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Efficient Synthesis of 3-R-Boc-amino-4-(2,4,5-trifluorophenyl)butyric Acid

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Version 2 2015-05-05, 18:53
Version 1 2015-05-05, 18:53
journal contribution
posted on 2015-05-05, 18:53 authored by Xianhua Pan, Shupei Bai, Wansheng Yu, Ding Ding, Dongxian Zhao, Feng Liu

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.

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