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钯催化 Kumada-Tamao-Corriu 交叉偶联反应合成奥贝胆酸关键中间体的面部合成。

Facial synthesis of key intermediate of obeticholic acid via Pd-catalyzed Kumada-Tamao-Corriu cross-coupling reaction.

机构信息

Department of Chemistry, Xihua University, Chengdu 610039, China; Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China; University of Chinese Academy of Sciences, Beijing 100049, China.

Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China; University of Chinese Academy of Sciences, Beijing 100049, China.

出版信息

Steroids. 2020 Aug;160:108657. doi: 10.1016/j.steroids.2020.108657. Epub 2020 May 18.

DOI:10.1016/j.steroids.2020.108657
PMID:32439409
Abstract

Obeticholic acid (OCA) is used to treatment for Primary Biliary Cholangitis and other Famesoid X Receptor related diseases. Through the palladium catalyzed Kumada-Tamao-Corriu cross-coupling reaction, a novel and efficient method for synthesis of OCA with satisfied yield was successfully developed. The absolute configuration of the key intermediate was confirmed by Single-crystal X-ray Diffraction. It affords good strategy for large-scale synthesis of OCA.

摘要

奥贝胆酸(OCA)用于原发性胆汁性胆管炎和其他法尼醇 X 受体相关疾病的治疗。通过钯催化的 Kumada-Tamao-Corriu 交叉偶联反应,成功开发了一种具有满意收率的新型高效 OCA 合成方法。关键中间体的绝对构型通过单晶 X 射线衍射得到确证。为 OCA 的大规模合成提供了良好的策略。

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