可扩展的环氨酸合成
Yu Wang1, Wei Ju1, Hailong Tian1
1CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Center for Excellence in Molecular Synthesis , Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences , 345 Lingling Road , Shanghai 200032 , China.
Journal of the American Chemical Society
|July 17, 2018
概括
研究人员报告了C25类固醇环醇的10步合成,从孕开始. 这种高效的方法利用生物模拟级联重排来构建复杂的bicyclo[4.4.1] A/B环系统.
科学领域:
- 有机化学
- 自然产品合成
- 生物化学
背景情况:
- 类固醇天然产品具有复杂的结构,具有潜在的治疗用途.
- 环醇是一种C25类固醇,具有独特的双环[4.4.1]A/B环系统.
- 了解这些分子的合成和生物合成对于化学和生物研究至关重要.
研究的目的:
- 开发一种高效且可扩展的合成途径,以获得天然产品环二醇.
- 为了研究构建具有挑战性的bicyclo[4.4.1] A/B环系统的生物模拟级联重排.
- 提供实验证据支持拟议的循环醇生物合成途径.
主要方法:
- 一个10步合成序列是从易于获得的孕开始设计的.
- 一个关键的仿生级联重组被用来构建合的bicyclo[4.4.1] A/B环芯.
- 实现了一个关键的双环[4.4.1]氨基酸中间体的格拉姆尺度合成.
主要成果:
- 总共需要10个步骤来合成环素.
- 生物模拟级联重组在形成A/B环系统方面非常有效.
- 在9个步骤中成功完成了中等18的克尺度合成.
- 合成途径为拟议的环二醇生物合成提供实验验证.
结论:
- 已经确定了C25类固醇环醇的有效10步合成方法.
- 开发的合成策略具有仿生级联,可用于构建bicyclo[4.4.1] A/B环系统.
- 这项研究为循环氨酸的生物合成提供了宝贵的见解.
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