Steroids. Part 32. Configurational analysis of 16-methyltestosterone derivatives

Abstract

The four possible isomers of 16-methylandrost-5-ene-3β,17-diol (1)–(4) have been converted into the corresponding 17-hydroxy-16-methylandrost-4-en-3-ones (5)–(8). The steric structures of the resulting epimers have been determined by ¹³C and ¹H n.m.r. spectroscopy; thereby the exact configurational correlation of several 17-hydroxy-16-methylandrost-4-en-3-ones, reported in the literature, have been established.