Synthesis of 23-ketocholestane derivatives with different side-chain lengths (asterosapogenin analogs)

  • I. A. Kutnevich
  • I. G. Reshetova
  • E. I. Chernoburova
  • A. V. Kamernitskii
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Abstract

Syntheses were developed for 23-ketoasterosapogenin analogs with various sidechain lengths from dimethyl(tert-butyl)silyloxypregnenolone (DMTBS-pregnenolone) through 20-hydroxy-23-carboxylates or 22-acetylenic (C5, C6) derivatives by reduction and allylic rearrangement with concurrent oxidation of the intermediate 23-hydroxy-27-nor- and 27-nor-26-methylcholestanes.

Keywords

Oxidation Dimethyl Allylic Rearrangement Concurrent Oxidation 

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Copyright information

© Plenum Publishing Corporation 1991

Authors and Affiliations

  • I. A. Kutnevich
    • 1
  • I. G. Reshetova
    • 1
  • E. I. Chernoburova
    • 1
  • A. V. Kamernitskii
    • 1
  1. 1.N. D. Zelinskii Institute of Organic ChemistryAcademy of Sciences of the USSRMoscow

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