Robust synthesis of trifluoromethionine and its derivatives by reductive trifluoromethylation of amino acid disulfides by CF 3 I/Na/Liq. NH 3 system

…, T Yamamoto, E Tokunaga, N Shibata

Index: Yasui, Hiroyuki; Yamamoto, Takeshi; Tokunaga, Etsuko; Shibata, Norio Journal of Fluorine Chemistry, 2011 , vol. 132, # 3 p. 186 - 189

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Citation Number: 9

Abstract

We disclose the reductive trifluoromethylation of chemically stable homocystine and cystine to provide corresponding trifluoromethyl ethers by the CF3I/Na/Liq. NH3 system. Both non- protected and protected homocystines can be nicely converted into trifluoromethylated methionines under the same condition. The method described offers a robust synthesis of pharmaceutically important trifluoromethionine, suitable for multigram synthesis. ...