1,2,3,4-tetrahydro-6,7-dimethoxy-1-(2-(3,4-dimethoxyphenyl)ethyl)-2-methylisoquinoline

Base Information

• Chemical Name: 1,2,3,4-tetrahydro-6,7-dimethoxy-1-(2-(3,4-dimethoxyphenyl)ethyl)-2-methylisoquinoline
• CAS No.: 875049-04-0
• Molecular Formula: C₂₂H₂₅NO₄
• Molecular Weight: 367.445

Synonyms:1,2,3,4-tetrahydro-6,7-dimethoxy-1-(2-(3,4-dimethoxyphenyl)ethyl)-2-methylisoquinoline

Chemical Property of 1,2,3,4-tetrahydro-6,7-dimethoxy-1-(2-(3,4-dimethoxyphenyl)ethyl)-2-methylisoquinoline

Chemical Property:

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Technology Process of 1,2,3,4-tetrahydro-6,7-dimethoxy-1-(2-(3,4-dimethoxyphenyl)ethyl)-2-methylisoquinoline

There total 2 articles about 1,2,3,4-tetrahydro-6,7-dimethoxy-1-(2-(3,4-dimethoxyphenyl)ethyl)-2-methylisoquinoline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

4-ethynylveratrole (4302-52-7) + 2-methyl-6,7-dimethoxy-3,4-dihydroisoquinolinium iodide (30045-07-9) → 1,2,3,4-tetrahydro-6,7-dimethoxy-1-(2-(3,4-dimethoxyphenyl)ethyl)-2-methylisoquinoline (875049-04-0)

Guidance literature:

With triethylamine; (S)-1-(2-(diphenylphosphanyl)naphthalen-1-yl)isoquinoline; copper(I) bromide; In dichloromethane; at -55 ℃; for 44h;

DOI:10.1021/ol0526165

Reference yield:

3,4-dihydro-6,7-dimethoxyisoquinoline hydrochloride (20232-39-7) → 1,2,3,4-tetrahydro-6,7-dimethoxy-1-(2-(3,4-dimethoxyphenyl)ethyl)-2-methylisoquinoline (875049-04-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / diethyl ether / Heating

2: 93 percent / copper(I) bromide; (S)-QUINAP; triethylamine / CH₂Cl₂ / 44 h / -55 °C

With triethylamine; (S)-1-(2-(diphenylphosphanyl)naphthalen-1-yl)isoquinoline; copper(I) bromide; In diethyl ether; dichloromethane;

DOI:10.1021/ol0526165

Reference yield: 76.0%

1,2,3,4-tetrahydro-6,7-dimethoxy-1-(2-(3,4-dimethoxyphenyl)ethyl)-2-methylisoquinoline (875049-04-0) → (S)-6,7-dimethoxy-1-(3,4-dimethoxyphenethyl)-N-methyl-1,2,3,4-tetrahydroisoquinoline (85611-40-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; ethyl acetate; at 20 ℃; for 20h;

DOI:10.1021/ol0526165

upstream raw materials:

4-ethynylveratrole

2-methyl-6,7-dimethoxy-3,4-dihydroisoquinolinium iodide

3,4-dihydro-6,7-dimethoxyisoquinoline hydrochloride

Downstream raw materials:

(S)-6,7-dimethoxy-1-(3,4-dimethoxyphenethyl)-N-methyl-1,2,3,4-tetrahydroisoquinoline

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