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An effective synthesis of ursodeoxycholic acid from dehydroepiandrosterone
Steroids Pub Date : 2021-05-24 , DOI: 10.1016/j.steroids.2021.108870
Wang Chen 1 , Daihua Hu 1 , Zili Feng 1 , Zhaopeng Liu 2
Affiliation  

A novel synthetic route of producing ursodeoxycholic acid (UDCA) was developed through multiple reactions from plant-source dehydroepiandrosterone (DHEA), with a Mistunobu reaction and regioselective allyl oxidationat as the key steps. The reaction conditions of the key allyl oxidation reaction were also investigated and optimized, including solvent, oxidant and reaction temperature. In this novel route for the preparation of UDCA, most of the reaction steps have high conversions and overall yield up to 35% for 8 steps. Since all starting materials are cost-effective, commercially available and effectively avoided the risk of animal derived raw materials, this promising synthetic route offers economical and efficient strategies for potential production of UDCA.



中文翻译:

脱氢表雄酮有效合成熊去氧胆酸

以植物源脱氢表雄酮(DHEA)为原料,以Mistunobu反应和区域选择性烯丙基氧化为关键步骤,开发了一种生产熊去氧胆酸(UDCA)的新合成路线。对关键烯丙基氧化反应的反应条件进行了研究和优化,包括溶剂、氧化剂和反应温度。在这种制备 UDCA 的新途径中,大部分反应步骤具有高转化率,8 步总收率高达 35%。由于所有起始材料都具有成本效益、可商购并有效避免了动物源性原材料的风险,这种有前景的合成路线为潜在的 UDCA 生产提供了经济有效的策略。

更新日期:2021-05-28
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