Synthesis of Tricholomic Acid. IV. Synthesis of DL-threo-α-Amino-3-oxo-5-isoxazolidineacetic Acid

Abstract

DL-threo-α-Amino-3-oxo-5-isoxazolidineacetic acid, an isomer of tricholomic acid, was synthesized in a 3-step sequence starting from dialkyl N-acyl-β-chloroglutamate. Several isolations have been attempted to separate the threo- and erythro-isomers from their mixture. The threo-isomer was devoid of good taste and flycidal activity which are characteristic of the erythro-isomer.