32487-03-9

Basic information

• Product Name: 6,7-dimethoxy-1-(3,4-dimethoxyphenylethyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline
• CAS NO: 32487-03-9
• Molecular Weight: 371.477
• Mol File: 32487-03-9.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 6,7-dimethoxy-1-(3,4-dimethoxyphenylethyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 6,7-dimethoxy-1-(3,4-dimethoxyphenylethyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline(32487-03-9)
• EPA Substance Registry System: 6,7-dimethoxy-1-(3,4-dimethoxyphenylethyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline(32487-03-9)

Safety Data

• Hazardous Substances Data: 32487-03-9(Hazardous Substances Data)

Upstream product

• 69731-27-7 1-bromo-2-(3',4'-dimethoxyphenyl)ethene 
• 97243-37-3 3-(3',4'-dimethoxyphenyl)-2,3-dibromopropanoic acid 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 79631-01-9 1,2-dimethoxy-4-<1-<(1,1-dimethylethyl)dimethylsilyloxy>ethenyl>benzene 
• 50-00-0 formaldehyd 
• 65899-28-7 1,2,3,4-tetrahydro-6,7-dimethoxy-1<2-(3,4-dimethoxyphenyl)ethyl>isoquinoline 
• 123190-12-5 2-(2-bromoethyl)-4,5-(dimethoxy)benzaldehyde 
• 4302-52-7 4-ethynylveratrole 
• 2316-26-9 3,4-dimethoxycinnamic acid 
• 1374870-00-4 6,7-dimethoxy-1-(3,4-dimethoxyphenylethynyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline 
• 111427-24-8 N-<3-(3,4-dimethoxyphenyl)propionyl>-2-thiazolidine-2-thione 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 2107-70-2 3,4-methoxycinnamic acid 
• 20944-14-3 1-[2-(3,4-dimethoxyphenyl)-ethyl]-6,7-dimethoxy-3,4-dihydroisoquinoline 

Downstream Products

• 105578-49-2 (+/-)-N,N-Dimethyl-6,7,3',4'-tetramethoxyphenylethyl-1,2,3,4-tetrahydroisoquinolinium iodide 
• 97117-83-4 3-(3,4-Dimethoxy-phenyl)-1-<4,5-dimethoxy-2-<2-(methyl-aethoxycarbonyl-amino)-aethyl>-phenyl>-propen-(1) 

Relevant articles and documents

Succinct Syntheses of Methopholine, (±)-Homolaudanosine, and (±)-Dysoxyline via Metal-free One-Pot Double Alkylation on 1-Methyl-3,4-dihydroisoquinolines

A mild one-pot and metal-free condition was discovered to implement two different alkyl groups chemoselectively on 1-methyl-3,4-dihydroisoquinoline (1-Me-DHIQ), one at the nitrogen another at the C1-methyl group. This chemistry is compatible with various DHIQs as well as alkyl halides. Application of this chemistry facilitated the concise syntheses of methopholine, (±)-homolaudanosine, and (±)-dysoxyline, requiring only two steps from 6,7-dimethoxy-1-Me-DHIQ.

C-1 alkynylation of N-methyltetrahydroisoquinolines through CDC: A direct access to phenethylisoquinoline alkaloids

Direct cross-coupling between N-methyltetrahydroisoquinolines and alkynes using CuI-DEAD is presented. It affords the regioselective C-1-alkynylated products in good yield. This regio-selectivity is in contrast to the results reported earlier in the reaction of N,N-dimethylbenzyl amine where the N-methyl alkynylated product was formed exclusively or predominantly. The C-1-substituted propargylic isoquinolines were easily reduced to phenethylisoquinolines with Pd/C. This reaction sequence provides a short route to synthesize methopholine, homolaudanosine and other phenethylisoquinoline alkaloids. Georg Thieme Verlag Stuttgart · New York.

Ruthenium dioxide in fluoro acid medium. III. Aplication to the synthesis of aporphinic, homoaporphinic and dibenzazocinic alkaloids. Studies towards the preparation of azafluoranthenic skeleton

Intramolecular oxidative couplings of phenylalkyltetrahydroisoquinoline precursors in aporphinic and homoaporphinic alkaloids by using RuO2,2H2O in fluoro acidic media were performed. A comparative study of our reagent with TTFA has been made with different precursors. The procedure was also extended to the synthesis of one dibenzazocinic alkaloid. Then, we attempted to synthetize the azafluoranthenic ring, using phenolic and non phenolic isoquinoline precursors.