L-正缬氨酸不对称合成研究
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上海市科委基金(054319909).


Asymmetric synthesis of L-Norvaline
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Supported by Science and Technology Committee of Shanghai Manicipal Government(054319909).

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    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%)。

    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%).

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  • 收稿日期:2007-11-13
  • 最后修改日期:2008-01-18
  • 录用日期:2008-01-18
  • 在线发布日期: 2008-03-17
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