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

Authors
  • Di, Xiangjie1
  • Han, Jie2
  • Zou, Sheng3
  • Wei, Xia2
  • Huang, Qingfei4
  • Zhu, Jin3
  • Wang, Yuanhua5
  • Zhong, Liu6
  • Wang, Qiwei7
  • 1 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. , (China)
  • 2 Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China; University of Chinese Academy of Sciences, Beijing 100049, China. , (China)
  • 3 Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China. , (China)
  • 4 Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China. Electronic address: [email protected] , (China)
  • 5 College of Chemistry, Sichuan University, China. Electronic address: [email protected] , (China)
  • 6 Department of Chemistry, Xihua University, Chengdu 610039, China. , (China)
  • 7 Department of Chemistry, Xihua University, Chengdu 610039, China; Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China. Electronic address: [email protected] , (China)
Type
Published Article
Journal
Steroids
Publication Date
Aug 01, 2020
Volume
160
Pages
108657–108657
Identifiers
DOI: 10.1016/j.steroids.2020.108657
PMID: 32439409
Source
Medline
Keywords
Language
English
License
Unknown

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. Copyright © 2020 Elsevier Inc. All rights reserved.

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