Synthesis of N-(1-carboxy-3-phenylpropen-2-yl)alanylproline

Article abstract of DOI:10.1007/BF01165900

A method has been developed for the synthesis of N-(1-carboxy-3-phenylpropen-2-yl)alanylproline by reductive alkylation of alanylproline by the sodium salt of 2-oxo-4-phenylbutertoic acid, using sodium cyanoborohydride and sodium borohydride as reducing agents. The products were separated chromatographically, Under the conditions of the reaction, sodium borohydride in a neutral medium preferentially reduces the double bond of the Schiff base. Sodium cyanoborohydride reduces, in addition, the double bond of the 2-oxo-4-phenylbutenoic acid, forming enalaprilate. 1996 Plenum Publishing Corporation.