurjchem-1298	222	4	underwent	underwent	NOUN
eurjchem-1298	222	5	esterification	esterification	NOUN
eurjchem-1298	222	6	with	with	ADP
eurjchem-1298	222	7	diacetylcaffeoyl	diacetylcaffeoyl	ADJ
eurjchem-1298	222	8	chloride	chloride	NOUN
eurjchem-1298	222	9	to	to	PART
eurjchem-1298	222	10	give	give	VERB
eurjchem-1298	222	11	protected	protect	VERB
eurjchem-1298	222	12	3‐	3‐	NUM
eurjchem-1298	222	13	and	and	CCONJ
eurjchem-1298	222	14	5‐cqas	5‐cqas	NOUN
eurjchem-1298	222	15	.	.	PUNCT
eurjchem-1298	223	1	the	the	DET
eurjchem-1298	223	2	3‐cqa	3‐cqa	NUM
eurjchem-1298	223	3	and	and	CCONJ
eurjchem-1298	223	4	5‐cqa	5‐cqa	NUM
eurjchem-1298	223	5	were	be	AUX
eurjchem-1298	223	6	achieved	achieve	VERB
eurjchem-1298	223	7	by	by	ADP
eurjchem-1298	223	8	hydrolysis	hydrolysis	NOUN
eurjchem-1298	223	9	of	of	ADP
eurjchem-1298	223	10	the	the	DET
eurjchem-1298	223	11	protected	protect	VERB
eurjchem-1298	223	12	esters	ester	NOUN
eurjchem-1298	223	13	with	with	ADP
eurjchem-1298	223	14	dilute	dilute	NOUN
eurjchem-1298	223	15	concentration	concentration	NOUN
eurjchem-1298	223	16	of	of	ADP
eurjchem-1298	223	17	hcl	hcl	PROPN
eurjchem-1298	223	18	.	.	PUNCT
eurjchem-1298	224	1	acknowledgements	acknowledgement	NOUN
eurjchem-1298	224	2	this	this	DET
eurjchem-1298	224	3	work	work	NOUN
eurjchem-1298	224	4	has	have	AUX
eurjchem-1298	224	5	been	be	AUX
eurjchem-1298	224	6	done	do	VERB
eurjchem-1298	224	7	as	as	ADP
eurjchem-1298	224	8	a	a	DET
eurjchem-1298	224	9	part	part	NOUN
eurjchem-1298	224	10	of	of	ADP
eurjchem-1298	224	11	doctoral	doctoral	ADJ
eurjchem-1298	224	12	research	research	NOUN
eurjchem-1298	224	13	work	work	NOUN
eurjchem-1298	224	14	at	at	ADP
eurjchem-1298	224	15	kanazawa	kanazawa	PROPN
eurjchem-1298	224	16	university	university	PROPN
eurjchem-1298	224	17	,	,	PUNCT
eurjchem-1298	224	18	and	and	CCONJ
eurjchem-1298	224	19	was	be	AUX
eurjchem-1298	224	20	supported	support	VERB
eurjchem-1298	224	21	by	by	ADP
eurjchem-1298	224	22	kanazawa	kanazawa	PROPN
eurjchem-1298	224	23	university	university	PROPN
eurjchem-1298	224	24	sakigake	sakigake	NOUN
eurjchem-1298	224	25	project	project	NOUN
eurjchem-1298	224	26	and	and	CCONJ
eurjchem-1298	224	27	japan	japan	PROPN
eurjchem-1298	224	28	society	society	PROPN
eurjchem-1298	224	29	for	for	ADP
eurjchem-1298	224	30	the	the	DET
eurjchem-1298	224	31	promotion	promotion	NOUN
eurjchem-1298	224	32	of	of	ADP
eurjchem-1298	224	33	science	science	NOUN
eurjchem-1298	224	34	(	(	PUNCT
eurjchem-1298	224	35	jsps	jsps	PROPN
eurjchem-1298	224	36	)	)	PUNCT
eurjchem-1298	224	37	kakenhi	kakenhi	PROPN
eurjchem-1298	224	38	grant	grant	PROPN
eurjchem-1298	224	39	number	number	NOUN
eurjchem-1298	224	40	15k05585	15k05585	NUM
eurjchem-1298	224	41	,	,	PUNCT
eurjchem-1298	224	42	and	and	CCONJ
eurjchem-1298	224	43	was	be	AUX
