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(S)-2,4,6-三甲基苯丙氨酸的立体选择性合成

李晓闻 郁蕾蕾 刘金春 陈佳佳 常磊 厉廷有

南京医科大学学报(自然科学版)2012,Vol.32Issue(3):424-427,4.
南京医科大学学报(自然科学版)2012,Vol.32Issue(3):424-427,4.

(S)-2,4,6-三甲基苯丙氨酸的立体选择性合成

Synthesis of (S)-2,4,6-trimethylphenylalanine

李晓闻 1郁蕾蕾 1刘金春 1陈佳佳 1常磊 1厉廷有1

作者信息

  • 1. 南京医科大学药学院化学系,江苏南京210029
  • 折叠

摘要

Abstract

Objective: Stereoselective synthesis of (S)-2,4,6-trimethylphenylalanine. Methods: 2,4,6-trimethylbenzoic acid was reduced to produce 2,4,6-trimethylbenzyl alcohol (1),which was brominated to generate 2,4,6-trimethylbenzyl bromide (2). The bromide (2) coupled with (S)-BPB-Ni(II)-Gly complex (3) to give (S)-Tmp-Ni(II) complex (4),which was then decomposed by acid to obtain (S)-2,4,6-trimethylphenylalanine (5). Results: (S)-2,4,6-trimethylphenylalanine was successfully synthesized at a total yield of 52.8%. Conclusion: Inexpensive and readily available starting material and reagents,simplicity of the experimental procedure and high yield make this method synthetically attractive for preparing the target amino acid.

关键词

(S)-2,4,6-三甲基苯丙氨酸/立体选择性合成/阿片肽

Key words

( S ) -2,4,6-trimethylphenylalanine/ stereoselective synthesis/opioid

分类

医药卫生

引用本文复制引用

李晓闻,郁蕾蕾,刘金春,陈佳佳,常磊,厉廷有..(S)-2,4,6-三甲基苯丙氨酸的立体选择性合成[J].南京医科大学学报(自然科学版),2012,32(3):424-427,4.

基金项目

江苏省高校自然科学基础研究项目(08EJB-350002) (08EJB-350002)

南京医科大学科技发展基金重点项目(08NMUZ-011) (08NMUZ-011)

南京医科大学学报(自然科学版)

OA北大核心CSCDCSTPCD

1007-4368

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