巯甲丙脯酸是血管紧张素Ⅰ转化酶的竞争性抑制剂,口服对高血压有效。作者用甲基丙烯酸1为起始原料,与卤化氢反应得3-卤-2-甲基丙酸(2或3),后者分别和亚硫酰氯反应得到相应的3-卤-2-甲基丙酰氯(4或5),接着和L-脯氨酸反应得N-(R,S-3-卤-2-甲基丙酰)-L-脯氨酸(6a或7a),经双环己基胺分离得R和S非对映异构体,随后6b或7b用硫氢化铵甲醇溶液处理得到巯甲丙脯酸8,收率28％。 Captopril is a competitive inhibitor of angiotensin I converting enzyme and is orally available for hypertension. The authors used methacrylic acid 1 as the starting material to react with hydrogen halide to obtain 3-halo-2-methylpropionic acid (2 or 3), which was reacted with thionyl chloride respectively to give the corresponding 3-halo-2- (4 or 5), followed by reaction with L-proline (6a, 7a), via a bicyclo The hexylamine was isolated as R and S diastereomers, followed by 6b or 7b treatment with ammonium hydrogen sulfide in methanol to afford Captopril 8 in 28% yield.