eurjchem-1298	224	44	promoted	promote	VERB
eurjchem-1298	224	45	by	by	ADP
eurjchem-1298	224	46	center	center	NOUN
eurjchem-1298	224	47	of	of	ADP
eurjchem-1298	224	48	innovation	innovation	NOUN
eurjchem-1298	224	49	(	(	PUNCT
eurjchem-1298	224	50	coi	coi	NOUN
eurjchem-1298	224	51	)	)	PUNCT
eurjchem-1298	224	52	program	program	NOUN
eurjchem-1298	224	53	“	"	PUNCT
eurjchem-1298	224	54	construction	construction	NOUN
eurjchem-1298	224	55	of	of	ADP
eurjchem-1298	224	56	next‐generation	next‐generation	NOUN
eurjchem-1298	224	57	infrastructure	infrastructure	NOUN
eurjchem-1298	224	58	using	use	VERB
eurjchem-1298	224	59	kadidae	kadidae	PROPN
eurjchem-1298	224	60	et	et	PROPN
eurjchem-1298	224	61	al	al	PROPN
eurjchem-1298	224	62	.	.	PUNCT
eurjchem-1298	224	63	/	/	SYM
eurjchem-1298	224	64	european	european	PROPN
eurjchem-1298	224	65	journal	journal	PROPN
eurjchem-1298	224	66	of	of	ADP
eurjchem-1298	224	67	chemistry	chemistry	NOUN
eurjchem-1298	224	68	6	6	NUM
eurjchem-1298	224	69	(	(	PUNCT
eurjchem-1298	224	70	4	4	NUM
eurjchem-1298	224	71	)	)	PUNCT
eurjchem-1298	224	72	(	(	PUNCT
eurjchem-1298	224	73	2015	2015	NUM
eurjchem-1298	224	74	)	)	PUNCT
eurjchem-1298	224	75	367‐373	367‐373	NUM
eurjchem-1298	224	76	373	373	NUM
eurjchem-1298	224	77	innovative	innovative	ADJ
eurjchem-1298	224	78	materials	material	NOUN
eurjchem-1298	224	79	:	:	PUNCT
eurjchem-1298	224	80	realization	realization	NOUN
eurjchem-1298	224	81	of	of	ADP
eurjchem-1298	224	82	a	a	DET
eurjchem-1298	224	83	safe	safe	ADJ
eurjchem-1298	224	84	and	and	CCONJ
eurjchem-1298	224	85	secure	secure	ADJ
eurjchem-1298	224	86	society	society	NOUN
eurjchem-1298	224	87	that	that	PRON
eurjchem-1298	224	88	can	can	AUX
eurjchem-1298	224	89	coexist	coexist	VERB
eurjchem-1298	224	90	with	with	ADP
eurjchem-1298	224	91	the	the	DET
eurjchem-1298	224	92	earth	earth	NOUN
eurjchem-1298	224	93	for	for	ADP
eurjchem-1298	224	94	centuries	century	NOUN
eurjchem-1298	224	95	”	"	PUNCT
eurjchem-1298	224	96	supported	support	VERB
eurjchem-1298	224	97	by	by	ADP
eurjchem-1298	224	98	ministry	ministry	PROPN
eurjchem-1298	224	99	of	of	ADP
eurjchem-1298	224	100	education	education	PROPN
eurjchem-1298	224	101	,	,	PUNCT
eurjchem-1298	224	102	culture	culture	NOUN
eurjchem-1298	224	103	,	,	PUNCT
eurjchem-1298	224	104	sports	sport	NOUN
eurjchem-1298	224	105	,	,	PUNCT
eurjchem-1298	224	106	science	science	NOUN
eurjchem-1298	224	107	and	and	CCONJ
eurjchem-1298	224	108	technology	technology	NOUN
eurjchem-1298	224	109	(	(	PUNCT
eurjchem-1298	224	110	mext	mext	NOUN
eurjchem-1298	224	111	)	)	PUNCT
eurjchem-1298	224	112	and	and	CCONJ
eurjchem-1298	224	113	the	the	DET
eurjchem-1298	224	114	japan	japan	PROPN
eurjchem-1298	224	115	science	science	PROPN
eurjchem-1298	224	116	and	and	CCONJ
eurjchem-1298	224	117	technology	technology	NOUN
