Feng Bo-cheng
2009
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Journal
Chinese Journal of Pharmaceuticals
Abstract
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.