Synthesis of 3,3-Difluoro-DL-alanine and 3,3-Difluoro-DL-alanine Precursors

Hugues d'Orchymont

doi:10.1055/s-1993-25979

Synthesis 1993; 1993(10): 961-963
DOI: 10.1055/s-1993-25979

short paper

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Synthesis of 3,3-Difluoro-DL-alanine and 3,3-Difluoro-DL-alanine Precursors

Hugues d'Orchymont^*

^*Marion Merrell Dow Research Institute, Strasbourg Research Center, 16, rue d'Ankara, B. P. 067, F-67046 Strasbourg Cedex, France

Abstract

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The key intermediate to 3,3-difluoroalanine, 2,2-difluoro-1-ethylthioethylamine hydrobromide (2), was prepared by the Steglich and Weygand procedure. Its conversion to N-benzyloxycarbonyl-2,2-difluoro-1-ethenylethylamine (5) followed by oxidation and subsequent deprotection of the amine afforded the 3,3-difluoroalanine.

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