eurjchem-1298	224	118	agency	agency	NOUN
eurjchem-1298	224	119	(	(	PUNCT
eurjchem-1298	224	120	jst	jst	PROPN
eurjchem-1298	224	121	)	)	PUNCT
eurjchem-1298	224	122	.	.	PUNCT
eurjchem-1298	225	1	i	i	PRON
eurjchem-1298	225	2	would	would	AUX
eurjchem-1298	225	3	also	also	ADV
eurjchem-1298	225	4	like	like	VERB
eurjchem-1298	225	5	to	to	PART
eurjchem-1298	225	6	thank	thank	VERB
eurjchem-1298	225	7	the	the	DET
eurjchem-1298	225	8	department	department	NOUN
eurjchem-1298	225	9	of	of	ADP
eurjchem-1298	225	10	research	research	NOUN
eurjchem-1298	225	11	and	and	CCONJ
eurjchem-1298	225	12	higher	high	ADJ
eurjchem-1298	225	13	education	education	NOUN
eurjchem-1298	225	14	of	of	ADP
eurjchem-1298	225	15	the	the	DET
eurjchem-1298	225	16	republic	republic	NOUN
eurjchem-1298	225	17	of	of	ADP
eurjchem-1298	225	18	indonesia	indonesia	PROPN
eurjchem-1298	225	19	for	for	ADP
eurjchem-1298	225	20	the	the	DET
eurjchem-1298	225	21	scholarship	scholarship	NOUN
eurjchem-1298	225	22	.	.	PUNCT
eurjchem-1298	226	1	references	reference	NOUN
eurjchem-1298	226	2	[	[	X
eurjchem-1298	226	3	1	1	NUM
eurjchem-1298	226	4	]	]	PUNCT
eurjchem-1298	226	5	.	.	PUNCT
eurjchem-1298	227	1	clifford	clifford	PROPN
eurjchem-1298	227	2	,	,	PUNCT
eurjchem-1298	227	3	m.	m.	PROPN
eurjchem-1298	227	4	n.	n.	PROPN
eurjchem-1298	227	5	j.	j.	PROPN
eurjchem-1298	227	6	sci	sci	PROPN
eurjchem-1298	227	7	.	.	PUNCT
eurjchem-1298	227	8	food	food	PROPN
eurjchem-1298	227	9	agr	agr	PROPN
eurjchem-1298	227	10	.	.	PUNCT
eurjchem-1298	227	11	1999	1999	NUM
eurjchem-1298	227	12	,	,	PUNCT
eurjchem-1298	227	13	79	79	NUM
eurjchem-1298	227	14	,	,	PUNCT
eurjchem-1298	227	15	362‐372	362‐372	NUM
eurjchem-1298	227	16	.	.	PUNCT
eurjchem-1298	228	1	[	[	X
eurjchem-1298	228	2	2	2	NUM
eurjchem-1298	228	3	]	]	PUNCT
eurjchem-1298	228	4	.	.	PUNCT
eurjchem-1298	229	1	jaiswal	jaiswal	PROPN
eurjchem-1298	229	2	,	,	PUNCT
eurjchem-1298	229	3	r.	r.	PROPN
eurjchem-1298	229	4	;	;	PUNCT
eurjchem-1298	229	5	matei	matei	NOUN
eurjchem-1298	229	6	,	,	PUNCT
eurjchem-1298	229	7	m.	m.	PROPN
eurjchem-1298	229	8	f.	f.	PROPN
eurjchem-1298	229	9	;	;	PUNCT
eurjchem-1298	229	10	golon	golon	PROPN
eurjchem-1298	229	11	,	,	PUNCT
eurjchem-1298	229	12	a.	a.	NOUN
eurjchem-1298	229	13	;	;	PUNCT
eurjchem-1298	229	14	wittb	wittb	NOUN
eurjchem-1298	229	15	,	,	PUNCT
eurjchem-1298	229	16	m.	m.	NOUN
eurjchem-1298	229	17	;	;	PUNCT
eurjchem-1298	229	18	kuhnert	kuhnert	NOUN
eurjchem-1298	229	19	,	,	PUNCT
eurjchem-1298	229	20	n.	n.	PROPN
eurjchem-1298	229	21	food	food	NOUN
eurjchem-1298	229	22	funct	funct	NOUN
eurjchem-1298	229	23	.	.	PUNCT
eurjchem-1298	230	1	2012	2012	NUM
eurjchem-1298	230	2	,	,	PUNCT
eurjchem-1298	230	3	3	3	NUM
eurjchem-1298	230	4	,	,	PUNCT
eurjchem-1298	230	5	976‐984	976‐984	PROPN
eurjchem-1298	230	6	.	.	PUNCT
