Mass spectrometry of steroid systems
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
Unable to display preview. Download preview PDF.
- 1.H. Budzikiewicz, C. Djerassi, and D. H. Williams, Structure Elucidation of Natural Products by Mass Spectrometry, Holden-Day, Inc., San Francisco, 1, 2, 1964.Google Scholar
- 5.N. S. Vul'fson, I. V. Torgov, V. I. Zaretskii, V. N. Leonov, S. N. Ananchenko, and V. G. Zaikin, Izv. AN SSSR, ser. khim., 184, 1964.Google Scholar
- 7.K. Biemann, Mass Spectrometry, McGraw-Hill Book Co., Inc., New York, 147, 1962.Google Scholar