83685-71-6Relevant academic research and scientific papers
Synthesis of [D4]- and [D7]-4β- hydroxycholesterols for use in a novel drug-drug interaction assay
Turley, Wesley A.,Burrell, Richard C.,Bonacorsi Jr., Samuel J.,Goodenough, Angela K.,Onorato, Joelle M.
scheme or table, p. 61 - 65 (2012/06/30)
Cytochrome P450 3A (CYP3A) enzymes are involved in the metabolism of over half of today's prescription drugs. As a result, drugs metabolized by CYP3A have a risk of drug-drug interactions (DDIs). Recent studies have shown the potential to use 4β-hydroxych
Oxidation with selenium dioxide: The first report of solvent-selective steroidal aromatization, efficient access to 4β,7α-dihydroxy steroids, and syntheses of natural diaromatic ergosterols
Ghosh, Pranab,Das, Jayanta,Sarkar, Antara,Ng, Seik Weng,Tiekink, Edward R.T.
experimental part, p. 6485 - 6491 (2012/09/07)
Selenium dioxide oxidation of cholesterol reveals a solvent-dependent product selectivity and facile one-pot synthesis of three derivatives, including aromatic analogues of naturally occurring ergosterol. Efficient access to 4β,7α-dihydroxy cholesterol is
Stereochemistry of the Reduction of 3β-Benzoyloxycholest-5-en-4-one with Sodium Borohydride
Viger, Antoinette,Marquet, Andree,Barton, Derek H. R.,Motherwell, William B.,Zard, Samir Z.
, p. 1937 - 1940 (2007/10/02)
Reduction of 3β-benzoyloxycholest-5-en-4-one (3) with sodium borohydride under various conditions affords only minor amounts of 3β-benzoyloxycholest-5-en-4β-ol (2a).The major product is the 4α-isomer (6).Using sodium borodeuteride it has been shown that t
Lanthanoids in Organic Synthesis. 6. The Reduction of α-Enones by Sodium Borohydride in the Presence of Lanthanoid Chlorides: Synthetic and Mechanistic Aspects
Gemal, Andre L.,Luche, Jean-Louis
, p. 5454 - 5459 (2007/10/02)
Lanthanoid chlorides (LnCl3) are efficient catalysts for the regioselective 1,2-reduction of α-enones by NaBH4 in methanol solution.Optimal conditions of this reaction have been determined.A mechanistic interpretation depicting the role of the Ln3+ ions is given.The major effect of Ln3+ is the catalysis of BH4- decomposition by the hydroxylic solvent to afford alkoxyborohydrides, which may be responsible for the observed regioselectivity.The stereoselectivity of the process is also modified by the presence of the Ln3+ ions, in that axial attack of cyclohexanone systems is enhanced.
