PMID: 1198622Sep 11, 1975Paper

Chemical synthesis, spectral properties, and chromatography of 4alpha-methyl and 4beta-methyl isomers of (24R)-24-ethyl-5alpha-cholestan-3beta-ol and (24S)-24-ethyl-cholesta-5,22-dien-3beta-ol

Steroids
F F Knapp, G J Schroepfer

Abstract

Described herein are chemical syntheses of the following compounds: 4-methyl-(24S)-24-ethyl-cholesta-4,22-dien-3-one, 4,4-dimethyl-(24S)-24-ethyl-cholesta-5,22-dien-3-one, 4beta-methyl-(24R)-24-ethyl-5alpha-cholestan-3beta-ol, 4alpha-methyl-(24R)-24-ethyl-5alpha-cholestan-3beta-ol, 4alpha-methyl-(24S)-24-ethyl-5alpha-cholest-22-en-3beta-ol, 4-methyl-6beta-bromo-(24S)-24-ethyl-cholesta-4,22-dien-3-one, 4alpha-methyl-(24S)-24-ethyl-cholesta-5,22-dien-3beta-ol, 4alpha,5alpha-epoxy-(24S)-24-ethyl-cholesta-4,22-dien-3beta-yl acetate, 4beta-methyl-(24S)-24-ethyl-cholest-22-en-3beta,5alpha-diol, 4beta-methyl-5alpha-hydroxy-(24S)-24-ethyl-cholest-22-en-3beta-yl acetate, 4beta-methyl-(24S)-24-ethyl-cholesta-5,22-dien-3beta-yl acetate and 4beta-methyl-(24S)-24-ethyl-cholesta-5,22-dien-3beta-ol. Chromatographic, nuclear magnetic resonance, and mass spectral data are presented for the compounds under consideration.

Citations

Apr 15, 1982·Biochimica Et Biophysica Acta·S J Fliesler, G J Schroepfer
Nov 1, 1976·Chemistry and Physics of Lipids·F F Knapp, G J Schroepfer
Jun 1, 1977·Chemistry and Physics of Lipids·E J Parish, G J Schroepfer
Nov 1, 1979·Chemistry and Physics of Lipids·G J SchroepferA A Kandutsch
Feb 1, 1988·Chemistry and Physics of Lipids·G J SchroepferA A Kandutsch
May 17, 2005·Fitoterapia·Amélia P RauterJaime Bermejo
Aug 14, 1978·Biochemical and Biophysical Research Communications·G J SchroepferA A Kandutsch
Nov 13, 1987·Biochemical and Biophysical Research Communications·D H NeedlemanG J Schroepfer
Nov 13, 1987·Biochemical and Biophysical Research Communications·L R MillerG J Schroepfer
Jul 25, 1992·Biochemical and Biophysical Research Communications·F D PinkertonG J Schroepfer

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