Steroids and related natural products-XVII. Conversion of lanosterol to 14α-methyl steroids

G. R. Pettit, P. Hofer, W. J. Bowyer, T. R. Kasturi, R. C. Bansal, R. E. Kadunce, B. Green

Research output: Contribution to journalArticle

10 Scopus citations

Abstract

The possibility of abnormal steroid biosyntheses leading to in vivo formation of certain 14α-methyl steroids was discussed. In order to further evaluate this proposal, preparation of 14α-methyl steroids related to the androgenic hormones was undertaken. Initially, a thirteen-step degradation sequence was developed for converting isocholesterol (crude lanosterol) to 3-oxo-17β-hydroxy-4,4,14α-trimethyl-5α-androstane.

Original languageEnglish (US)
Pages (from-to)1143-1152
Number of pages10
JournalTetrahedron
Volume19
Issue number7
DOIs
StatePublished - 1963
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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    Pettit, G. R., Hofer, P., Bowyer, W. J., Kasturi, T. R., Bansal, R. C., Kadunce, R. E., & Green, B. (1963). Steroids and related natural products-XVII. Conversion of lanosterol to 14α-methyl steroids. Tetrahedron, 19(7), 1143-1152. https://doi.org/10.1016/S0040-4020(01)98573-4