An efficient enantioselective synthesis of (S)-alpha-methyl-serine methyl ester hydrochloride via asymmetrically catalyzed amination

摘要

We present the synthesis of enantiomerically pure (S)-alpha-methyl-serine methyl ester hydrochloride from 2-methyl-3-((4-(trifluoromethyl)benzyl)oxy)propanal and di-p-chlorobenzyl azodicarboxylate via asymmetrically catalyzed amination with naphthylalanine derivative catalyst. The application of the organocatalyst of D-3-(1-Naphthyl)-alanine is the key step in the synthesis and ensures the product is obtained with high levels of stereocontrol.