摘要
目的:立体选择性地合成(S)-2,4,6-三甲基苯丙氨酸。方法:2,4,6-三甲基苯甲酸还原生成2,4,6-三甲基苯甲醇(1),再溴化生成2,4,6-三甲基溴苄(2),所得溴苄和(S)-BPB-Ni-Gly络合物(3)缩合,经分离立体选择性地得到(S)-Tmp-BPB-Ni络合物(4),(4)经酸解得到(S)-2,4,6-三甲基苯丙氨酸(5)。结果:以52.8%的总收率立体选择性地合成得到(S)-2,4,6-三甲基苯丙氨酸。结论:本合成方法原料廉价易得、操作简单、反应收率高。
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.
出处
《南京医科大学学报(自然科学版)》
CAS
CSCD
北大核心
2012年第3期424-427,共4页
Journal of Nanjing Medical University(Natural Sciences)
基金
江苏省高校自然科学基础研究项目(08EJB-350002)
南京医科大学科技发展基金重点项目(08NMUZ-011)