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| (S)-2,4,6-三甲基苯丙氨酸的立体选择性合成 | |
| 引用本文： | 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, 0(3): 424-427 |
| 作者姓名： | 李晓闻 郁蕾蕾 刘金春 陈佳佳 常 磊 厉廷有 |
| 作者单位： | 南京医科大学药学院化学系,江苏 南京 210029;南京医科大学药学院化学系,江苏 南京 210029;南京医科大学药学院化学系,江苏 南京 210029;南京医科大学药学院化学系,江苏 南京 210029;南京医科大学药学院化学系,江苏 南京 210029;南京医科大学药学院化学系,江苏 南京 210029 |
| 基金项目： | 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) |
| 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? |
| 关 键 词： | (S)-2,4,6-三甲基苯丙氨酸 立体选择性合成 阿片肽 |
| 收稿时间： | 2011-10-31 |
Synthesis of (S)-2,4,6-trimethylphenylalanine |
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| LI Xiao-wen,YU Lei-lei,LIU Jing-chun,CHEN Jia-ji,CHANG Lei and LI Ting-you. Synthesis of (S)-2,4,6-trimethylphenylalanine[J]. Acta Universitatis Medicinalis Nanjing, 2012, 0(3): 424-427 | |
| Authors: | LI Xiao-wen YU Lei-lei LIU Jing-chun CHEN Jia-ji CHANG Lei LI Ting-you |
| Affiliation: | Department of Chemistry,School of Pharmacy,NJMU,Nanjing 210029,China;Department of Chemistry,School of Pharmacy,NJMU,Nanjing 210029,China;Department of Chemistry,School of Pharmacy,NJMU,Nanjing 210029,China;Department of Chemistry,School of Pharmacy,NJMU,Nanjing 210029,China;Department of Chemistry,School of Pharmacy,NJMU,Nanjing 210029,China;Department of Chemistry,School of Pharmacy,NJMU,Nanjing 210029,China |
| 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. |
| Keywords: | (S)-2,4,6-trimethylphenylalanine stereoselective synthesis opioid |
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