辛科纳有机催化酶选择性氨基化对四分化血清作为三级胺基的有机催化酶选择性氨基化
Phathutshedzo Masithi1, Ashlyn D Bhana1, Gerhard A Venter1
1Department of Chemistry, University of Cape Town, Rondebosch, Cape Town 7700, South Africa.
Organic letters
|October 16, 2024
概括
这项研究引入了一种Cinchona-aminocatalyzed方法,用于酶选择性α-hydrazination,产生具有高产率和酶选择性超过98%的受保护的四分化蛋白质. 这些发现使有价值的性化合物的高效合成成为可能.
科学领域:
- 有机化学 有机化学
- 催化剂是一种催化剂.
- 不对称的合成方法
背景情况:
- 保护的氨基酸是合成和药物发现的关键组成部分.
- 开发用于非正规氨基酸的enantioselective合成的高效方法仍然是一个重大挑战.
研究的目的:
- 开发一种新的Cinchona-aminocatalyzed enantioselective alpha-hydrazination 的α-formyl amides. 为了开发一种新的Cinchona-aminocatalyzed enantioselective alpha-hydrazination 的α-formyl amides. 为了开发一种新的Cinchona-aminocatalyzed enantioselective alpha-hydrazination 的α-formyl amides. 为了开发一种新的Cinchona-aminocatalyzed enantioselective alpha-hydrazination 的α-formyl amides. 为了开发一种新的Cinchona-aminocatalyzed enantioselective alpha-hydrazination 的α-formyl amides.
- 为了合成具有高产率和酶选择性的受保护的四分化氨酸.
主要方法:
- 用Cinchona-aminocatalysis进行了不对称的转换.
- 在过渡状态 (TS) 建模中使用密度函数理论 (DFT).
- 使用X射线晶体分析确定产品配置.
主要成果:
- 实现了alpha-formyl amides的对抗选择性α-化.
- 作为三级胺基产生的受保护的四分化血清,其反体过量 (ee) 通常>98%.
- 对于所需的产品,获得的产量高达99%.
结论:
- 开发的方法提供了一条高效的途径,以致于对抗聚合物丰富的受保护的四分化血清.
- 拟议的TS模型阐明了催化机制和立体化学结果.
- 这项工作扩大了对有价值的性氨基酸衍生物的不对称合成工具包.
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