不对称的 (-) - 亚司匹林的总合成,一种新的血管新生抑制剂
Yujiro Hayashi1, Mitsuru Shoji, Junichiro Yamaguchi
1Department of Industrial Chemistry, Faculty of Engineering, Faculty of Science, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Japan. hayashi@ci.kagu.tus.ac.jp
Journal of the American Chemical Society
|October 10, 2002
概括
成功实现了 (-) - 氨酸,一个潜在的血管新生抑制剂的不对称的总合成. 这项研究通过关键的合成转换建立了该分子的绝对立体化学.
科学领域:
- 有机化学 有机化学
- 药用化学 医学化学
背景情况:
- (-) 氨酸是一种生物活性分子,具有作为血管新生抑制剂的潜力.
- 开发高效的合成途径对于进一步的生物评估和药物开发至关重要.
研究的目的:
- 为了实现 (-) - 亚司匹林的第一个不对称的总合成.
- 为了确定 (-) - 阿司匹林的绝对立体化学.
主要方法:
- 一种由MgBr2.OEt2.介导的二重选择性Mukaiyama aldol反应.
- 一种由NaH促进的基尼胺的分子内循环.
- 一种涉及子与功能化的玛-乳部分的阿尔多尔反应,没有保护组.
主要成果:
- 成功进行了 (-) - 亚司匹林的非对称总合成.
- 确认合成分子的绝对立体化学.
- 展示关键的合成步骤,包括立体选择性阿尔多尔反应和循环.
结论:
- 开发的合成策略提供了对 (-) - 阿司匹林的获取.
- 确定的绝对立体化学得到证实.
- 合成突出了特定反应在构建复杂分子中的实用性.
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