eurjchem-1298	231	1	[	[	X
eurjchem-1298	231	2	3	3	NUM
eurjchem-1298	231	3	]	]	PUNCT
eurjchem-1298	231	4	.	.	PUNCT
eurjchem-1298	232	1	upadhyay	upadhyay	PROPN
eurjchem-1298	232	2	,	,	PUNCT
eurjchem-1298	232	3	r.	r.	PROPN
eurjchem-1298	232	4	;	;	PUNCT
eurjchem-1298	232	5	rao	rao	PROPN
eurjchem-1298	232	6	,	,	PUNCT
eurjchem-1298	232	7	l.	l.	PROPN
eurjchem-1298	232	8	j.	j.	PROPN
eurjchem-1298	232	9	m.	m.	PROPN
eurjchem-1298	232	10	crit	crit	PROPN
eurjchem-1298	232	11	.	.	PUNCT
eurjchem-1298	233	1	rev	rev	PROPN
eurjchem-1298	233	2	.	.	PROPN
eurjchem-1298	233	3	food	food	PROPN
eurjchem-1298	233	4	sci	sci	PROPN
eurjchem-1298	233	5	.	.	PROPN
eurjchem-1298	233	6	2013	2013	NUM
eurjchem-1298	233	7	,	,	PUNCT
eurjchem-1298	233	8	53	53	NUM
eurjchem-1298	233	9	,	,	PUNCT
eurjchem-1298	233	10	968‐984	968‐984	NUM
eurjchem-1298	233	11	.	.	PUNCT
eurjchem-1298	234	1	[	[	X
eurjchem-1298	234	2	4	4	NUM
eurjchem-1298	234	3	]	]	PUNCT
eurjchem-1298	234	4	.	.	PUNCT
eurjchem-1298	235	1	de	de	X
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eurjchem-1298	235	3	,	,	PUNCT
eurjchem-1298	235	4	c.	c.	PROPN
eurjchem-1298	235	5	a.	a.	PROPN
eurjchem-1298	235	6	b.	b.	PROPN
eurjchem-1298	235	7	;	;	PUNCT
eurjchem-1298	235	8	trugo	trugo	PROPN
eurjchem-1298	235	9	,	,	PUNCT
eurjchem-1298	235	10	l.	l.	PROPN
eurjchem-1298	235	11	c.	c.	PROPN
eurjchem-1298	235	12	;	;	PUNCT
eurjchem-1298	235	13	de	de	X
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eurjchem-1298	235	15	e	e	PROPN
eurjchem-1298	235	16	miranda	miranda	PROPN
eurjchem-1298	235	17	,	,	PUNCT
eurjchem-1298	235	18	l.	l.	PROPN
eurjchem-1298	235	19	s.	s.	PROPN
eurjchem-1298	235	20	j.	j.	PROPN
eurjchem-1298	235	21	food	food	PROPN
eurjchem-1298	235	22	compos	compos	PROPN
eurjchem-1298	235	23	.	.	PUNCT
eurjchem-1298	236	1	anal	anal	PROPN
eurjchem-1298	236	2	.	.	PUNCT
eurjchem-1298	237	1	1999	1999	NUM
eurjchem-1298	237	2	,	,	PUNCT
eurjchem-1298	237	3	12	12	NUM
eurjchem-1298	237	4	(	(	PUNCT
eurjchem-1298	237	5	4	4	NUM
eurjchem-1298	237	6	)	)	PUNCT
eurjchem-1298	237	7	,	,	PUNCT
eurjchem-1298	237	8	289–292	289–292	NUM
eurjchem-1298	237	9	.	.	PUNCT
eurjchem-1298	238	1	[	[	X
eurjchem-1298	238	2	5	5	NUM
eurjchem-1298	238	3	]	]	PUNCT
eurjchem-1298	238	4	.	.	PUNCT
eurjchem-1298	239	1	el‐rehem	el‐rehem	PROPN
eurjchem-1298	239	2	,	,	PUNCT
eurjchem-1298	239	3	f.	f.	PROPN
eurjchem-1298	239	4	a.	a.	PROPN
eurjchem-1298	239	5	;	;	PUNCT
eurjchem-1298	239	6	el‐rehem	el‐rehem	PROPN
eurjchem-1298	239	7	,	,	PUNCT
eurjchem-1298	239	8	a.	a.	NOUN
eurjchem-1298	239	9	a.	a.	PROPN
eurjchem-1298	239	10	;	;	PUNCT
eurjchem-1298	239	11	ali	ali	PROPN
eurjchem-1298	239	12	,	,	PUNCT
eurjchem-1298	239	13	r.	r.	PROPN
eurjchem-1298	239	14	f.	f.	PROPN
eurjchem-1298	239	15	m.	m.	PROPN
eurjchem-1298	239	16	eur	eur	PROPN
