A synthesis of pilocarpine

DA Horne, B Fugmann, K Yakushijin…

Index: Horne; Fugmann; Yakushijin; Buchi Journal of Organic Chemistry, 1993 , vol. 58, # 1 p. 62 - 64

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Citation Number: 29

Abstract

Pilocarpine (1) was synthesized in seven steps starting from 2-acetylbutyrolactone. Chirality was introduced by asymmetric reduction of enone 4 and transferred via a Claisen rearrangement. A mild procedure for the preparation of 1, 5-disubstituted imidazoles in the last synthetic operation led to pilocarpine unaccompanied by isopilocarpine.

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