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3 C‐NMR‐Untersuchungen an Steroiden, III. Sterische Effekte von 2,3‐substituierten Cholestanderivaten und deren Anwendung zur Konfigurationsbestimmung

1978; Wiley; Volume: 320; Issue: 3 Linguagem: Inglês

10.1002/prac.19783200304

0021-8383

G. Engelhardt, D. Zeigan, Bruno Schönecker,

Estrogen and related hormone effects

13 C‐N.M.R‐Investigations of Steroids. III. Steric Effects of 2,3 Substituted Cholestane Derivatives and their Application for the Configurational Analysis The steric effects on 13 C chemical shifts and their use for the determination of the substituent configuration of 5α and 5β‐cholestane (cholestane and coprostane), their 3‐OH derivatives and some 2‐mono‐ and 2,3‐disubstituted cholestanes are investigated. Because the substituent effect of the C 8 H 17 group at C‐17 of cholestane and coprostane is very small for the carbon atoms of the rings A and B of the steroid skeleton, the discussed results are useful also for androstane derivatives with and without substitutions at the ring D.