Steroids and related natural products. Part XLII. 14α-Methyl cholestanes

John C. Knight, John L. Belletire, George Pettit

Research output: Contribution to journalArticle

Abstract

Oxygenation of the 14α-methyl group in 3β-acetoxy-7α- hydroxy-14α-methyl-5α-cholestane has been achieved by reaction with lead tetra-acetate. Cleavage of the resulting 7α,32-epoxide with pyridine hydrochloride in refluxing acetic anhydride gave 3β-acetoxy-14α- acetoxymethyl-5α-cholest-7-ene, while chromium trioxide in acetic acid afforded the lactol derived from 3β-acetoxy-7-oxo-5α-cholestane- 14α-carboxylic acid.

Original languageEnglish (US)
Pages (from-to)2427-2432
Number of pages6
JournalJournal of the Chemical Society C: Organic Chemistry
DOIs
StatePublished - Dec 1 1967

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ASJC Scopus subject areas

  • Organic Chemistry

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