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Efficient Synthesis of 3-R-Boc-amino-4-(2,4,5-trifluorophenyl)butyric Acid
Authors:Xianhua Pan  Shupei Bai  Wansheng Yu  Ding Ding  Dongxian Zhao
Institution:Shanghai Institute of Technology, Shanghai, China
Abstract:3-R-Boc-amino-4-(2,4,5-trifluorophenyl)butyric acid (9) was obtained from L-methionine in six steps with a total yield of 32%. The α-amino acid segment of L-methionine was transferred to chiral aziridine by amino protection, reduction, hydroxyl derivation, and cyclization. After ring opening of 2,4,5-trifluoro-phenyl magnesium bromide, the methylthiomethyl group was then hydrolyzed to β-amino alcohol and oxidized to the target β-amino acid.
Keywords:β-Amino acid" target="_blank">β-Amino acid  aziridine  Grignard reaction  hydrolyze  methylthiomethyl
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