从 L-半胱氨酸合成 (+)- 生物素的新颖、工业上可行的合成路线

IF 1.5 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY
Qiongmei Zhang, Kun Peng, Werner Bonrath, Zili Zhang, Zhibin Zhu, Yuehan Xing, Xiaoyan Wang, Bo Gao, Jonathan A. Medlock
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引用次数: 0

摘要

以 L-半胱氨酸为起点,通过已知的关键硫内酯中间体,我们开发出了一种新型的、具有工业可行性的 (+)- 生物素合成路线。该路线利用了半胱氨酸起始原料的固有立体化学特性以及当前两种工业化工艺的最佳特点。关键的转化过程是将 L-半胱氨酸转化为海因,避免外消旋化,然后进行催化氰化和硫代内酰化,形成所需的硫代内酯中间体。这种已知的中间体很容易进一步转化为 (+)- 生物素。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
A Novel, Industrially-feasible Synthetic Route to (+)-Biotin from L-Cysteine

A novel, industrially viable synthetic route to (+)-biotin has been developed starting from L-cysteine via the known key thiolactone intermediate. The route takes advantage of the in-built stereochemistry of the cysteine starting material and the best features of the two current industrialized processes. The key transformations are the conversion of L-cysteine into a hydantoin avoiding racemization followed by catalytic cyanation and thiolactonization to form the required thiolactone intermediate. This known intermediate can be readily further transformed into (+)-biotin.

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来源期刊
Helvetica Chimica Acta
Helvetica Chimica Acta 化学-化学综合
CiteScore
3.00
自引率
0.00%
发文量
60
审稿时长
2.3 months
期刊介绍: Helvetica Chimica Acta, founded by the Swiss Chemical Society in 1917, is a monthly multidisciplinary journal dedicated to the dissemination of knowledge in all disciplines of chemistry (organic, inorganic, physical, technical, theoretical and analytical chemistry) as well as research at the interface with other sciences, where molecular aspects are key to the findings. Helvetica Chimica Acta is committed to the publication of original, high quality papers at the frontier of scientific research. All contributions will be peer reviewed with the highest possible standards and published within 3 months of receipt, with no restriction on the length of the papers and in full color.
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