Improved synthesis and resolution of β‐(3‐pyridyl)‐DL‐α‐alanine

Abstract
β‐Benzamido‐α‐(3‐pyridyl)‐DL‐α‐alanine hydrochloride was synthesized from 3‐pyridinecarboxyaldehyde via the azlactone which was hydrolyzed to the acrylic acid before hydrogenation. The methyl ester was effectively resolved with subtilisin. The optical purity of the D‐isomer was established, since the D‐isomer was used in synthesis of antagonists of the luteinizing hormone releasing hormone.