88904-71-6

Basic information

• Product Name: (3E,5E)-2-[(3S,8S,9S,10R,13S,14S,17S)-10,13-Dimethyl-3-(tetrahydro-pyran-2-yloxy)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-(4-methoxy-phenyl)-5-phenylsulfanyl-hexa-3,5-dien-2-ol
• CAS NO: 88904-71-6
• Molecular Weight: 668.981
• Mol File: 88904-71-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (3E,5E)-2-[(3S,8S,9S,10R,13S,14S,17S)-10,13-Dimethyl-3-(tetrahydro-pyran-2-yloxy)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-(4-methoxy-phenyl)-5-phenylsulfanyl-hexa-3,5-dien-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (3E,5E)-2-[(3S,8S,9S,10R,13S,14S,17S)-10,13-Dimethyl-3-(tetrahydro-pyran-2-yloxy)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-(4-methoxy-phenyl)-5-phenylsulfanyl-hexa-3,5-dien-2-ol(88904-71-6)
• EPA Substance Registry System: (3E,5E)-2-[(3S,8S,9S,10R,13S,14S,17S)-10,13-Dimethyl-3-(tetrahydro-pyran-2-yloxy)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-(4-methoxy-phenyl)-5-phenylsulfanyl-hexa-3,5-dien-2-ol(88904-71-6)

Safety Data

• Hazardous Substances Data: 88904-71-6(Hazardous Substances Data)

Upstream product

• 78905-13-2 phenyl 1-(trimethylsilyl)prop-2-en-1-yl sulfide 
• 35961-41-2 1-((3S,10R,13S,17S)-10,13-dimethyl-3-((tetrahydro-2H-pyran-2-yl)oxy)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethanone 
• 123-11-5 4-methoxy-benzaldehyde 
• 88930-42-1 (Z)-2-[(3S,8S,9S,10R,13S,14S,17S)-10,13-Dimethyl-3-(tetrahydro-pyran-2-yloxy)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-5-phenylsulfanyl-5-trimethylsilanyl-pent-4-en-2-ol 

Relevant articles and documents

Dienol Rearrangements Catalyzed by Nickel Chloride

The rearrangement of dienols R2C(OH)CH=CHC(X)=CR2 which possess a nonterminal, arylthio or alkylthio substituent was effected by using nickel chloride in aqueous tert-butyl alcohol at 60 deg C to furnish the vicinally substituded dienol R2C=CHCH=C(X)CR2(OH).Application of this rearrangement to 24-(methylthio)cholesta-5,22,24-trien-20-ol provided 24-(methylthio)cholesta-5,20(22),23-trien-25-ol and formed the basis for a new, five-step synthesis of (20R)-25-hydroxycholesterol from pregnenolone tetrahydropyranyl ether.The rearrangement process appeared to be driven by the relief of unfavorable steric interactions between the quaternary C-13 and C-20 centers in steroids and influenced by the nature of the nickel(II) catalyst.The sulfur-containing substituent was not a prerequisite for the rearrangement since the desulfurized dienols underwent an analogous rearrangement.Preparation of these desulfurized dienols involved the use of a Raney nickel catalyst deactivated by heating in decalin.This catalyst selectively desulfurized vinyl thioethers to olefins.