219143-75-6

Basic information

• Product Name: N-{2-[1-(3,4-dimethoxy-phenyl)-4-oxo-cyclohex-2-enyl]-ethyl}-N-methyl-benzenesulfonamide
• Synonyms: N-{2-[1-(3,4-dimethoxy-phenyl)-4-oxo-cyclohex-2-enyl]-ethyl}-N-methyl-benzenesulfonamide
• CAS NO: 219143-75-6
• Molecular Weight: 429.537
• Mol File: 219143-75-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-{2-[1-(3,4-dimethoxy-phenyl)-4-oxo-cyclohex-2-enyl]-ethyl}-N-methyl-benzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-{2-[1-(3,4-dimethoxy-phenyl)-4-oxo-cyclohex-2-enyl]-ethyl}-N-methyl-benzenesulfonamide(219143-75-6)
• EPA Substance Registry System: N-{2-[1-(3,4-dimethoxy-phenyl)-4-oxo-cyclohex-2-enyl]-ethyl}-N-methyl-benzenesulfonamide(219143-75-6)

Safety Data

• Hazardous Substances Data: 219143-75-6(Hazardous Substances Data)

Upstream product

• 219143-78-9 N-[3-(3,4-dimethoxy-phenyl)-3-(3a,4,5,6,7,7a-hexahydro-1H-benzoimidazol-2-yl)-hept-6-enyl]-N-methyl-benzenesulfonamide 
• 219143-73-4 N-[3-(3,4-dimethoxy-phenyl)-3-formyl-hept-6-enyl]-N-methyl-benzenesulfonamide 
• 219143-77-8 (3aS,7aS)-2-[1-(3,4-Dimethoxy-phenyl)-pent-4-enyl]-3a,4,5,6,7,7a-hexahydro-1H-benzoimidazole 
• 219143-76-7 (3aS,7aS)-2-(3,4-Dimethoxy-benzyl)-3a,4,5,6,7,7a-hexahydro-1H-benzoimidazole 
• 81316-62-3 ethyl 2-(3,4-dimethoxyphenyl)acetoimidate hydrochloride 
• 219143-74-5 N-[3-(3,4-dimethoxy-phenyl)-3-formyl-6-oxo-heptyl]-N-methyl-benzenesulfonamide 

Downstream Products

• 468-53-1 (-)-mesembrine 

Relevant articles and documents

A concise synthesis of (-)-mesembrine

(-)-Mesembrine 11 was synthesized in 7 steps, in 19.4% overall yield and with ee>95%. The key step of the sequence is a stereoselective alkylation reaction of dianion derived from C2 symmetric imidazolines allowing efficient formation of quaternary benzylic center. Chiral auxiliaries derived from (S,S)-1,2-diamino-1,2-diphenylethane 1a and (S,S)-1,2-diaminocyclohexane 1b were compared. This synthesis provided unambiguous correlation of the newly formed stereocenter.