(2R,4S)-4-(allyloxy)-1-(tert-butoxycarbonyl)-2-pyrrolidinecarboxylic acid -Drug Synthesis Database

【结构式】

【分子编号】19045

【品名】(2R,4S)-4-(allyloxy)-1-(tert-butoxycarbonyl)-2-pyrrolidinecarboxylic acid

【CA登记号】

【分子式】C₁₃H₂₁NO₅

【分子量】271.31348

【元素组成】C 57.55% H 7.8% N 5.16% O 29.49%

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)

Double alkylation of N-Boc-D-trans-4-hydroxyproline with allyl bromide in the presence of NaH in DMF afforded (II), which was subsequently hydrolyzed to the acid (III) with NaOH in aqueous methanol. Hydrogenation of allylic double bond in the presence of Pd/C gave propyl ether (IV).

参考文献中间体

合成目标

【1】 Kyle, D.J.; Hiner, R.N. (Scios Inc.); Bradykinin antagonist peptides. JP 1995504155; US 5385889 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	19043	(2R,4S)-1-(tert-butoxycarbonyl)-4-hydroxy-2-pyrrolidinecarboxylic acid	C₁₀H₁₇NO₅	详情	详情
(II)	19044	2-allyl 1-(tert-butyl) (2R,4S)-4-(allyloxy)-1,2-pyrrolidinedicarboxylate	C₁₆H₂₅NO₅	详情	详情
(III)	19045	(2R,4S)-4-(allyloxy)-1-(tert-butoxycarbonyl)-2-pyrrolidinecarboxylic acid	C₁₃H₂₁NO₅	详情	详情
(IV)	19046	(2R,4S)-1-(tert-butoxycarbonyl)-4-propoxy-2-pyrrolidinecarboxylic acid	C₁₃H₂₃NO₅	详情	详情

Extended Information