189766-18-5

Basic information

• Product Name: 2,5-Cyclohexadiene-1,4-dione, 3-methoxy-2-methyl-5-[(4-methylphenyl)sulfinyl]-, (S)-
• CAS NO: 189766-18-5
• Molecular Formula: C15H14O4S
• Molecular Weight: 290.34
• Mol File: 189766-18-5.mol

Chemical Properties

• CAS DataBase Reference: 2,5-Cyclohexadiene-1,4-dione, 3-methoxy-2-methyl-5-[(4-methylphenyl)sulfinyl]-, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Cyclohexadiene-1,4-dione, 3-methoxy-2-methyl-5-[(4-methylphenyl)sulfinyl]-, (S)-(189766-18-5)
• EPA Substance Registry System: 2,5-Cyclohexadiene-1,4-dione, 3-methoxy-2-methyl-5-[(4-methylphenyl)sulfinyl]-, (S)-(189766-18-5)

Safety Data

• Hazardous Substances Data: 189766-18-5(Hazardous Substances Data)

Upstream product

• 613236-71-8 (S)-2,4-dimethoxy-3-methyl-6-p-tolylsulfinylphenol 
• 25576-97-0 2,3,6-trimethoxytoluene 
• 1517-82-4 (-)-menthyl p-toluenesulfinate 
• 135-77-3 1,2,4-trimethoxy-benzene 
• 351378-72-8 2,4-dimethoxy-3-methyl-6-bromo phenol 

Relevant articles and documents

An enantioselective double Diels-Alder approach to the tetracyclic framework of colombiasin A.

The complex tetracyclic carbon skeleton of colombiasin A is conveniently accessed through an enantioselective intermolecular Diels-Alder-sulfoxide elimination-intramolecular Diels-Alder (DA-E-IMDA) sequence.

ortho-Directed metallation in the regiocontrolled synthesis of enantiopure 2- and/or 3-substituted (S)S (p-tolylsulfinyl)-1,4-benzoquinones

Enantiomerically pure (S)S-(p-tolylsulfinyl)-1,4-benzoquinones with alkyl and methoxy substituents at C-2 and/or C-3 are synthesized by CAN oxidation of adequately substituted (S)S-(p-tolylsulfinyl)-1,4-dimethoxyaromatic precursors 2 or 3. These compounds were obtained by ortho-directed metallation or bromo-metal exchange from the corresponding p-methoxyanisoles in a highly regiocontrolled manner.