79732-45-9

Upstream product

• 604-35-3 3-β-acetoxycholest-5-one 
• 31220-43-6 3β-Acetoxycholest-5-en-7-one oxime 
• 604-35-3 cholest-5-en-3β-yl acetate 
• 407-25-0 trifluoroacetic anhydride 
• 604-35-3 cholesteryl acetate 

Downstream Products

• 567-72-6 cholest-3,5-dien-7-one 
• 3839-09-6 3α-5-cyclo-5α-cholestan-6-one 
• 135705-63-4 7-oxo-3-(1'-carbethoxypropan-2'-one)-cholest-5-ene 

Relevant academic research and scientific papers

Efficient selective oxidation of organic substrates using pyridinum sulfonate halochromate under solvent-free conditions and microwave irradiation: Experimental and theoretical study

A convenient and rapid method has been developed for the selective oxidation of several types of alcohols to related carbonyl compounds under solvent-free conditions. In this study, the authors report the microwave-assisted selective oxidation of alcohols and a number of organic compounds with pyridinum sulfonate chlorochromate (PSCC) and pyridinum sulfonate fluorochromate (PSFC). The density functional theory calculations were made at B3LYP/6-31G* levels of theory and thermodynamic data supported the proposed mechanism involving formation of a halochromate ester, which showed that PSFC should be a more capable oxidant than PSCC. The oxidation products are easily obtained in short reaction time with good yields.

Allylic Oxidations Catalyzed by Dirhodium Catalysts under Aqueous Conditions

The present invention relates to compositions and methods for achieving the efficient allylic oxidation of organic molecules, especially olefins and steroids, under aqueous conditions. The invention concerns the use of dirhodium (II,II) “paddlewheel complexes, and in particular, dirhodium carboximate and tert-butyl hydroperoxide as catalysts for the reaction. The use of aqueous conditions is particularly advantageous in the allylic oxidation of 7-keto steroids, which could not be effectively oxidized using anhydrous methods, and in extending allylic oxidation to enamides and enol ethers.

Allylic and benzylic oxidation reactions with sodium chlorite

Various allylic and benzylic substrates were selectively oxidized to the corresponding enones in good yields using sodium chlorite, either in combination with tert-butyl hydroperoxide in stoichiometric conditions, or associated with N-hydroxyphthalimide as catalyst. These oxidation reactions were effectively and economically performed under mild, transition-metal free conditions and therefore the dual challenge of cost effectiveness and benign nature of the processes was met with.

Process for oxidation of steroidal compounds having allylic groups

The instant invention involves a process for oxidizing compounds containing an allylic group, i.e. those containing an allylic hydrogen or allylic alcohol group, to the corresponding enones, using a ruthenium-based catalyst in the presence of a hydroperoxide. Particularly, Δ-5-steroidal alkenes can be oxidized to the corresponding Δ-5-7-keto alkenes.

Syntheses of steroidal nitrimines and pyrazole-dioxides

3β-Acetoxycholest-5-en-7-one oxime (1), its 3β-chloro derivative (2) and cholest-5-en-7-one oxime (3) on treatment with fuming nitric acid afford nitrimines (4-6) and pyrazole-dioxides (7-9) along with ketones (10-12).The structures of these products have been established on the basis of their elemental analyses and spectral data.

EPOXIDATION WITH PYRIDINE-TRIFLUOROACETIC ANHYDRIDE-MOLECULAR OXYGEN AND ITS MECHANISTIC ASPECTS

Epoxidation of cholesteryl acetate (3) with pyridine-trifluoroacetic anhydride-molecular oxygen afforded bis(trifluoroacetate) (4), β-epoxide (5), α-epoxide (6), hydroxy trifluoroacetates A (7) and B (9), and enone (8).An oxidation mechanism proceeding via the hydroperoxide intermediate (A) is presented.