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Chinese Journal of Organic Chemistry >

2020 , Vol. 40 >Issue 7: 2114 - 2119

DOI: https://doi.org/10.6023/cjoc202002008

Synthesis of 6α- and 6β-Hydroxydeoxycholic Acid

  • Niu Wei ,
  • Xiao Dan ,
  • Cheng Hang ,
  • Xu Liang
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  • Key Laboratory of Drug Targeting, Ministry of Education, Department of Chemistry of Medicinal Natural Products, West China College of Pharmacy, Sichuan University, Chengdu 610041

Received date: 2020-02-07

  Revised date: 2020-04-21

  Online published: 2020-05-11

Supported by

Project supported by the National Natural Science Foundation of China (No. 21871190).

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Abstract

6α- and 6β-hydroxydeoxycholic acids[DCA-6α-ol (6) and DCA-6β-ol (7)] are recently identified important tertiary bile acids derived from deoxycholic acid (3) in human liver. A rapid and robust synthesis of DCA-6α-ol (6) and DCA-6β-ol (7) from cholic acid (1) in 10 steps involing the key Mukaiyama aldol condensation, ozone oxidative cleavage and SmI2 promoted reductive deoxygenation was conducted.

Key words： bile acid; 6α-hydroxydeoxycholic acid; 6β-hydroxydeoxycholic acid; synthesis

Cite this article

Niu Wei , Xiao Dan , Cheng Hang , Xu Liang . Synthesis of 6α- and 6β-Hydroxydeoxycholic Acid[J]. Chinese Journal of Organic Chemistry, 2020 , 40(7) : 2114 -2119 . DOI: 10.6023/cjoc202002008

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