104527-35-7

Upstream product

• 72517-40-9 3β-chloro-5-hydroxy-5α-cholestan-6-one 
• 6580-09-2 3β-acetoxy-5α-hydroxycholestan-6-one 
• 14993-76-1 3β-acetoxy-6-oxa-7a-homocholest-4-en-7-one 
• 219579-69-8 3-α-azido-B-homo-6-oxa-4,5-cholesten-7-one 
• 604-35-3 Cholesteryl acetate 
• 10473-42-4 3β-acetoxy-5-oxo-5,6-seco-cholestan-6-oic acid 
• 104596-45-4 3β-acetoxy-cholest-4-en-6-one 

Downstream Products

• 14772-40-8 methyl 5-oxo-5,6-secocholest-3-en-6-oate 
• 143488-96-4 methyl 3-methoxy-5-oxo-5,6-secocholestan-6-oate 

Relevant academic research and scientific papers

Syntheses and biological activities of a novel group of steroidal derived inhibitors for human Cdc25A protein phosphatase

Silica gel supported pyrolysis of an azido-homo-oxa steroid led to rearrangement, presumably by a mechanism similar to that of solution phase Schmidt fragmentation, to produce a group of novel inhibitors for the oncogenic cell cycle regulator Cdc25A phosp

Epoxidation and Baeyer-Villiger Oxidation of γ-Hydroxy-αβ-unsaturated Ketones on Exposure to m-Chloroperbenzoic Acid

Treatment of 3β- and 3α-hydroxy-(acetoxy-)cholest-4-en-6-one and of 6β- and 6α-hydroxy-(acetoxy-)cholest-4-en-3-one with MCPBA gives two types of product, depending on the initial site of the peroxy acid attack.Attack at the carbonyl group gives a Baeyer-Villiger rearrangement leading first to enol lactones and then by epoxidation of the latter to epoxy lactones.Alternatively, attack at the double bond gives epoxy ketones which can subsequently undergo a Baeyer-Villiger rearrangement leading to epoxy lactones.With one exception (3α-hydroxycholest-4-en-6-one), the Baeyer-Villiger oxidation of the enone is the dominant process.Epoxidation of the double bond is suppressed in the presence of an axial 3α- or 6β-acetoxy group.

Peracid Oxidation of Some 5α-Substituted 6-Ketosteroids

The oxidation of 3β-acetoxy-5α-hydrocholestan-6-one (I), its 3β-chloro (II) analogue and 3β-acetoxy-5α-bromostigmastan-6-one (III) with perbenzoic acid, in the presence of p-toluenesulphonic acid as a catalyst gives 3β-acetoxy-5α-hydroxy-7-oxa-B-homochoelstan-6-one (IV), 5-oxo-5,6-secocholest-3-en-6-oic acid (V), 3β-chloro-7-oxa-B-homocholest-4-en-6-one (VI), 3β-hydroxy-5α-bromostigmastan-6-One (VII) and 5α-bromo-6-oxa-B-homostigmastane-3,7-dione (VIII), respectively.The structures of the products have been established by their spectral data, chemical transformations and by comparison with authentic samples.