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Potential bile acid metabolites: IV. Inversion of 7α-hydroxyl; ursodeoxycholic acid

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Lipids

Abstract

A new method for inversion of chenodeoxycholic to ursodeoxycholic acid which does not involve an intermediary ketone is described. Methyl chenodeoxycholate-3-cathylate-7-mesylate undergoes a mild reaction with potassium superoxide-18-crown ether-6 in DMSO to give ursodeoxycholic acid in good yield.

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Author information

Author notes

  1. Takashi Iida

    Present address: Nihon University, Japan

  2. Hans R. Taneja

    Present address: chemist, City of Detroit, Michigan

Authors and Affiliations

  1. Department of Biochemistry, University of South Alabama College of Medicine, 36688, Mobile, AL

    Takashi Iida, Hans R. Taneja & Frederic C. Chang

Authors
  1. Takashi Iida
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  2. Hans R. Taneja
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  3. Frederic C. Chang
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Additional information

Paper 3 of the series: Iida, T., and Chang, F. C. (1981) J. Org. Chem. 46, 2786.

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Iida, T., Taneja, H.R. & Chang, F.C. Potential bile acid metabolites: IV. Inversion of 7α-hydroxyl; ursodeoxycholic acid. Lipids 16, 863–865 (1981). https://doi.org/10.1007/BF02535043

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  • DOI: https://doi.org/10.1007/BF02535043

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