Collect. Czech. Chem. Commun.
2001, 66, 1529-1544
https://doi.org/10.1135/cccc20011529
Simple NMR Determination of 5α/5β Configuration of 3-Oxosteroids
Hana Chodounská, Miloš Buděšínský, Romana Šídová, Miroslav Šíša, Alexander Kasal and Ladislav Kohout*
Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, 166 10 Prague 6, Czech Republic
Abstract
A simple method to distinguish the 5α- from the 5β-isomers of 3-oxosteroids based on low-frequency 1H NMR spectra was proposed. Additional 1H and 13C NMR characteristics were derived from the comparison of completely assigned spectra of the 5α- and 5β-isomers. The effect of substitution at different positions of steroid skeleton was evaluated on a series of isomeric 3-oxosteroids, prepared for this purpose.
Keywords: Steroids; Ketones; Cyclohexanes; 3-Oxosteroids; 5α- and 5β-configuration; NMR spectroscopy; Absolute configuration.
References: 24 live references.
