678196-02-6

Basic information

• Product Name: Benzenesulfonamide, 4-methyl-N-[(1R,2E)-1-[[(R)-(4-methylphenyl)sulfinyl]methyl]-3-phenyl-2- propenyl]-
• CAS NO: 678196-02-6
• Molecular Formula: C24H25NO3S2
• Molecular Weight: 439.599
• Mol File: 678196-02-6.mol

Chemical Properties

• CAS DataBase Reference: Benzenesulfonamide, 4-methyl-N-[(1R,2E)-1-[[(R)-(4-methylphenyl)sulfinyl]methyl]-3-phenyl-2- propenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonamide, 4-methyl-N-[(1R,2E)-1-[[(R)-(4-methylphenyl)sulfinyl]methyl]-3-phenyl-2- propenyl]-(678196-02-6)
• EPA Substance Registry System: Benzenesulfonamide, 4-methyl-N-[(1R,2E)-1-[[(R)-(4-methylphenyl)sulfinyl]methyl]-3-phenyl-2- propenyl]-(678196-02-6)

Safety Data

• Hazardous Substances Data: 678196-02-6(Hazardous Substances Data)

Upstream product

• 104-55-2 3-phenyl-propenal 
• 1519-39-7 (R)-methyl p-tolyl sulfoxide 
• 51985-30-9 4-Methyl-N-[(E)-3-phenyl-prop-2-en-(E)-ylidene]-benzenesulfonamide 

Downstream Products

• 1052719-09-1 C₂₄H₂₅NO₄S₂ 
• 722538-56-9 2-(N-dodecanoyl-(4-methylphenyl)sulfonamido)-4-acetoxy-4-phenyl-(2R,4R)-butyl acetate 
• 678196-06-0 1-[4-(tert-butyldiphenylsilyloxy)-2-(4-methylphenylsulfonamido)-4-phenyl-(2R,4R)-butylsulfonyl]-4-methylbenzene 
• 678196-05-9 1-[4-tert-butyldiphenylsilyloxy-2-(4-methylphenylsulfonamido)-4-phenyl-(2R,4R)-butyl-(S_S)-sulfinyl]-4-methylbenzene 
• 678196-12-8 3-[N-(3-butenyl)-(4-methylphenyl)sulfonamido]-4-(S_S)(4-methylphenylsulfinyl)-1-phenyl-(1R,3R)-butyl acetate 
• 678196-15-1 ethyl 4-[N-(3-butenyl)-(4-methylphenyl)sulfonamido]-6-acetoxy-6-phenyl-(E,4R,6R)-2-hexenoate 
• 678196-11-7 4-(S_S)(4-methylphenylsulfinyl)-3-(4-methylphenylsulfonamido)-1-phenyl-(1R,3R)-butyl acetate 
• 678196-04-8 N-[3-hydroxy-1-(S_S)(4-methylphenylsulfinylmethyl)-3-phenyl-(1R,3R)-propyl]-4-methyl-1-benzenesulfonamide 
• 678196-14-0 Acetic acid (1R,3R)-3-[but-3-enyl-(toluene-4-sulfonyl)-amino]-4-oxo-1-phenyl-butyl ester 
• 678196-16-2 2-[1-(4-methylphenylsulfonyl)-(2R)-1,2,5,6-tetrahydropyridin-2-yl]-1-phenyl-(1R)-ethyl acetate 
• 678196-17-3 2-[(2R)-1,2,5,6-tetrahydropyridin-2-yl]-1-phenyl-(1R)-ethan-1-ol 
• 495-47-6 1-phenyl-2-[(2S)-piperidin-2-yl]-(1R)-ethan-1-ol 
• 497-89-2 2-[1-methyl-(2S)-piperidin-2-yl]-1-phenyl-(1R)-ethan-1-ol 
• 678196-03-7 N-[2-bromo-3-hydroxy-1-(S_S)(4-methylphenylsulfinylmethyl)-3-phenyl-(1S,2R,3S)-propyl]-4-methyl-1-benzenesulfonamide 

Relevant articles and documents

Stereoselective synthesis of (-)-allosedamine and (1R,3R)-HPA-12 from β-p-toluenesulfonamido-γ,δ-unsaturated sulfoxide

A stereoselective synthesis of (-)-allosedamine and HPA-12 is disclosed. The key steps of the synthesis include the diastereoselective synthesis of a β-sulfonamido unsaturated sulfoxide, elaboration of a bromohydrin via intramolecular sulfinyl group participation and a ring-closing metathesis reaction for the construction of the piperidine ring of allosedamine.

Stereoselective synthesis of (-)-allosedamine

A stereoselective synthesis of (-)-allosedamine is disclosed. β-Aminosulfoxide 4 was generated stereoselectively by condensation of the sulfinyl anion 2 with N-Ts imine 3. The bromohydrin 5 was obtained by intramolecular sulfinyl group participation and the piperidine ring of allosedamine was elaborated using the ring-closing metathesis (RCM) reaction.