75868-82-5Relevant academic research and scientific papers
BAEYER-VILLIGER OXIDATION OF 3-β-CHLOROCHOLEST-5-EN-7-ONE
Shafiullah,Khan, E. A.
, p. 329 - 332 (2007/10/02)
Oxidation of 3β-chlorocholest-5-en-7-one (1) with perbenzoic acid (1 or 2 mole equivalents) in the presence of p-toluenesulfonic acid monohydrate as catalyst afforded 3β-chloro-5,6-α-oxido-5α-cholestan-7-one (2), 3β-chloro-7a-oxa-B-homocholest-5-en-7-one (3), 3β-chloro-5-formyl-6-oxa-5α-cholestan-7-one (4) and 3β-chloro-5-oxo-5,7-seco-6-norcholestan-7-oic acid (5).With 3 mole equivalents, 1 provided, in addition to 2-5, 5-oxo-5,7-seco-6-norcholest-3-en-7-oic acid (6).The seco-acids 5 and 6 were converted to the methyl esters (7) and (8).The structures of the compounds have been established on the basis of their spectral properties, chemical transformations and comparison with authentic samples.
