Literature DB >> 611641

24-Nor-5beta-chol-22-enes derived from the major bile acids by oxidative decarboxylation.

G L Carlson, D T Belobaba, A F Hofmann, Y Wedmid.   

Abstract

The preparation of 24-nor-5beta-chol-22-enes from formyloxy-5beta-cholanic acids by oxidative decarboxylation with lead tetraacetate is described. NMR data is presented with other physical constants for the norcholenes derived from cholic, chenodeoxycholic, ursodeoxycholic, hyodeoxycholic, and deoxycholic acids. The facile synthesis of these norcholenes demonstrates the applicability of the formyloxy protecting group to oxidative decarboxylations in the bile acid series.

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Year:  1977        PMID: 611641     DOI: 10.1016/s0039-128x(77)80024-x

Source DB:  PubMed          Journal:  Steroids        ISSN: 0039-128X            Impact factor:   2.668


  2 in total

1.  Improved chemical synthesis, X-ray crystallographic analysis, and NMR characterization of (22R)-/(22S)-hydroxy epimers of bile acids.

Authors:  Kaoru Omura; Ayumi Ohsaki; Biao Zhou; Manaka Kushida; Takashi Mitsuma; Akiko Kobayashi; Lee R Hagey; Alan F Hofmann; Takashi Iida
Journal:  Lipids       Date:  2014-10-16       Impact factor: 1.880

2.  Chemical Synthesis of the Epimeric (23R)- and (23S)-Fluoro Derivatives of Bile Acids via Horner-Wadsworth-Emmons Reaction.

Authors:  Kaoru Omura; Yuuki Adachi; Yuuki Kobayashi; Shoutaro Sekiguchi; Biao Zhou; Takashi Iida
Journal:  Lipids       Date:  2015-07-21       Impact factor: 1.880

  2 in total

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