Abstract: | A method has been developed for the synthesis of N-(1-carboxy-3-phenylpropen-2-yl)atanylproline by reductive alkylation of alanylproline by the sodium salt of 2-oxo-4-phenylbutenoic acid, using sodium cyanoborohydride and sodium borchydride 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.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 468–471, April, 1996. |