33 FURUORO DD ARANIN OYOBI 22 JUUTEROO33 FURUORO DD ARANINNOFUSEIGOSEIHO

摘要

3-Fluoro-D-alanine or 2-deutero-3-fluoro-D-alanine are prepared. These compounds are obtained by reacting fluoropyruvic acid with an optically active D-amine with the formation of the corresponding N-substituted D-ketamine. The latter is treated with an alkali metal borohydride or alkali metal borodeuteride with reduction of the ketamine and formation of the corresponding N-substituted 3-fluoro-D-alanine or N-substituted 2-deutero-3-fluoro-D-alanine. The said N-substituted compound is then subjected to a hydrogenolysis of the N-substituents by reaction with hydrogen in the presence of a palladium hydroxide-on-carbon hydrogenation catalyst, 3-fluoro-D-alanine or 2-deutero-3-fluoro-D-alanine being obtained. The compounds obtained can be used as antibacterial agents.