442631-46-1

Basic information

• Product Name: Carbonic acid benzyl ester (3S,8R,9S,10R,13S,14S,17S)-3-(tert-butyl-dimethyl-silanyloxy)-10,13-dimethyl-17-(1-methyl-2,2-bis-phenylsulfanyl-ethyl)-16-oxo-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester
• Synonyms: Carbonic acid benzyl ester (3S,8R,9S,10R,13S,14S,17S)-3-(tert-butyl-dimethyl-silanyloxy)-10,13-dimethyl-17-(1-methyl-2,2-bis-phenylsulfanyl-ethyl)-16-oxo-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester
• CAS NO: 442631-46-1
• Molecular Weight: 811.235
• Mol File: 442631-46-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Carbonic acid benzyl ester (3S,8R,9S,10R,13S,14S,17S)-3-(tert-butyl-dimethyl-silanyloxy)-10,13-dimethyl-17-(1-methyl-2,2-bis-phenylsulfanyl-ethyl)-16-oxo-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbonic acid benzyl ester (3S,8R,9S,10R,13S,14S,17S)-3-(tert-butyl-dimethyl-silanyloxy)-10,13-dimethyl-17-(1-methyl-2,2-bis-phenylsulfanyl-ethyl)-16-oxo-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester(442631-46-1)
• EPA Substance Registry System: Carbonic acid benzyl ester (3S,8R,9S,10R,13S,14S,17S)-3-(tert-butyl-dimethyl-silanyloxy)-10,13-dimethyl-17-(1-methyl-2,2-bis-phenylsulfanyl-ethyl)-16-oxo-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester(442631-46-1)

Safety Data

• Hazardous Substances Data: 442631-46-1(Hazardous Substances Data)

Upstream product

• 2144-45-8 dibenzyl peroxydicarbonate 
• 13307-76-1 [bis(phenylthio)methyl]lithium 
• 505093-51-6 (3S,8R,9S,10R,13S,14S)-3-(tert-Butyl-dimethyl-silanyloxy)-17-eth-(E)-ylidene-10,13-dimethyl-1,2,3,4,7,8,9,10,11,12,13,14,15,17-tetradecahydro-cyclopenta[a]phenanthren-16-one 
• 974-23-2 3β-hydroxy-16α,17α-epoxypregn-5-en-20-one 
• 285554-48-5 3β-{[tert-butyl(dimethyl)silyl]oxy}-16α,17α-epoxypregn-5-en-20-one 
• 505093-50-5 (3S,8R,9S,10R,13S,14S,16R)-3-(tert-Butyl-dimethyl-silanyloxy)-17-eth-(E)-ylidene-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-16-ol 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 442631-47-2 (3S,8R,9S,10R,13S,14S,17S)-3-(tert-Butyl-dimethyl-silanyloxy)-17-hydroxy-10,13-dimethyl-17-(1-methyl-2,2-bis-phenylsulfanyl-ethyl)-1,2,3,4,7,8,9,10,11,12,13,14,15,17-tetradecahydro-cyclopenta[a]phenanthren-16-one 

Relevant articles and documents

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The highly potent anticancer natural saponin OSW-1 has been successfully synthesized from commercially available 5-androsten-3β-ol-17-one 79 in 10 operations with 28% overall yield. The key steps in the total synthesis included a highly regio- and stereoselective selenium dioxide-mediated allylic oxidation of 80 and a highly stereoselective 1,4-addition of α-alkoxy vinyl cuprates 68 to steroid 17(20)-en-16-one 12E to introduce the steroid side chain. This total synthesis demonstrated once again the versatile synthetic applications of α-halo vinyl ether chemistry developed in our laboratories.