Synthesis of Tricholomic Acid. III. Synthesis of DL-erythro-α-Amino-3-oxo-5-isoxazolidineacetic Acid (DL-Tricholomic Acid) and Its Optical Resolution

Abstract

DL-erythro-α-Amino-3-oxo-5-isoxazolidineacetic acid (I) was synthesized from dialkyl β-hydroxyglutamate. Optical resolution afforded L- and D-isomers, of which the former was proved to be identical with tricholomic acid, a flycidal and tasty constituent of Tricholoma muscarium KAWAMURA. The D-isomer lacked the biological activities.