Steroids

Synthesis and 13C-NMR analysis of 5α-and 5β-cholestane-3, 6-dione

JBPA Wijnberg, A de Groot

Index: Wijnberg, Joannes B. P. A.; Groot, Aede de Steroids, 1989 , vol. 54, # 3 p. 333 - 344

Full Text: HTML

Citation Number: 5

Abstract

Abstract Starting from cholesterol a simple and efficient synthesis of 5α-cholestane-3, 6- dione and 5β-cholestane-3, 6-dione is described. The 13 C shielding data of C-7, C-9, and C-19 in both isomers can be used in the determination of the stereochemistry at C-5 of these compounds. The combination of 13 C NMR spectroscopy and the simple synthesis of both isomers offers good opportunities for the determination of the stereochemistry at C-5 of 3, ...