186961-03-5

Basic information

• Product Name: (5,5-Dimethyl-2-methylsulfanyl-cyclopent-2-enyloxymethyl)-benzene
• Synonyms: (5,5-Dimethyl-2-methylsulfanyl-cyclopent-2-enyloxymethyl)-benzene
• CAS NO: 186961-03-5
• Molecular Weight: 248.389
• Mol File: 186961-03-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (5,5-Dimethyl-2-methylsulfanyl-cyclopent-2-enyloxymethyl)-benzene(CAS DataBase Reference)
• NIST Chemistry Reference: (5,5-Dimethyl-2-methylsulfanyl-cyclopent-2-enyloxymethyl)-benzene(186961-03-5)
• EPA Substance Registry System: (5,5-Dimethyl-2-methylsulfanyl-cyclopent-2-enyloxymethyl)-benzene(186961-03-5)

Safety Data

• Hazardous Substances Data: 186961-03-5(Hazardous Substances Data)

Upstream product

• 186960-93-0 5,5-Diethoxy-3,3-dimethyl-1-methylsulfanyl-pentan-2-one 
• 18240-74-9 2,2-dimethyl-4,4-diethoxybutyronitrile 
• 100-39-0 benzyl bromide 
• 186960-95-2 5,5-dimethyl-2-(methylthio)-2-cyclopenten-1-ol 

Relevant articles and documents

Highly efficient method for coriolin synthesis

Formal total synthesis of coriolin has been accomplished on the basis of a [3+2] cycloaddition reaction of a vinylsulfide with 3-(methylthio)-2-siloxyallyl cation. A five-membered vinylsulfide as a C ring unit was prepared in five steps from commercially available compounds. The first [3+2] cycloaddition reaction gave the BC ring intermediate, which was then converted into a bicyclic vinylsulfide in three steps. The construction of the A ring by the second [3+2] cycloaddition reaction followed by two-step-conversion afforded the tricyclic enone (30% overall yield from isobutyronitrile) which has previously been synthesized and converted into coriolin.