6901-16-2

Basic information

• Product Name: 2,3,8,9-tetramethoxy-13-methyl-5,6,11,12-tetrahydro-5,11-epiminodibenzo[a,e][8]annulene
• Synonyms: argemonine; Argemonine (8CI)
• CAS NO: 6901-16-2
• Molecular Formula: C₂₁H₂₅NO₄
• Molecular Weight: 355.4275
• Mol File: 6901-16-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 446°C at 760 mmHg
• Flash Point: 125.2°C
• Density: 1.156g/cm³
• Vapor Pressure: 3.76E-08mmHg at 25°C
• Refractive Index: 1.568
• CAS DataBase Reference: 2,3,8,9-tetramethoxy-13-methyl-5,6,11,12-tetrahydro-5,11-epiminodibenzo[a,e][8]annulene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,8,9-tetramethoxy-13-methyl-5,6,11,12-tetrahydro-5,11-epiminodibenzo[a,e][8]annulene(6901-16-2)
• EPA Substance Registry System: 2,3,8,9-tetramethoxy-13-methyl-5,6,11,12-tetrahydro-5,11-epiminodibenzo[a,e][8]annulene(6901-16-2)

Safety Data

• Hazardous Substances Data: 6901-16-2(Hazardous Substances Data)

Usage

General Description

2,3,8,9-tetramethoxy-13-methyl-5,6,11,12-tetrahydro-5,11-epiminodibenzo[a,e][8]annulene is a complex chemical compound with a long and intricate name. It belongs to the dibenzo[a,e][8]annulene class of compounds and contains four methoxy groups and a methyl group. The compound is a tetrahydro and epimino derivative, meaning it has four hydrogen atoms and a double bond with an additional nitrogen atom, respectively. This chemical is likely to have a variety of uses and potential applications due to its unique structure and properties, but further analysis and research would be needed to determine its specific characteristics and potential uses.

Upstream product

• 6808-63-5 bisnorargemonine 
• 50-00-0 formaldehyd 
• 529-79-3 C₂₀H₂₃NO₄ 
• 186581-53-3 diazomethane 
• 682153-82-8 C₂₈H₃₁NO₄ 
• 682153-73-7 C₂₈H₃₁NO₄ 
• 26954-85-8 o-homoveratroylhomoveratric acid 
• 178357-78-3 (S)-1-(3,4-Dimethoxy-benzyl)-6,7-dimethoxy-1,4-dihydro-2H-isoquinolin-3-one 
• 178208-17-8 (S)-1-(3,4-Dimethoxy-benzyl)-6,7-dimethoxy-3-oxo-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester 
• 178208-19-0 (S)-1-(3,4-Dimethoxy-benzyl)-2-((S)-2-hydroxy-1-phenyl-ethyl)-6,7-dimethoxy-1,4-dihydro-2H-isoquinolin-3-one 
• 178208-18-9 (3S,10bR)-10b-(3,4-Dimethoxy-benzyl)-8,9-dimethoxy-3-phenyl-2,3,6,10b-tetrahydro-oxazolo[2,3-a]isoquinolin-5-one 
• 72259-05-3 (+)-3,4-Dehydro-N-carbethoxy-N-norreticuline 
• 72259-06-4 (-)-N-Carbethoxy-N-norbisnorargemonine 
• 72264-53-0 (+)-4-Methoxy-N-carbethoxy-N-norreticuline 

Downstream Products

• 17482-72-3 4',5',4'',5''-Tetramethoxy-7-benzylmethyl-amino-dibenzo<1.2,5.6>cyclooctatrien-(1,3,5) 
• 17482-72-3 (+/-)-N-Benzyl-pavinmethin 

Relevant articles and documents

Extremely facile formation of the pavine alkaloid skeleton by the photoreaction between isoquinoline and benzyltrifluoroborate

Appling the photo-benzylation of isoquinoline with benzyltrifluoroborate, an extremely facile method for the construction of a pavine alkaloid skeleton was developed. When 3-methoxybenzylboron reagents were employed to the reaction, it was found that not

A new regioselective synthesis of isopavine and pavine alkaloids via double cyclization of N-(1,2-diarylethyl)-N-(2-phenylsulfinylethyl)formamide

Pummerer reaction of N-[1,2-(3,4-dimethoxyphenyl)ethyl]-N-(2-phenylsulfinylethyl)formamide (9) using trifluoroacetic anhydride and boron trifluoride etherate caused double cyclization to give N-formylisopavine (21). Acid catalyzed cyclization of the 1,2-dihydroisoquinoline (23) prepared from 4-phenylthio-1,2,3,4-tetrahydroisoquinoline (11) gave N-formylpavine (26). LiAlH4 reduction of the N-formates (21 and 26) gave (±)-O-methylthalisopavine (4) and (±)-argemonine (5), respectively.

A novel asymmetric route to the 1,3-disubstituted tetrahydroisoquinoline, (-)-argemonine

Chiral bicyclic lactam 13 was converted to the natural product (-)-argemonine 9 in six steps. This novel route to argemonine represents a general strategy for the preparation of chiral 1,3-disubstituted tetrahydroisoquinolines.