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24-nor-5β-chol-22-enes derived from the major bile acids by oxidative decarboxylation
Authors:Gerald L. Carlson   Don T.E. Belobaba   Alan F. Hofmann  Yuri Wedmid
Affiliation:

Gastroenterology Unit, Mayo Clinic and Foundation, Rochester, MN 55901, USA

The Hormel Institute, University of Minnesota, Austin, MN 55912, USA

Abstract:The preparation of 24-nor-5β-chol-22-enes from formyloxy-5β-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.
Keywords:Send reprint requests to: Dr. John G. Wagner   Upjohn Center for Clinical Pharmacology   The University of Michigan   Ann Arbor   Michigan 48109.
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