170117-33-6

Basic information

• Product Name: 2,5-Cyclohexadien-1-one, 4-hydroxy-4-[[(R)-(4-methylphenyl)sulfinyl]methyl]-
• CAS NO: 170117-33-6
• Molecular Formula: C14H14O3S
• Molecular Weight: 262.329
• Mol File: 170117-33-6.mol

Chemical Properties

• CAS DataBase Reference: 2,5-Cyclohexadien-1-one, 4-hydroxy-4-[[(R)-(4-methylphenyl)sulfinyl]methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Cyclohexadien-1-one, 4-hydroxy-4-[[(R)-(4-methylphenyl)sulfinyl]methyl]-(170117-33-6)
• EPA Substance Registry System: 2,5-Cyclohexadien-1-one, 4-hydroxy-4-[[(R)-(4-methylphenyl)sulfinyl]methyl]-(170117-33-6)

Safety Data

• Hazardous Substances Data: 170117-33-6(Hazardous Substances Data)

Upstream product

• 1519-39-7 (R)-methyl p-tolyl sulfoxide 
• 935-50-2 4,4-dimethoxycyclohexa-2,5-dienone 
• 170117-32-5 [(S)R]-4-hydroxy-4-[(p-tolylsulfinyl)methyl]-2,5-cyclohexadienone dimethyl acetal 

Downstream Products

• 419569-87-2 [1SR,2RS,5SR,6RS,8SR,9RS,(S)R]-8-[(p-tolylsulfinyl)methyl]-3,7-dioxatetracyclo[6.4.0.0^2,6.0^5,9]dodecane-4,11-dione 
• 1132766-26-7 (4R,5R,R(S))-4-hydroxy-5-(2-thienyl)-4-[(p-tolylsulfinyl)methyl]-2-cyclohexenone 
• 1132766-28-9 (4R,5R,R(S))-4-hydroxy-5-(3-pyridyl)-4-[(p-tolylsulfinyl)methyl]-2-cyclohexenone 
• 1132766-27-8 (4R,5R,R(S))-4-hydroxy-5-(2-benzofuranyl)-4-[(p-tolylsulfinyl)methyl]-2-cyclohexenone 
• 1132766-19-8 (4R,5R,R(S))-4-hydroxy-5-(4-methoxyphenyl)-4-[(p-tolylsulfinyl)methyl]-2-cyclohexenone 
• 1132766-20-1 (4R,5R,R(S))-4-hydroxy-5-(3,4-methylenedioxyphenyl)-4-[(p-tolylsulfinyl)methyl]-2-cyclohexenone 
• 1132766-17-6 (4R,5R,R(S))-4-hydroxy-5-(4-methylphenyl)-4-[(p-tolylsulfinyl)methyl]-2-cyclohexenone 
• 1132766-16-5 (4R,5R,R(S))-4-hydroxy-5-(4-(trifluoromethyl)phenyl)-4-[(p-tolylsulfinyl)methyl]-2-cyclohexenone 
• 1132766-18-7 (4R,5R,R(S))-4-hydroxy-5-(4-(dimethylamino)phenyl)-4-[(p-tolylsulfinyl)methyl]-2-cyclohexenone 
• 1132766-09-6 (4R,5R,R(S))-4-hydroxy-5-phenyl-4-[(p-tolylsulfinyl)methyl]-2-cyclohexenone 

Relevant articles and documents

Enantioselective synthesis of natural polyoxygenated cyclohexanes and cyclohexenes from [(p-tolylsulfinyl)methyl]-p-quinols

Exploitation of the β-hydroxysulfoxide fragment present in a number of enantiomerically pure (SR)and (SS)-[(p-tolylsulfinyl)methyl]-pquinols allowed chemo- and stereocontrolled conjugate additions of different organoaluminium reagents to the cyclohexadien

Enantioselective synthesis of (+)- and (-)-dihydroepiepoformin and (+)-epiepoformin

(Chemical Equation Presented) The enantioselective synthesis of both enantiomers of dihydroepiepoformin (1) and (+)-epiepoformin (2) was achieved from (p-tolylsulfinyl)-methyl-p-quinols (SR)- or (SS)-3 and (4R,SR)-4, respectively. Key features include the

π-Facial Diastereoselection in Diels-Alder Reactions of (R)-4-[(p-Tolylsulfinyl)methyl]quinols

Diels-Alder reactions of a range of (R)-4-hydroxy-4-[(p-tolylsulfinyl)methyl]-2,5-cyclohexadienones with cyclopentadiene and 1,3-pentadiene proceed in a total π-facial diastereoselective manner from the C-4 OH side. Ab initio calculations at the RHF/6-31G

Synthesis and Diels-Alder reactions of (R)-4-hydroxy-4-p-tolylsulfinylmethyl-2,5-cyclohexadienone

Enantiomerically pure (R)-4-hydroxy-4-p-tolylsulfinylmethyl-2,5-cyclohexadienone 1 was synthesized in two steps and 80% overall yield from 4,4-dimethoxy-2,5-cyclohexadienone and (R)-methyl-p-tolyl sulfoxide. The Diels-Alder reaction of cyclopentadiene wit