Preparation and characterization of (24R and 24S)-5beta-cholestane-3alpha,7alpha,24,25-tetrols and (24R and 24S)-5beta-cholestane-3alpha,24,25-triols

Steroids. 1978 Jan;31(1):99-111. doi: 10.1016/0039-128x(78)90022-3.

Abstract

(24R and 24S)-5beta-cholestane-3alpha,7alpha,24,25-tetrols were prepared by osmium tetroxide oxidation of 5beta-cholest-24-ene-3alpha,7alpha-diol. The resulting diastereomeric tetrols were separated by thin-layer chromatography, their purity ascertained by melting point, gas-liquid chromatography and mass spectra and their structural configurations were assigned by molecular rotation measurement and circular dichroism studies. In a similar fashion, the (24R and 24S)-5beta-cholestane-3alpha,24,25-triols were prepared and their structures identified.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Cholestanols / chemical synthesis*
  • Cholestanols / isolation & purification
  • Circular Dichroism
  • Crystallization

Substances

  • Cholestanols