84056-77-9

Basic information

• Product Name: (E)-(S)-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-ethyl-5-phenylsulfanyl-octa-3,5-dien-2-ol
• Synonyms: (E)-(S)-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-ethyl-5-phenylsulfanyl-octa-3,5-dien-2-ol
• CAS NO: 84056-77-9
• Molecular Weight: 618.965
• Mol File: 84056-77-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (E)-(S)-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-ethyl-5-phenylsulfanyl-octa-3,5-dien-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-(S)-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-ethyl-5-phenylsulfanyl-octa-3,5-dien-2-ol(84056-77-9)
• EPA Substance Registry System: (E)-(S)-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-ethyl-5-phenylsulfanyl-octa-3,5-dien-2-ol(84056-77-9)

Safety Data

• Hazardous Substances Data: 84056-77-9(Hazardous Substances Data)

Upstream product

• 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 
• 96-22-0 pentan-3-one 
• 79409-72-6 (Z)-(S)-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 
• 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 
• 78905-13-2 phenyl 1-(trimethylsilyl)prop-2-en-1-yl sulfide 

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.