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
收藏
页码：5197 / 5206
页数：10
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