| 摘要: |
| 目的:合成光学纯的L-正缬氨酸。方法:以正丁醛、氰化钾为起始原料，(S)-(-)-α-甲基苄胺作为手性辅助剂通过选择性Strecker反应制备光学纯度的氨基腈，再通过水解及脱苄制得光学纯的L-正缬氨酸。结果:通过对不同溶剂系统的选择获得了最佳反应溶剂系统，并采用两次重结晶操作得到了光学纯度较高的L-正缬氨酸。结论:该方法步骤短、选择性强、收率高(47.4%)。 |
| 关键词: L-正缬氨酸 合成 不对称 |
| DOI：10.3724/SP.J.1008.2008.00324 |
| 投稿时间：2007-11-13修订日期：2008-01-18 |
| 基金项目:上海市科委基金(054319909). |
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| Asymmetric synthesis of L-Norvaline |
| ZHANG Jun,HU Hong-gang,SUN Qing-yan,ZHAO Qing-jie,YU Shi-chong,XU Jian-ming,WU Qiu-ye* |
| (Department of Organic Chemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, China) |
| Abstract: |
| Objective:To synthesize optic pure L-norvaline. Methods: L-Norvaline was synthesized using n-butyraldehyde and potassium cyanide as starting material and (S)-(-)-α-methylbenzylamine as a chiral auxiliary agent by a selective Strecker reaction. Nearly optical pure α-amino nitrile was obtained by recrystallization; L-Norvaline was then obtained by hydrolysis and catalyzed debenzylation of α-amino nitrile. Results: The optimized reaction solvent system was chosen and high optical pure L-Norvaline was obtained by twice recrystallization procedure. Conclusion: Our method has less steps and is more selective than conventional methods and has a higher yield (47.4%). |
| Key words: L-norvaline synthesis asymmetry |
