350479-90-2

Basic information

• Product Name: (S,E)-N-benzylidene-4-methylbenzenesulfinamide
• Synonyms: (S,E)-N-benzylidene-4-methylbenzenesulfinamide
• CAS NO: 350479-90-2
• Molecular Weight: 243.329
• Mol File: 350479-90-2.mol
• Article Data: 19

Chemical Properties

• CAS DataBase Reference: (S,E)-N-benzylidene-4-methylbenzenesulfinamide(CAS DataBase Reference)
• NIST Chemistry Reference: (S,E)-N-benzylidene-4-methylbenzenesulfinamide(350479-90-2)
• EPA Substance Registry System: (S,E)-N-benzylidene-4-methylbenzenesulfinamide(350479-90-2)

Safety Data

• Hazardous Substances Data: 350479-90-2(Hazardous Substances Data)

Upstream product

• 1517-82-4 (1R,2S,5R,SS)-(-)-menthyl p-toluenesulfinate 
• 100-52-7 benzaldehyde 
• 50444-99-0 (1R,2S,5R)-menthyl-(S)-p-toluenesulfinate 
• 82495-70-3 (2S)-2-p-toluenesulfonamido-3-phenylpropanol 
• 1279697-25-4 (2R,4S)-4-Benzyl-5,5-dimethyl-3-tosyl-1,2,3-oxathiazolidine 2-oxide 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 1279696-96-6 (2R,4S)-3-[(4-methylphenyl)sulfonyl]-4-(phenylmethyl)-1,2,3-oxathiazolidine 2-oxide 
• 4039-32-1 lithium hexamethyldisilazane 
• 1022081-85-1 N-[(1S)-2-hydroxy-2-methyl-1-(phenylmethyl)propyl]-4-methylbenzenesulfonamide 
• 10439-23-3 4-methylbenzenesulfinyl chloride 
• 749253-91-6 (S_S,2S,3S)-(+)-ethyl 2-N-(diphenylmethylideneamino)-3-N-(p-toluenesulfinyl)amino-3-phenylpropanoate 
• 930299-14-2 ethyl (S_S,2R,3S)-(+)-2-N-(diphenylmethyleneamino)-3-N-(p-toluenesulfinyl)amino-3-phenylpropanoate 
• 188447-91-8 (S)-p-toluenesulfinimide 
• 1517-82-4 (-)-menthyl p-toluenesulfinate 

Downstream Products

• 2935-35-5 (S)-2-phenylglycine 
• 620140-01-4 [1R,2S,(S)S]-N-{1-phenyl-2-[(S)-2-(p-toluenesulfinyl)phenyl]-2-triisopropylsilanyloxyethyl}-p-toluenesulfinamide 

Relevant articles and documents

Activation of the Si-B Linkage: Copper-Catalyzed addition of nucleophilic silicon to imines

Activation of the Si-B bond through copper-catalyzed transmetalation quickly developed into a practical method to generate Cu-Si reagents These silicon nucleophiles cleanly add to aldehyde-derived imine electrophiles to form R-silylated amines in protic media, and no carbon-tonitrogen Brook-type rearrangement of the intermediate anion is observed. Aside from electron-withdrawing groups at the imine nitrogen atom, for example, SO2Tol and P(O)Ph2, previously delicate nitrogen substituents such as phenyl or benzhydryl are tolerated. The same protocol also allows the unprecedented addition to representative ketone-derived imines.

A facile synthesis of N-sulfinylaldimines

A simple and efficient procedure for the synthesis of N-sulfinylaldimines (sulfinimines) from sulfinamides and aldehydes is described. The reaction was carried out in the presence of t-BuOK or NaOH. The method is applicable for the synthesis of optically active sulfinimines.

Stereoselective synthesis of β-substituted β-amino sulfones and sulfonamides via addition of sulfonyl anions to chiral N-sulfinyl imines

A highly stereoselective synthesis of β-amino sulfones and sulfonamides via addition of sulfonyl anions to chiral N-sulfinyl imines is described. The addition reaction proceeds in good yield (75-99%) and stereoselectivity.