73389-49-8Relevant academic research and scientific papers
Inhibitors of sterol synthesis. Synthesis and spectral properties of 3β-hydroxy-5α-cholestan-15-one and its 14β-epimer and their effects on 3-hydroxy-3-methylglutaryl coenzyme A reductase activity
Siddiqui,Wilson,Parish,Gerst,Pinkerton,Schroepfer Jr.
, p. 1 - 15 (2007/10/02)
3β-Hydroxy-5α-cholestan-15-one (2a) and its 14β-epimer 2b were prepared from 3β-acetoxy-5α-cholest-8(14)-ene (3). Hydroboration of 3 at 45-50°C gave a mixture of 5α,14α-cholestane-3β,15α-diol and 5α,14β-cholestane-3β,15β-diol, which were separated on sili
Sterols in Marine Invertebrates. 32. Isolation of 3β-(Hydroxymethyl)-A-nor-5α-cholest-15-ene, the First Naturally Occurring Sterol with a 15-16 Double Bond
Eggersdorfer, Manfred L.,Kokke, W. C. M. C.,Crandell, Christopher W.,Hochlowski, Jill E.,Djerassi, Carl
, p. 5304 - 5309 (2007/10/02)
A new A-nor sterol, 3β-(hydroxymethyl)-A-nor-5α-cholest-15-ene, with an unusual unsaturation in the Δ15 position has been found in the Pacific sponge Homaxinella trachys together with ten other A-nor sterols.The structure was elucidated by 360-MHz 1H NMR, 13C NMR, and mass spectral analysis as well as by chemical interconversion and comparision with synthetic 5α-cholest-15-en-3β-ol. 13C NMR spectra of the title compound and of various 3β-(hydroxymethyl)-A-nor-5α-cholestanes were assigned as an aid in future structure elucidation of this class of sterols.
