Assignment by 13-C-NMR spectroscopy of configuration at C-5 in 17 alpha-ethylestran-17 beta-ol, an impurity in the anabolic steroid ethylestrenol

R Deslauriers; F Hasan; B A Lodge; I C Smith

doi:10.1002/jps.2600670849

Assignment by 13-C-NMR spectroscopy of configuration at C-5 in 17 alpha-ethylestran-17 beta-ol, an impurity in the anabolic steroid ethylestrenol

J Pharm Sci. 1978 Aug;67(8):1187-9. doi: 10.1002/jps.2600670849.

Authors

R Deslauriers, F Hasan, B A Lodge, I C Smith

PMID: 671267
DOI: 10.1002/jps.2600670849

Abstract

The stereochemistry at C-5 in 17 alpha-ethylestran-17 beta-ol, found as an impurity in ethylesterenol, was assigned by 13C-NMR spectroscopy. The hydrogen atom attached to C-5 is in the alpha-configuration. Resonance assignments were confirmed by partial deuteration, off-resonance 13C-(1H)-decoupling, and comparison with model compounds.

MeSH terms

Carbon Isotopes
Chromatography, Gas
Drug Contamination
Ethylestrenol / analogs & derivatives*
Ethylestrenol / analysis
Ethylestrenol / chemical synthesis
Magnetic Resonance Spectroscopy
Molecular Conformation

Substances

Carbon Isotopes
17 alpha-ethylestran-17 beta-ol
Ethylestrenol