eurjchem-1298	239	17	.	.	PUNCT
eurjchem-1298	240	1	j.	j.	PROPN
eurjchem-1298	240	2	chem	chem	PROPN
eurjchem-1298	240	3	.	.	PUNCT
eurjchem-1298	241	1	2013	2013	NUM
eurjchem-1298	241	2	,	,	PUNCT
eurjchem-1298	241	3	4(3	4(3	NUM
eurjchem-1298	241	4	)	)	PUNCT
eurjchem-1298	241	5	,	,	PUNCT
eurjchem-1298	241	6	185‐190	185‐190	NUM
eurjchem-1298	241	7	.	.	PUNCT
eurjchem-1298	242	1	[	[	X
eurjchem-1298	242	2	6	6	NUM
eurjchem-1298	242	3	]	]	PUNCT
eurjchem-1298	242	4	.	.	PUNCT
eurjchem-1298	243	1	fujioka	fujioka	PROPN
eurjchem-1298	243	2	,	,	PUNCT
eurjchem-1298	243	3	k.	k.	PROPN
eurjchem-1298	243	4	;	;	PUNCT
eurjchem-1298	243	5	shibamoto	shibamoto	NOUN
eurjchem-1298	243	6	,	,	PUNCT
eurjchem-1298	243	7	t.	t.	PROPN
eurjchem-1298	243	8	j.	j.	PROPN
eurjchem-1298	243	9	agr	agr	PROPN
eurjchem-1298	243	10	.	.	PUNCT
eurjchem-1298	244	1	food	food	NOUN
eurjchem-1298	244	2	chem	chem	NOUN
eurjchem-1298	244	3	.	.	PUNCT
eurjchem-1298	245	1	2006	2006	NUM
eurjchem-1298	245	2	,	,	PUNCT
eurjchem-1298	245	3	54	54	NUM
eurjchem-1298	245	4	,	,	PUNCT
eurjchem-1298	245	5	6054‐6058	6054‐6058	NUM
eurjchem-1298	245	6	.	.	PUNCT
eurjchem-1298	246	1	[	[	X
eurjchem-1298	246	2	7	7	NUM
eurjchem-1298	246	3	]	]	PUNCT
eurjchem-1298	246	4	.	.	PUNCT
eurjchem-1298	247	1	miyamae	miyamae	PROPN
eurjchem-1298	247	2	,	,	PUNCT
eurjchem-1298	247	3	y.	y.	PROPN
eurjchem-1298	247	4	;	;	PUNCT
eurjchem-1298	247	5	kurisu	kurisu	PROPN
eurjchem-1298	247	6	,	,	PUNCT
eurjchem-1298	247	7	m.	m.	NOUN
eurjchem-1298	247	8	;	;	PUNCT
eurjchem-1298	247	9	murakami	murakami	NOUN
eurjchem-1298	247	10	,	,	PUNCT
eurjchem-1298	247	11	k.	k.	PROPN
eurjchem-1298	247	12	;	;	PUNCT
eurjchem-1298	247	13	han	han	PROPN
eurjchem-1298	247	14	,	,	PUNCT
eurjchem-1298	247	15	j.	j.	PROPN
eurjchem-1298	247	16	;	;	PUNCT
eurjchem-1298	247	17	isoda	isoda	PROPN
eurjchem-1298	247	18	,	,	PUNCT
eurjchem-1298	247	19	h.	h.	PROPN
eurjchem-1298	247	20	;	;	PUNCT
eurjchem-1298	247	21	irie	irie	PROPN
eurjchem-1298	247	22	,	,	PUNCT
eurjchem-1298	247	23	k.	k.	PROPN
eurjchem-1298	247	24	;	;	PUNCT
eurjchem-1298	247	25	shigemori	shigemori	PROPN
eurjchem-1298	247	26	,	,	PUNCT
eurjchem-1298	247	27	h.	h.	PROPN
eurjchem-1298	247	28	bioorgan	bioorgan	PROPN
eurjchem-1298	247	29	.	.	PUNCT
eurjchem-1298	248	1	med	med	PROPN
eurjchem-1298	248	2	.	.	PROPN
eurjchem-1298	248	3	chem	chem	PROPN
eurjchem-1298	248	4	.	.	PUNCT
eurjchem-1298	249	1	2012	2012	NUM
eurjchem-1298	249	2	,	,	PUNCT
eurjchem-1298	249	3	20	20	NUM
eurjchem-1298	249	4	,	,	PUNCT
eurjchem-1298	249	5	5844–5849	5844–5849	NUM
eurjchem-1298	249	6	.	.	PUNCT
eurjchem-1298	250	1	[	[	X
eurjchem-1298	250	2	8	8	NUM
eurjchem-1298	250	3	]	]	PUNCT
eurjchem-1298	250	4	.	.	PUNCT
eurjchem-1298	250	5	kamiyama	kamiyama	PROPN
eurjchem-1298	250	6	,	,	PUNCT
eurjchem-1298	250	7	m.	m.	NOUN
