Synthesis of enantiopure free and N-benzyloxycarbonyl-protected 3-substituted homotaurines from naturally occurring amino acids

被引：8

作者：

Zheng, Yongpeng ^{[1
]}

Xu, Jiaxi ^{[1
]}

机构：

[1] Beijing Univ Chem Technol, Fac Sci, Dept Organ Chem, State Key Lab Chem Resource Engn, Beijing 100029, Peoples R China

来源：

TETRAHEDRON | 2014年 / 70卷 / 34期

基金：

中国国家自然科学基金;

关键词：

Amino acid; Aminoalkanesulfonic acid; Homotaurine; Homologation; Synthesis; SUBSTITUTED TAURINES; ALPHA-AMINO; EXPEDITIOUS SYNTHESIS; RECEPTOR ANTAGONISTS; AMINOPEPTIDASE-A; FACILE SYNTHESIS; DERIVATIVES; INHIBITORS; REDUCTION; SACLOFEN;

D O I：

10.1016/j.tet.2014.05.098

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Enantiopure N-benzyloxycarbonyl-protected and free 3-substituted homotaurines were synthesized from naturally occurring amino acids via N-benzyloxycarbonyl protection, Arndt-Eistert homologation, reduction, esterification with thioacetic acid, and oxidation with performic acid. The current method is a convenient, practical, and salt-free method for the synthesis of enantiopure 3-substituted homotaurine with moderate to good yields. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：5197 / 5206

页数：10

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