6899-65-6

Basic information

• Product Name: (8R,13aR)-2,3,10,11-tetramethoxy-8-methyl-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline
• CAS NO: 6899-65-6
• Molecular Weight: 369.461
• Mol File: 6899-65-6.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: (8R,13aR)-2,3,10,11-tetramethoxy-8-methyl-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: (8R,13aR)-2,3,10,11-tetramethoxy-8-methyl-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline(6899-65-6)
• EPA Substance Registry System: (8R,13aR)-2,3,10,11-tetramethoxy-8-methyl-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline(6899-65-6)

Safety Data

• Hazardous Substances Data: 6899-65-6(Hazardous Substances Data)

Upstream product

• 1472637-57-2 C₁₉H₂₀O₅ 
• 6380-23-0 3,4-dimethoxystyrene 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 534-15-6 1,1-dimethoxyethane 
• 13074-31-2 Tetrahydropapaverine 
• 1472637-58-3 C₂₀H₂₁NO₆ 
• 523-02-4 2,3,10,11-tetramethoxy-5,6,7,8,13,13a-hexahydroisoquinolino[3,2-a]isoquinoline 
• 62926-32-3 (+/-)-erythro-(O,N-diacetyl)hydroxynorlaudanosine 
• 109663-63-0 (+/-)-protoberberine 
• 109663-62-9 (13R,13aS)-13-Acetoxy-2,3,10,11-tetramethoxy-8-methyl-5,6,13,13a-tetrahydro-isoquino[3,2-a]isoquinolinylium; chloride 
• 52050-59-6 2,3,9,10-tetramethoxy-8-oxoberbine 
• 308818-05-5 8-methylene-2,3,10,11-tetramethoxyberbine 
• 123-63-7 paracetaldehyde 
• 109663-64-1 (8R,13R,13aS)-2,3,10,11-Tetramethoxy-8-methyl-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinolin-13-ol 

Downstream Products

• 10172-01-7 2,3,10,11-Tetramethoxy-8-methyl-protoberberiniumiodid 

Relevant articles and documents

An approach to the synthesis of tetrahydroisoquinoline alkaloids by alkene hydroamination: Synthesis of coralydine

The protoberberine alkaloid coralydine was synthesized in a short sequence by a strategy including an intramolecular alkene hydroamination as the key step, followed by a Pictet-Spengler cyclization. Georg Thieme Verlag Stuttgart · New York.

Enantioselective synthesis of some tetracyclic isoquinoline alkaloids by asymmetric transfer hydrogenation catalysed by a chiral ruthenium complex

Asymmetric transfer hydrogenation catalysed by chiral ruthenium complexes was the method for enantioselective synthesis of (R)-(+)-coralydine, (S)-(-)-homoprotoberberine, and (S)-(+)-homoaporphine in fair to excellent enantiomeric purity. Springer-Verlag 2005.

The Polonovski-Potier reaction of berbine N-oxides. Synthesis of 8-hydroxymethyl and 8-methylberbines

The Polonovski-Potier reaction of trans and cis berbines N-oxides was studied. The 8-cyano derivative obtained from trans N-oxides were used to synthesize 8-hydroxymethyl and 8-methyl berbines. This procedure was applied to the stereocontroled synthesis of (8R, 14S)-(-)-8-methylcanadine from (14S)-(-)-canadine. (C) 2000 Elsevier Science Ltd.