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Digitale Medien

1H NMR and molecular mechanics studies of epimeric ethyl esters of 20(R, S)-hydroxy-23-norcholanoic acids (1991)

Maier, M. S. ; Seldes, A. M. ; Gros, E. G.

Chichester : Wiley-Blackwell

Organic Magnetic Resonance 29 (1991), S. 137-142

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ISSN: 0749-1581

Schlagwort(e): 20(R,S)-Hydroxy-23-norcholanoic acid derivatives ; 1H NMR ; Pyridine-induced shifts ; Molecular mechanics calculations ; Chemistry ; Analytical Chemistry and Spectroscopy

Quelle: Wiley InterScience Backfile Collection 1832-2000

Thema: Chemie und Pharmazie

Notizen: Proton chemical shifts for the C-18, C-21, —CO2CH2CH3 and —CO2CH2CH3 protons of epimeric ethyl esters of 20(R,S)-hydroxy-23-norcholanoic acids were measured in deuteriochloroform and pyridine-d5. The observed solvent shifts due to specific OH - pyridine hydrogen-bonded complexes allowed the quantification of the epimeric mixtures by analysis of the pyridine-d5 1H NMR spectra. The main features of the pyridine-induced shifts are rationalized in terms of the preferred conformations for the 20R- and 20S-epimers, which are predicted by molecular mechanics calculations.

Zusätzliches Material: 3 Ill.

Materialart: Digitale Medien

URL: http://dx.doi.org/10.1002/mrc.1260290208

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