Mass spectrometry of steroid systems
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1. The mass spectra of epimeric tertiary alcohols of the D-homoestrane series and the acetates and 17a-trideuteromethyl analogs corresponding to them have been studied. A new approach to the determination of the configuration of tertiary steroid alcohols has been proposed in which the trideuteromethyl analogs of the epimeric alcohols are subjected to mass-spectrometric analysis. The presence in the mass spectrum of an epimer of a doublet of peaks M-H2O and M-DOH indicates the a-alkyl-e-OH configuration, while the presence in the spectrum of an intense M-H2O peak shows the presence of an axial OH group.
2. The mass spectra of the epimeric secondary alcohols of the pregnane series taken with the use of a system of introducing the sample into the ion source has been investigated. It has been shown that the mass spectra of alcohols containing an a-OH group in rings C and D differ markedly from the spectra of the e-OH epimers with respect to the ratio of the intensities of the peaks M-H2O and M+.
KeywordsMass Spectrum Hydroxyprogesterone Tertiary Alcohol Exocyclic Double Bond Pregnane Series
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