Method for producing -oxo-homophenylalanine derivative and homophenylalanine derivative obtained by reducing -oxo-homophenylalanine derivative

摘要

PROBLEM TO BE SOLVED: To obtain the subject new compound useful as a constituent component for a medicine, mainly an angiotensin converting enzyme inhibitor. ;SOLUTION: This compound is shown by formula I (X¹ and X² are each H, a 1-7C alkyl, a 6-10C aryl, etc.; R is phenyl, naphthyl, etc.) such as (αR,1R)- N-(1-phenethyl)-γ-oxo-p-methoxy-homophenylalanine. The compound can be obtained by subjecting a β-benzoylacrylic acid derivative of formula II with a 1-arylethylamine derivative of formula III in a blending ratio of about 3:1 to 1:3 to Michael addition reaction at 0-80°C preferably in a protonic solvent. Further the prepared compound of formula I is reduced with a reducing agent (preferably hydrogen or formic acid) in the presence of a metal catalyst (preferably a palladium catalyst) in an alcohol containing a mineral acid to readily give a compound of formula IV.;COPYRIGHT: (C)1998,JPO