Separation and Configuration ofSynandAntiIsomers of Testosterone Oxime

Abstract
The syn and anti isomers of testosterone oxime, prepared with hydroxylamine hydrochloride in pyridine were separated on sulfoethyl Sephadex LH-20 in methanol. The predominant isomer had the highest mobility on the cation exchanger and the longest retention time when analyzed as the trimethylsilyl ether derivative on a glass capillary column coated with SE-30. Proton NMR spectra showed that the major isomer had a 4-anti and the minor isomer a 4-syn configuration.

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