Tetrahedron p. 585 - 596 (1974)
Update date:2022-08-03
Topics:
Zietz
Spiteller
Mass spectrometric degradation reactions of steroids with hydroxy groups in positions 12 and 17β depend on the configuration of the C-12 hydroxy group. In compounds with a 12α-hydroxy group, this group and the hydrogen in position 17α is eliminated as H2O. This reaction is followed by loss of a methyl radical. In the isomers with a 12β-hydroxy group this reaction is not possible. Here the loss of carbon 15-17 dominates the production of an ion by loss of two molecules of water. Key ions of mass 97 as well as M-44 and M-74 ions are produced by 17 keto steroids with a hydroxy group in position 12. If the rings A and B are cis-connected less specific degradation reactions are observed.
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