Reactions of N-hydroxysuccinimide esters of N-alkoxycarbonyl-α-amino acids with active methylene compounds. Synthesis of 3-substituted tetramic acids

Abstract

The N-hydroxysuccinimide esters of N-alkoxycarbonyl-α-amino acids react with active methylene compounds (cyanoacetic esters, malonic and acyl acetic esters), under basic conditions, to produce 3-substituted N-alkoxycarbonyl tetramic acids; in the case of the N-hydroxysuccinimide esters derived from L-aminoacids, the corresponding optically active tetramic acids are obtained.