eurjchem-1298	250	8	;	;	PUNCT
eurjchem-1298	250	9	moon	moon	NOUN
eurjchem-1298	250	10	,	,	PUNCT
eurjchem-1298	250	11	j‐k	j‐k	PROPN
eurjchem-1298	250	12	.	.	PUNCT
eurjchem-1298	250	13	;	;	PUNCT
eurjchem-1298	251	1	jang	jang	PROPN
eurjchem-1298	251	2	,	,	PUNCT
eurjchem-1298	251	3	h.	h.	PROPN
eurjchem-1298	251	4	w.	w.	PROPN
eurjchem-1298	251	5	;	;	PUNCT
eurjchem-1298	251	6	shibamoto	shibamoto	NOUN
eurjchem-1298	251	7	,	,	PUNCT
eurjchem-1298	251	8	t.	t.	PROPN
eurjchem-1298	251	9	j.	j.	PROPN
eurjchem-1298	251	10	agr	agr	PROPN
eurjchem-1298	251	11	.	.	PUNCT
eurjchem-1298	252	1	food	food	NOUN
eurjchem-1298	252	2	chem	chem	NOUN
eurjchem-1298	252	3	.	.	PUNCT
eurjchem-1298	253	1	2015	2015	NUM
eurjchem-1298	253	2	,	,	PUNCT
eurjchem-1298	253	3	63	63	NUM
eurjchem-1298	253	4	,	,	PUNCT
eurjchem-1298	253	5	1996‐2005	1996‐2005	NUM
eurjchem-1298	253	6	.	.	PUNCT
eurjchem-1298	254	1	[	[	X
eurjchem-1298	254	2	9	9	NUM
eurjchem-1298	254	3	]	]	PUNCT
eurjchem-1298	254	4	.	.	PUNCT
eurjchem-1298	254	5	hemmerle	hemmerle	PROPN
eurjchem-1298	254	6	,	,	PUNCT
eurjchem-1298	254	7	h.	h.	PROPN
eurjchem-1298	254	8	;	;	PUNCT
eurjchem-1298	254	9	burger	burger	NOUN
eurjchem-1298	254	10	,	,	PUNCT
eurjchem-1298	254	11	h‐j	h‐j	PROPN
eurjchem-1298	254	12	.	.	PUNCT
eurjchem-1298	254	13	;	;	PUNCT
eurjchem-1298	255	1	below	below	ADV
eurjchem-1298	255	2	,	,	PUNCT
eurjchem-1298	255	3	p.	p.	PROPN
eurjchem-1298	255	4	;	;	PUNCT
eurjchem-1298	255	5	schubert	schubert	PROPN
eurjchem-1298	255	6	,	,	PUNCT
eurjchem-1298	255	7	g.	g.	PROPN
eurjchem-1298	255	8	;	;	PUNCT
eurjchem-1298	255	9	rippel	rippel	PROPN
eurjchem-1298	255	10	,	,	PUNCT
eurjchem-1298	255	11	r.	r.	PROPN
eurjchem-1298	255	12	;	;	PUNCT
eurjchem-1298	255	13	schindler	schindler	NOUN
eurjchem-1298	255	14	,	,	PUNCT
eurjchem-1298	255	15	p.	p.	PROPN
eurjchem-1298	255	16	w.	w.	PROPN
eurjchem-1298	255	17	;	;	PUNCT
eurjchem-1298	255	18	paulus	paulus	PROPN
eurjchem-1298	255	19	,	,	PUNCT
eurjchem-1298	255	20	e.	e.	PROPN
eurjchem-1298	255	21	;	;	PUNCT
eurjchem-1298	255	22	herling	herling	PROPN
eurjchem-1298	255	23	,	,	PUNCT
eurjchem-1298	255	24	a.	a.	PROPN
eurjchem-1298	255	25	w.	w.	PROPN
eurjchem-1298	255	26	j.	j.	PROPN
eurjchem-1298	255	27	med	med	PROPN
eurjchem-1298	255	28	.	.	PROPN
eurjchem-1298	255	29	chem	chem	PROPN
eurjchem-1298	255	30	.	.	PUNCT
eurjchem-1298	256	1	1997	1997	NUM
eurjchem-1298	256	2	,	,	PUNCT
eurjchem-1298	256	3	40	40	NUM
eurjchem-1298	256	4	(	(	PUNCT
eurjchem-1298	256	5	2	2	NUM
eurjchem-1298	256	6	)	)	PUNCT
eurjchem-1298	256	7	,	,	PUNCT
eurjchem-1298	256	8	137‐145	137‐145	NOUN
eurjchem-1298	256	9	.	.	PUNCT
eurjchem-1298	257	1	[	[	X
eurjchem-1298	257	2	10	10	NUM
eurjchem-1298	257	3	]	]	PUNCT
eurjchem-1298	257	4	.	.	PUNCT
eurjchem-1298	258	1	lorentz	lorentz	PROPN
eurjchem-1298	258	2	,	,	PUNCT
