New asymmetric synthesis of dexecadotril and ecadotril starting from a single precursor

…, JC Plaquevent, L Duhamel, P Duhamel…

Index: Monteil; Danvy; Plaquevent; Duhamel; Gros; Schwartz; Lecomte Synthetic Communications, 2001 ,  vol. 31,  # 2  p. 211 - 218

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Citation Number: 12

Abstract

We describe herein a method providing access to both enantiomers of 3-acetylthio-2- benzylpropionic acid via enzymatic desymmetrization of 2-benzyl-1, 3-propanediol. These compounds are respectively the starting materials for the synthesis of ecadotril, and dexecadotril, which are powerful inhibitors of NEP (EC 3.4. 24.11) and have been developed as therapeutic agents.