23820-62-4

Upstream product

• 75415-39-3 cholesta-1,4,9⁽¹¹⁾-trien-3-one 
• 75415-38-2 5α-cholest-9(11)-en-3-one 
• 75415-41-7 3α-hydroxycholesta-5,9(11)-diene 
• 26358-65-6 5α-cholestane-3β,6β-diol 6-acetate 
• 601-57-0 Cholest-4-en-3-one 
• 75415-43-9 cholest-9(11)-ene-3α,6β-diol 
• 75415-42-8 3-Iodo-benzoic acid (3R,5S,6R,8S,9S,10R,13R,14S,17R)-6-acetoxy-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester 
• 75415-44-0 Benzoic acid (3R,5S,6R,8S,10S,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-6-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,10,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester 
• 75415-45-1 Benzoic acid (3R,8S,10S,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,10,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl ester 

Downstream Products

• 75415-53-1 (1R,3aS,4S,7aR)-1-((R)-1,5-Dimethyl-hexyl)-7a-methyl-4-(2-o-tolyl-ethyl)-octahydro-indene 
• 75477-04-2 (1R,3aS,4S,7aR)-1-((R)-1,5-Dimethyl-hexyl)-7a-methyl-4-((E)-2-o-tolyl-vinyl)-octahydro-indene 
• 75415-49-5 9,10-seco-1,3,5⁽¹⁰⁾-cholestatrien-9-one 
• 75415-52-0 C₂₉H₄₆S₂ 

Relevant academic research and scientific papers

Facile synthesis of 5α-fluorocholestan-3-one from 4-cholesten-3-one via molecular fluorine addition and reductive defluorination

A facile synthesis of 5α-fluorocholestan-3-one from 4-cholesten-3-one has been accomplished. Direct fluorination of the enone by molecular fluorine gave the cis-vicinal difluoride. Treatment of this adduct with triphenyltin hydride in the presence of azobisisobutyronitrile afforded the title compound.

Syntheses of 11β-fluorocholestan-3-one derivatives

The stereoselective syntheses of 11β-fluorocholestan-3-one 4 are described starting from enone 1. During this process, hitherto unreported fluoro derivatives 5, 6 of cholestan-3-one have been synthesized. The enones 1, 2 and 3 on treatment with 'FBr' generated in situ from polypyridiniumhydrogenfluoride (PPHF) and N-bromosuccinimide (NBS) followed by tri-n-butyltinhydride give 11β-fluorocholestan-3-one derivatives 5, 6 and 4, respectively. The survival of C-F bond during hydrogenation of 6 in the presence of Wilkinson's catalyst is a significant advantage of this methodology.