Practical Synthesis of N-Unprotected β-Amino Esters

有机合成与工艺文献分享 2024-12-23 08:09

文章摘要

本文介绍了N-未保护的β-氨基酯的实际合成方法，特别是手性合成中间体甲基(R)-3-氨基丁酸酯(4a)的制备。传统的合成方法依赖于从甲基乙酰乙酸酯(2a)开始的逐步不对称氢化过程。2011年，Takasago的研究人员测试了一种公斤级合成方法，使用NH4OAc直接以86%的产率和95%的ee值合成了手性氨基酯1a，并通过结晶为TsOH盐进一步提高了ee值至>99%。文章还讨论了可能的副反应路径，包括酮的竞争性还原、二聚体类似物的形成和消除产物的形成，并提出了抑制这些副反应的方法。

Practical Synthesis of N-Unprotected β-Amino Esters

查看文献： Practical, Catalytic Enantioselective Hydrogenation to Synthesize N-Unprotected β-Amino Esters
查看期刊：Organic Process Research & Development

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