111300-80-2Relevant articles and documents
The Synthesis of some Cholesterol Derivatives as Probes for Mechanisms of Chlolesterol Metabolism
Brown, Linda,Lyall, William J. S.,Suckling, Colin J.,Suckling, Keith E.
, p. 595 - 600 (2007/10/02)
The syntheses of a series of cyclopropacholestanes, difluorocholestanes, and a ring B azacholestenone are described.Cyclopropacholestane-3,7-diols and their oxo derivatives were prepared from 3β-acetoxy-5α-cholest-5-en-7-one and a new route to 5α,6α-cyclopropacholestan-3β-ol was developed. 7,7-and 6,6-difluorocholestan-3-ols were obtained from fluorination of the acetoxy ketone precursors with sulphur tetrafluoride. 3β-Hydroxy-6-azacholest-4-en-7-one was prepared via the 3β-acetate by ozonolysis and ammonolysis of 3β-acetoxy-5α-cholest-4-en-7-one.The products have been used to study the mechanism of oxidation of cholest-5-en-3β-ol by its 7α-hydroxylase.