128385-67-1

Basic information

• Product Name: (1R,4S,5S)-4,6,6-Trimethyl-3-phenylsulfanyl-4-vinyl-bicyclo[3.1.1]heptan-2-one
• CAS NO: 128385-67-1
• Molecular Weight: 286.438
• Mol File: 128385-67-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1R,4S,5S)-4,6,6-Trimethyl-3-phenylsulfanyl-4-vinyl-bicyclo[3.1.1]heptan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,4S,5S)-4,6,6-Trimethyl-3-phenylsulfanyl-4-vinyl-bicyclo[3.1.1]heptan-2-one(128385-67-1)
• EPA Substance Registry System: (1R,4S,5S)-4,6,6-Trimethyl-3-phenylsulfanyl-4-vinyl-bicyclo[3.1.1]heptan-2-one(128385-67-1)

Safety Data

• Hazardous Substances Data: 128385-67-1(Hazardous Substances Data)

Upstream product

• 128261-63-2 (1R,5S)-3-phenylsulfenyl-6,6-dimethylbicyclo<2.2.1>heptanone 
• 128261-65-4 (1R,3RS,4S,5R)-4,6,6-Trimethyl-3-(phenylthio)bicyclo<3.1.1>heptan-2-one 
• 128261-64-3 (1R,5R)-6,6-Dimethyl-3-(phenylthio)bicyclo<3.1.1>hept-3-en-2-one 
• 1826-67-1 vinyl magnesium bromide 
• 128261-66-5 (1R,5S)-4,6,6-trimethyl-3-(phenylthio)bicyclo<3.1.1>hept-3-en-2-one 

Relevant articles and documents

A Key Intermediate for the Chiral Synthesis of Elemanoids. Synthesis of (+)-β-Elemenone

(1R,5S)-3-Phenylsulfenyl-6,6-dimethylbicycloheptanone obtained from (+)-nopinone was transformed into (1R,4S,5S)-4-methyl-4-vinylbicycloheptan-2-one, whose cyclobutane ring was cleaved with BF3*EtO2-Zn(OAc)2 in acetic anhydride to provide (4S,5S)-1-acetoxy-4-isopropenyl-5-methyl-5-vinyl-1-cyclohexene (5), the key intermediate, in a highly regio- and stereoselective manner.Regioselective introduction of a three-carbon unit to 5 with acetone followed by dehydration yielded (+)-β-elemenone.