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从 (R) -Glycidol中简短而有效地合成抗结核剂Pretomanid

Tobias Lucas¹, Jule-Philipp Dietz¹, Flavio S P Cardoso²

¹Department of Chemistry, Johannes Gutenberg-University, Duesbergweg 10-14, 55128 Mainz, Germany.

Organic process research & development

|September 22, 2023

概括

使用简单的化学和易于使用的材料,开发了一种新的抗结核药物普雷托曼尼德 (pretomanid) 的格拉姆级合成方法. 这种高效的方法避免了危险的步骤,为生产这种重要药物提供了更安全,更实用的途径.

科学领域:

有机化学有机化学
药用化学医学化学
药物合成药物合成

背景情况:

结核病仍然是一个重大的全球卫生挑战.
普雷托曼尼德是治疗多药耐药结核病的关键药物.
现有的普雷托曼尼德合成途径可能很复杂,并涉及危险的试剂.

研究的目的:

开发一种高效,可扩展和更安全的普雷托曼尼德合成方法.
调查不同保护组对合成可行性的影响.
优化反应条件,以提高产量和减少副作用.

主要方法:

线性三步合成,从受保护的 (R) 甘油醇和2--4--1H-imidazole开始.
调查四个不同的保护组在glycidol部分.
一个盆子去保护和循环化策略.

主要成果:

实现了普雷托曼尼德的克拉姆尺度合成,最高可达到40%的分离产量.
确定了最佳的保护组,以确保技术可行性和抑制副作用.
成功实施了单去保护和循环,避免了危险的步骤.

结论:

报告的综合提供了一个高效和实用的路径,用于 pretomanid 生产.
这种方法利用了简单的化学反应,温和的条件和易于获得的原材料.
优化过程提高了制造抗结核剂的安全性和可访问性.

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