1,2,3,4-tetrahydro-6,7-dimethoxy-2-[(4-methylphenyl)sulfonyl]-1-(2-phthalimidoethyl)isoquinoline

Base Information

• Chemical Name: 1,2,3,4-tetrahydro-6,7-dimethoxy-2-[(4-methylphenyl)sulfonyl]-1-(2-phthalimidoethyl)isoquinoline
• CAS No.: 388629-96-7
• Molecular Formula: C₂₈H₂₈N₂O₆S
• Molecular Weight: 520.606

Synonyms:1,2,3,4-tetrahydro-6,7-dimethoxy-2-[(4-methylphenyl)sulfonyl]-1-(2-phthalimidoethyl)isoquinoline

Chemical Property of 1,2,3,4-tetrahydro-6,7-dimethoxy-2-[(4-methylphenyl)sulfonyl]-1-(2-phthalimidoethyl)isoquinoline

Chemical Property:

Purity/Quality:

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Technology Process of 1,2,3,4-tetrahydro-6,7-dimethoxy-2-[(4-methylphenyl)sulfonyl]-1-(2-phthalimidoethyl)isoquinoline

There total 2 articles about 1,2,3,4-tetrahydro-6,7-dimethoxy-2-[(4-methylphenyl)sulfonyl]-1-(2-phthalimidoethyl)isoquinoline 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: 52.0%

3-(N-phthaloyl)propionaldehyde (2436-29-5) + N-(3,4-dimethoxyphenethyl)-4-methylbenzenesulfonamide (14165-67-4) → 1,2,3,4-tetrahydro-6,7-dimethoxy-2-[(4-methylphenyl)sulfonyl]-1-(2-phthalimidoethyl)isoquinoline (388629-96-7)

Guidance literature:

With trifluoroacetic acid; Heating;

DOI:10.1016/S0968-0896(01)00017-7

Reference yield:

N-(3-hydroxypropyl)phthalimide (883-44-3) → 1,2,3,4-tetrahydro-6,7-dimethoxy-2-[(4-methylphenyl)sulfonyl]-1-(2-phthalimidoethyl)isoquinoline (388629-96-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 59 percent / pyridinium dichromate / CH₂Cl₂ / 18 h / 20 °C

2: 52 percent / CF₃COOH / Heating

With dipyridinium dichromate; trifluoroacetic acid; In dichloromethane; 2: Pictet-Spengler cyclization;

DOI:10.1016/S0968-0896(01)00017-7

Reference yield: 12.0%

1,2,3,4-tetrahydro-6,7-dimethoxy-2-[(4-methylphenyl)sulfonyl]-1-(2-phthalimidoethyl)isoquinoline (388629-96-7) → 2-{2-[6,7-dihydroxy-2-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-isoquinolin-1-yl]-ethyl}-isoindole-1,3-dione

Guidance literature:

With boron tribromide; In dichloromethane; at -5 - 20 ℃; for 18h;

DOI:10.1016/S0968-0896(01)00017-7

upstream raw materials:

3-(N-phthaloyl)propionaldehyde

N-(3,4-dimethoxyphenethyl)-4-methylbenzenesulfonamide

N-(3-hydroxypropyl)phthalimide

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