eurjchem-1298	258	3	c.	c.	PROPN
eurjchem-1298	258	4	;	;	PUNCT
eurjchem-1298	258	5	dulac	dulac	PROPN
eurjchem-1298	258	6	,	,	PUNCT
eurjchem-1298	258	7	a.	a.	NOUN
eurjchem-1298	258	8	;	;	PUNCT
eurjchem-1298	258	9	pencreac’h	pencreac’h	NOUN
eurjchem-1298	258	10	,	,	PUNCT
eurjchem-1298	258	11	g.	g.	PROPN
eurjchem-1298	258	12	;	;	PUNCT
eurjchem-1298	258	13	ergan	ergan	PROPN
eurjchem-1298	258	14	,	,	PUNCT
eurjchem-1298	258	15	f.	f.	PROPN
eurjchem-1298	258	16	;	;	PUNCT
eurjchem-1298	258	17	richomme	richomme	NOUN
eurjchem-1298	258	18	,	,	PUNCT
eurjchem-1298	258	19	p.	p.	NOUN
eurjchem-1298	258	20	;	;	PUNCT
eurjchem-1298	258	21	soultani‐vigneron	soultani‐vigneron	PROPN
eurjchem-1298	258	22	,	,	PUNCT
eurjchem-1298	258	23	s.	s.	PROPN
eurjchem-1298	258	24	biotechnol	biotechnol	PROPN
eurjchem-1298	258	25	.	.	PUNCT
eurjchem-1298	259	1	lett	lett	PROPN
eurjchem-1298	259	2	.	.	PUNCT
eurjchem-1298	260	1	2010	2010	NUM
eurjchem-1298	260	2	,	,	PUNCT
eurjchem-1298	260	3	32	32	NUM
eurjchem-1298	260	4	,	,	PUNCT
eurjchem-1298	260	5	1955‐1960	1955‐1960	NUM
eurjchem-1298	260	6	.	.	PUNCT
eurjchem-1298	261	1	[	[	X
eurjchem-1298	261	2	11	11	NUM
eurjchem-1298	261	3	]	]	PUNCT
eurjchem-1298	261	4	.	.	PUNCT
eurjchem-1298	261	5	sefkow	sefkow	PROPN
eurjchem-1298	261	6	,	,	PUNCT
eurjchem-1298	261	7	m.	m.	NOUN
eurjchem-1298	261	8	;	;	PUNCT
eurjchem-1298	261	9	kelling	kelling	NOUN
eurjchem-1298	261	10	,	,	PUNCT
eurjchem-1298	261	11	a.	a.	NOUN
eurjchem-1298	261	12	;	;	PUNCT
eurjchem-1298	261	13	schilde	schilde	ADJ
eurjchem-1298	261	14	,	,	PUNCT
eurjchem-1298	261	15	u.	u.	PROPN
eurjchem-1298	261	16	eur	eur	PROPN
eurjchem-1298	261	17	.	.	PUNCT
eurjchem-1298	262	1	j.	j.	PROPN
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eurjchem-1298	262	3	.	.	PUNCT
eurjchem-1298	262	4	chem	chem	PROPN
eurjchem-1298	262	5	.	.	PUNCT
eurjchem-1298	263	1	2001	2001	NUM
eurjchem-1298	263	2	,	,	PUNCT
eurjchem-1298	263	3	14	14	NUM
eurjchem-1298	263	4	,	,	PUNCT
eurjchem-1298	263	5	2735‐	2735‐	NUM
eurjchem-1298	263	6	2742	2742	NUM
eurjchem-1298	264	1	[	[	X
eurjchem-1298	264	2	12	12	NUM
eurjchem-1298	264	3	]	]	PUNCT
eurjchem-1298	264	4	.	.	PUNCT
eurjchem-1298	265	1	sefkow	sefkow	PROPN
eurjchem-1298	265	2	,	,	PUNCT
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eurjchem-1298	265	5	.	.	PUNCT
eurjchem-1298	266	1	j.	j.	PROPN
eurjchem-1298	266	2	org	org	PROPN
eurjchem-1298	266	3	.	.	PUNCT
eurjchem-1298	266	4	chem	chem	PROPN
eurjchem-1298	266	5	.	.	PUNCT
eurjchem-1298	267	1	2001	2001	NUM
eurjchem-1298	267	2	,	,	PUNCT
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eurjchem-1298	267	4	,	,	PUNCT
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eurjchem-1298	267	6	.	.	PUNCT
eurjchem-1298	268	1	[	[	X
eurjchem-1298	268	2	13	13	NUM
eurjchem-1298	268	3	]	]	PUNCT
eurjchem-1298	268	4	.	.	PUNCT
