Tetrahedron

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

GR Pettit, P Hofer, WJ Bowyer, TR Kasturi, RC Bansal…

Index: Pettit,G.R. Tetrahedron, 1963 , vol. 19, p. 1143 - 1152

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Citation Number: 4

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.