(E)-3-(2,3,4,5,6-pentafluorophenyl)-2-propenoic acid -Drug Synthesis Database

【结构式】

【分子编号】64529

【品名】(E)-3-(2,3,4,5,6-pentafluorophenyl)-2-propenoic acid

【CA登记号】

【分子式】C₉H₃F₅O₂

【分子量】238.113636

【元素组成】C 45.4% H 1.27% F 39.89% O 13.44%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(V)

N-Boc-O-(2,6-Dichlorobenzyl)-L-tyrosine (I) is coupled to 4-amino-2,2,6,6-tetramethylpiperidine (II) using BOP in DMF to provide amide (III). The N-Boc protecting group of (III) is then removed by trifluoroacetic acid, yielding amine (IV). This is finally acylated with pentafluorocinnamic acid (V) in the presence of BOP/i-Pr2NEt to furnish the title compound (1,2).

参考文献中间体

合成目标

【1】 Stewart, J.M.; et al.; Bradykinin-related compounds as new drugs for cancer and inflammation. Can J Physiol Pharmacol 2002, 80, 4, 275.
【2】 Stewart, J.M.; Gera, L.; Chan, D.C.F.; York, E.; Bunn, P.; Anti-cancer cpds. and methods related thereto. WO 0011022 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	64526	(2S)-2-[(tert-butoxycarbonyl)amino]-3-{4-[(2,6-dichlorobenzyl)oxy]phenyl}propanoic acid		C₂₁H₂₃Cl₂NO₅	详情	详情
(II)	25596	2,2,6,6-tetramethyl-4-piperidinamine	36768-62-4	C₉H₂₀N₂	详情	详情
(III)	64527	tert-butyl (1S)-1-{4-[(2,6-dichlorobenzyl)oxy]benzyl}-2-oxo-2-[(2,2,6,6-tetramethyl-4-piperidinyl)amino]ethylcarbamate		C₃₀H₄₁Cl₂N₃O₄	详情	详情
(IV)	64528	(2S)-2-amino-3-{4-[(2,6-dichlorobenzyl)oxy]phenyl}-N-(2,2,6,6-tetramethyl-4-piperidinyl)propanamide		C₂₅H₃₃Cl₂N₃O₂	详情	详情
(V)	64529	(E)-3-(2,3,4,5,6-pentafluorophenyl)-2-propenoic acid		C₉H₃F₅O₂	详情	详情

Extended Information