Synthesis of (2S,3R)-[3′,3′,3′-2H3]-valine and (2S,3S)-4-fluorovaline

Abstract

A new synthesis of (2S,3R)-[3′,3′,3′-²H₃]-valine 2 has been completed and (2S,3S)-4-fluorovaline 4 has been synthesised for the first time. Both compounds have been prepared by routes involving stereoselective addition to the (S)-pyroglutamate derivative 5 and are available for studies in several areas of bio-organic chemistry.