L-Phenylalanine → L-Aspartyl-L-phenylalanine

Participants

Reaction Steps

A regioselective process for the preparation of α-L-aspartyl-L-phenylalanine methyl ester is disclosed. A controlled aqueous coupling reaction between β-methyl-L-aspartate-N-carboxyanhydride and L-phenylalanine produces the aspartyl methyl ester of α-L-aspartyl-L-phenylalanine which is subsequently hydrolyzed and selectively esterified without isolation. The hydrochloride salt of α-L-aspartyl-L-phenylalanine methyl ester, which is selectively precipitated from the esterification mixture, can be neutralized to α-L-aspartyl-L-phenylalanine methyl ester.

Provenance & Evidence