Study on the Stereoselective Synthesis of Carbapenem Sidechain (2S,4S)-4-Acetylsulphanyl-2-(S)-1-phenylethylcarbamoyl-pyrrolidine-1-carboxylic Acid 4-Nitrobenzyl Ester

摘要

A stereoselective and economic synthesis of the carbapenem sidechain (2S, 4S)-4-ace-tylsulphanyl-2- [ (S) 1-phenylethyl-carbamoyl] pyrrolidine-l-carboxylic acid 4-nitrobenzyl ester was developed. Due to the effect of spatial hindrance, only the (2S,4S) diastereomer 3 was obtained by coupling 1 and the inexpensive racemic 2 catalyzed by EEDQ.