1-(tert-butyl) 3-methyl (1R,3S)-1,2,2-trimethyl-1,3-cyclopentanedicarboxylate -Drug Synthesis Database

【结构式】

【分子编号】32571

【品名】1-(tert-butyl) 3-methyl (1R,3S)-1,2,2-trimethyl-1,3-cyclopentanedicarboxylate

【CA登记号】

【分子式】C₁₅H₂₆O₄

【分子量】270.36904

【元素组成】C 66.64% H 9.69% O 23.67%

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：(III)

Partial esterification of (1R,3S)-camphoric acid (I) with MeOH and HCl produced mono methyl ester (II). Further esterification with isobutylene in the presence of H2SO4 yielded methyl tert-butyl ester (III). The methyl ester group of (III) was then selectively hydrolyzed with LiOH to provide tert-butyl ester (IV).

参考文献中间体

合成目标

【1】 Teegarden, B.R.; Rishton, G.M.; Yamagishi, M.; et al.; Discovery of TR-9109: A novel small molecule inhibitor of alpha4beta1 integrin mediated cell adhesion. 217th ACS Natl Meet (March 21 1999, Anaheim) 1999, Abst MEDI 58.

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)	32569	(1R,3S)-1,2,2-trimethyl-1,3-cyclopentanedicarboxylic acid; (+)-Camphoric acid	124-83-4	C₁₀H₁₆O₄	详情	详情
(II)	32570	(1R,3S)-3-(methoxycarbonyl)-1,2,2-trimethylcyclopentanecarboxylic acid		C₁₁H₁₈O₄	详情	详情
(III)	32571	1-(tert-butyl) 3-methyl (1R,3S)-1,2,2-trimethyl-1,3-cyclopentanedicarboxylate		C₁₅H₂₆O₄	详情	详情
(IV)	32572	(1S,3R)-3-(tert-butoxycarbonyl)-2,2,3-trimethylcyclopentanecarboxylic acid		C₁₄H₂₄O₄	详情	详情

Extended Information