134357-69-0

Basic information

• Product Name: (+)-(1S,2R)-trans-2-phenylcyclohexyl (R)-p-toluenesulfinate
• CAS NO: 134357-69-0
• Molecular Weight: 314.448
• Mol File: 134357-69-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (+)-(1S,2R)-trans-2-phenylcyclohexyl (R)-p-toluenesulfinate(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-(1S,2R)-trans-2-phenylcyclohexyl (R)-p-toluenesulfinate(134357-69-0)
• EPA Substance Registry System: (+)-(1S,2R)-trans-2-phenylcyclohexyl (R)-p-toluenesulfinate(134357-69-0)

Safety Data

• Hazardous Substances Data: 134357-69-0(Hazardous Substances Data)

Upstream product

• 824-79-3 sodium 4-methylbenzenesulfinate 
• 106-38-7 para-bromotoluene 
• 10439-23-3 4-methylbenzenesulfinyl chloride 
• 34281-92-0 (1S,2R)-trans-2-phenyl-1-cyclohexanol 

Relevant articles and documents

Asymmetric Synthesis of Chiral Sulfinate Esters and Sulfoxides. Synthesis of Sulforaphane

Reaction of the chiral auxiliary trans-2-phenylcyclohexanol (1) with thionyl chloride afforded a nearly equal mixture of two diastereomeric chlorosulfite esters (6).Treatment of this mixture with an equivalent amount of a dialkylzinc reagent (Me, Et, i-Pr) afforded high levels of conversion of both chlorosulfite esters to (mainly) a single diastereomer of the sulfinate ester (7).Levels of absolute stereochemical induction ranged from 10:1 to 96:4 under conditions affording high chemical yields.The method was employed for the separate synthesis of both enantiomers of sulforaphane (13).