(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

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.