95482-76-1

Basic information

• Product Name: (R,E)-4-phenyl-1-(p-tolylsulfinyl)but-3-en-2-one
• Synonyms: (R,E)-4-phenyl-1-(p-tolylsulfinyl)but-3-en-2-one
• CAS NO: 95482-76-1
• Molecular Weight: 284.379
• Mol File: 95482-76-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (R,E)-4-phenyl-1-(p-tolylsulfinyl)but-3-en-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (R,E)-4-phenyl-1-(p-tolylsulfinyl)but-3-en-2-one(95482-76-1)
• EPA Substance Registry System: (R,E)-4-phenyl-1-(p-tolylsulfinyl)but-3-en-2-one(95482-76-1)

Safety Data

• Hazardous Substances Data: 95482-76-1(Hazardous Substances Data)

Upstream product

• 1279699-95-4 3-bromo-4-phenyl-1-[(R)-p-tolylsulfinyl]butan-2-one 
• 103-49-1 dibenzylamine 
• 102-92-1 Cinnamoyl chloride 
• 1519-39-7 (R)-methyl p-tolyl sulfoxide 
• 4192-77-2 ethyl cinnamate 
• 1138-15-4 cinnamoyl imidazole 
• 103-26-4 Methyl cinnamate 

Downstream Products

• 591721-41-4 5-azido-2,2-dimethyl-(S_S)-4-(4-methylphenylsulfinylmethyl)-6-phenyl-(4S,5R,6R)-1,3-dioxane 
• 591721-44-7 methyl 5-azido-2,2-dimethyl-6-phenyl-(4R,5S,6R)-1,3-dioxane-4-carboxylate 
• 591721-43-6 5-azido-2,2-dimethyl-6-phenyl-(4R,5S,6R)-1,3-dioxan-4-ylmethanol 
• 591721-45-8 methyl 3-azido-2,4-dihydroxy-4-phenyl-(2R,3S,4R)-butanoate 
• 591721-40-3 5-bromo-2,2-dimethyl-(S_S)-4-(4-methylphenylsulfinylmethyl)-6-phenyl-(4S,5R,6R)-1,3-dioxane 
• 591721-39-0 2-bromo-(S_S)-4-(4-methylphenylsulfinyl)-1-phenyl-(2R,2R,3S)-butane-1,3-diol 
• 116565-10-7 (2R,3S)-N-(tert-butoxycarbonyl)-3-amino-2-hydroxy-4-phenylbutanoic acid methyl ester 
• 95482-80-7 1-(4-methylphenylsulfinyl)-4-phenyl-(2R,3E)-3-buten-2-ol 
• 95482-81-8 (E)-(S)-4-Phenyl-1-((R)-toluene-4-sulfinyl)-but-3-en-2-ol 
• 143919-68-0 (1Z,3E) 4-phenyl-1<(R)-p-tolylsulfinyl>-2-t-butyldimethylsilyloxy-1,3-butadiene 
• 143919-68-0 (1E,3E) 4-phenyl-1<(R)-p-tolylsulfinyl>-2-t-butyldimethylsilyloxy-1,3-butadiene 

Relevant articles and documents

Highly enantioselective access to α-dibenzylamino ketones from chiral nonracemic α-bromo α′-sulfinyl ketones by dynamic kinetic resolution: Synthesis of (2R,1′S)-2-[1-(dibenzylamino)alkyl]oxiranes

A novel and efficient synthesis of enantiomerically pure α-dibenzylamino α′-sulfinyl ketones starting from a mixture of both epimers of α-bromo α′-(R)-sulfinyl ketone has been realized through combined in situ substitution-epimerization in a so-called Dynamic Kinetic Resolution (DKR). The scope of the reaction has been examined, and four differently substituted α-(S)-dibenzylamino α′-(R)- sulfinyl ketones were obtained in good yields with excellent diastereoselectivities. The utility of these derivatives was further illustrated with a highly stereoselective synthesis of syn-(2R,1′S)-2-(1- dibenzylaminoalkyl)oxiranes.

STEREOSPECIFIC HYDROXYLATION OF CHIRAL ALLYLIC β-HYDROXYSULFOXIDES: APPLICATIONS TO THE ASYMMETRIC SYNTHESIS OF OPTICALLY ACTIVE VICINAL TRIOLS

Chiral allylic β-hydroxysulfoxides 2 have been hydroxylated by the osmium tetroxide catalyzed reaction.The reaction can be highly stereoselective depending on the nature of the substituent linked to the double bond and the configurations of the sulfoxide