CAJ | 학술논문

以苯乙酮和乙醛酸为原料制得3-苯甲酰内烯酸乙酯,与L-丙氨酸苄酯对甲苯磺酸盐经加成、酮基还原制得N-[(IS)-乙氧羰基-3-苯基内基]-L-丙氨酸(5).5经三光气活化后,与1,2,3,4-四氢异喹啉-3-羧酸苄酯对甲苯磺酸盐缩合,最后脱苄制得抗高血压药盐酸喹那普利,总收率约22%.
이분을동화을철산위원료제득3-분갑선내희산을지,여L-병안산변지대갑분광산염경가성、동기환원제득N-[(IS)-을양탄기-3-분기내기]-L-병안산(5).5경삼광기활화후,여1,2,3,4-사경이규람-3-최산변지대갑분광산염축합,최후탈변제득항고혈압약염산규나보리,총수솔약22%.
Quinapril hydrochloride was synthesized from condensation of N-[(1S)-ethoxycarbonyl-3- phenylpropyl]-L-alanine (5) by activation with triphosgene, condensation with benzyl 1,2,3,4-tetrahydroisoquinoline-3- carboxylate and then debenzylation with an overall yield of about 22%. Compound 5 was prepared from acetophenone and glyoxylic acid to give ethyl 3-benzoylacrylate, which was subjected to Michael addition with L-alanine benzyl ester tosylate and then reduction.