Intramolecular Hydrogen Bond in Steroid 5-Hydroxy-6-Ketones and 5-Hydroxy-6-Ketoximes of the Stigmastane Series

Author: Garbuz N.I.   Solovei L.P.   Kovganko N.V.   Chernov Y.G.  

Publisher: Springer Publishing Company

ISSN: 0021-9037

Source: Journal of Applied Spectroscopy, Vol.69, Iss.1, 2002-01, pp. : 58-61

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Abstract

The intramolecular hydrogen bond in steroid 5-hydroxy-6-ketones and 5-hydroxy-6-ketoximes of the stigmastane series has been investigated by the method of IR spectroscopy. It is shown that 5β-hydroxy groups in cis-A/B-steroids are linked by the intramolecular hydrogen bond with polar substituents at C_3 and C_6. These hydrogen bonds are lacking in corresponding trans-A/B-steroids. According to the IR spectra, intramolecular associates of polymer type are formed in 5-hydroxy-6-hydroxyminosteroids.