117439-12-0

Basic information

• Product Name: C₄₇H₆₈O₅SSi
• CAS NO: 117439-12-0
• Molecular Weight: 773.205
• Mol File: 117439-12-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: C₄₇H₆₈O₅SSi(CAS DataBase Reference)
• NIST Chemistry Reference: C₄₇H₆₈O₅SSi(117439-12-0)
• EPA Substance Registry System: C₄₇H₆₈O₅SSi(117439-12-0)

Safety Data

• Hazardous Substances Data: 117439-12-0(Hazardous Substances Data)

Upstream product

• 117439-11-9 (3β,5α,15α,24R,S)-24-<(tert-Butyldimethylsilyl)oxy>-cholest-8-ene-3,15-diol 3-benzoate 
• 1005-56-7 phenylcarbonochloridothioate 

Downstream Products

• 117151-67-4 (3β,5α,24R,S)-24-<(tert-Butyldimethylsilyl)oxy>cholest-8-en-3-ol benzoate 
• 516-86-9 fecosterol 
• 36099-90-8 (3β,5α)-3-(Benzoyloxy)ergost-8-en-24-one 
• 117151-68-5 (3β,5α,24R,S)-Cholest-8-ene-3,24-diol 3-benzoate 
• 117168-35-1 Benzoic acid (3S,5S,10S,13R,14R,17R)-17-((E)-(R)-1,5-dimethyl-hex-3-enyl)-10,13-dimethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester 
• 128-33-6 zymosterol 
• 117168-33-9 (3β,5α)-Cholesta-8,24-dien-3-ol benzoate 

Relevant articles and documents

Synthesis of zymosterol, fecosterol, and related biosynthetic sterol intermediates

The first syntheses of sterol biosynthetic intermediates zymosterol(4), 4,4-dimethylzymosterol(5), cholesta-8,14,24-trien-3β-ol(6), the 4,4-dimethyl analogue 7, and fecosterol (8) are described in detail. Multigram quantities of key intermediates 16 and 17 were efficiently prepared from known enones 20 and 21 (eight steps, 35% overall yield). Novel entry into Δ8-sterols was achieved through regiospecific hydroboration/deoxygenation of the 8,14-diene systems. Sterols containing Δ24- or Δ(24(28))-olefins were obtained from C24-hydroxy intermediates either via dehydration using bis[α,α-bis(trifluoromethyl)benzenemethanolato]diphenylsulfur in CH2Cl2 or via Swern oxidation/Wittig olefination, respectively. In this way, 16 and 17 were converted to the desired Δ8,24-, Δ8,14,24-, and Δ(8,24(28))-sterols with high regiocontrol.