566-29-0Relevant academic research and scientific papers
BENZOTRIAZOLE-MEDIATED SELECTIVE CHROMIUM(VI) OXIDATIONS
Parish, Edward J.,Chitrakorn, Sarawanee
, p. 393 - 400 (2007/10/02)
Complexation of chromium trioxide with benzotriazole has been found to be an effective reagent for allylic oxidation.Pyridinium chlorochromate complexed with benzotriazole was found to selectively oxidize steroidal allylic alcohols in high yield.
A New Route to Steroid Ring-c Aromatization from 7-Oxygenated Steroids
Anastasia, Mario,Ciuffreda, Pierangela,Puppo, Marina Del,Fiecchi, Alberto
, p. 587 - 590 (2007/10/02)
3β-Acetoxy-5α-cholesta-8,14-dien-7β-ol (3), 3β-acetoxy-8α,9α-epoxy-5α-cholestan-7β-ol (6a), and 3β-acetoxy-8α,14α-epoxy-5α-cholestan-7β-ol (8a) have been aromatized with hydrochloric acid in ethanol to afford a 9:1 mixture of 12-methyl-18-nor-5α,17β(H)-cholesta-8,11,13-trien-3β-ol (4) and 12-methyl-18-nor-5α-cholesta-8,11,13-trien-3β-ol (5).By the same acidic treatment 3β-acetoxy-8α,9α-epoxy-5α-cholestan-7α-ol (6c) generates 3β-hydroxy-5α-cholest-8-en-7-one (7a), and 3β-acetoxy-8α,14α-epoxy-5α-cholestan-7α-ol (8c) affords 3β-hydroxy-5α-cholest-8(14)-en-7-one (9a) accompanied by the previously unobserved 3β-hydroxy-5α-cholest-8(14)-en-15-one (10a).