eurjchem-1298	269	1	dokli	dokli	PROPN
eurjchem-1298	269	2	,	,	PUNCT
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eurjchem-1298	269	4	;	;	PUNCT
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eurjchem-1298	269	6	,	,	PUNCT
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eurjchem-1298	269	8	;	;	PUNCT
eurjchem-1298	269	9	hamersak	hamersak	PROPN
eurjchem-1298	269	10	,	,	PUNCT
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eurjchem-1298	269	12	tetrahedron	tetrahedron	PROPN
eurjchem-1298	269	13	:	:	PUNCT
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eurjchem-1298	269	15	.	.	PROPN
eurjchem-1298	270	1	2001	2001	NUM
eurjchem-1298	270	2	,	,	PUNCT
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eurjchem-1298	270	4	(	(	PUNCT
eurjchem-1298	270	5	13‐	13‐	NUM
eurjchem-1298	270	6	14	14	NUM
eurjchem-1298	270	7	)	)	PUNCT
eurjchem-1298	270	8	,	,	PUNCT
eurjchem-1298	271	1	785‐790	785‐790	NUM
eurjchem-1298	271	2	.	.	PUNCT
eurjchem-1298	272	1	[	[	X
eurjchem-1298	272	2	14	14	NUM
eurjchem-1298	272	3	]	]	PUNCT
eurjchem-1298	272	4	.	.	PUNCT
eurjchem-1298	273	1	sanchez‐abella	sanchez‐abella	PROPN
eurjchem-1298	273	2	,	,	PUNCT
eurjchem-1298	273	3	l.	l.	PROPN
eurjchem-1298	273	4	;	;	PUNCT
eurjchem-1298	273	5	fernandez	fernandez	PROPN
eurjchem-1298	273	6	,	,	PUNCT
eurjchem-1298	273	7	s.	s.	PROPN
eurjchem-1298	273	8	;	;	PUNCT
eurjchem-1298	273	9	armesto	armesto	ADJ
eurjchem-1298	273	10	,	,	PUNCT
eurjchem-1298	273	11	n.	n.	NOUN
eurjchem-1298	273	12	;	;	PUNCT
eurjchem-1298	273	13	ferrero	ferrero	ADJ
eurjchem-1298	273	14	,	,	PUNCT
eurjchem-1298	273	15	m.	m.	NOUN
eurjchem-1298	273	16	;	;	PUNCT
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eurjchem-1298	273	18	,	,	PUNCT
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eurjchem-1298	273	21	org	org	PROPN
eurjchem-1298	273	22	.	.	PUNCT
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eurjchem-1298	273	24	.	.	PUNCT
eurjchem-1298	274	1	2006	2006	NUM
eurjchem-1298	274	2	,	,	PUNCT
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eurjchem-1298	274	4	(	(	PUNCT
eurjchem-1298	274	5	14	14	NUM
eurjchem-1298	274	6	)	)	PUNCT
eurjchem-1298	274	7	,	,	PUNCT
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eurjchem-1298	274	9	.	.	PUNCT
eurjchem-1298	275	1	[	[	X
eurjchem-1298	275	2	15	15	NUM
eurjchem-1298	275	3	]	]	PUNCT
eurjchem-1298	275	4	.	.	PUNCT
eurjchem-1298	276	1	manthey	manthey	PROPN
eurjchem-1298	276	2	,	,	PUNCT
eurjchem-1298	276	3	m.	m.	PROPN
eurjchem-1298	276	4	k.	k.	PROPN
eurjchem-1298	276	5	;	;	PUNCT
eurjchem-1298	276	6	gonzalez‐bello	gonzalez‐bello	PROPN
eurjchem-1298	276	7	,	,	PUNCT
eurjchem-1298	276	8	c.	c.	PROPN
eurjchem-1298	276	9	;	;	PUNCT
eurjchem-1298	276	10	abell	abell	PROPN
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