10.6084/m9.figshare.1380305.v2
Xianhua Pan
Xianhua
Pan
Shupei Bai
Shupei
Bai
Wansheng Yu
Wansheng
Yu
Ding Ding
Ding
Ding
Dongxian Zhao
Dongxian
Zhao
Feng Liu
Feng
Liu
Efficient Synthesis of 3-<i>R</i>-Boc-amino-4-(2,4,5-trifluorophenyl)butyric Acid
Taylor & Francis Group
2015
chiral aziridine
hydroxyl derivation
methylthiomethyl group
Efficient Synthesis
acid segment
ring opening
2015-05-05 18:53:32
Journal contribution
https://tandf.figshare.com/articles/journal_contribution/Efficient_Synthesis_of_3_i_R_i_Boc_amino_4_2_4_5_trifluorophenyl_butyric_Acid/1380305
<div><p></p><p>3-<i>R</i>-Boc-amino-4-(2,4,5-trifluorophenyl)butyric acid (<b>9</b>) was obtained from <i>L</i>-methionine in six steps with a total yield of 32%. The α-amino acid segment of <i>L</i>-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.</p></div>