1-(3,4-dimethoxy-phenyl)-2-(2-hydroxy-4,5-dimethoxy-phenyl)-8,9-dimethoxy-5,6-dihydro-pyrrolo[2,1-a]isoquinoline-3-carbaldehyde

Base Information

• Chemical Name: 1-(3,4-dimethoxy-phenyl)-2-(2-hydroxy-4,5-dimethoxy-phenyl)-8,9-dimethoxy-5,6-dihydro-pyrrolo[2,1-a]isoquinoline-3-carbaldehyde
• CAS No.: 332841-59-5
• Molecular Formula: C₃₁H₃₁NO₈
• Molecular Weight: 545.589
• Mol file: 332841-59-5.mol

Synonyms:1-(3,4-dimethoxy-phenyl)-2-(2-hydroxy-4,5-dimethoxy-phenyl)-8,9-dimethoxy-5,6-dihydro-pyrrolo[2,1-a]isoquinoline-3-carbaldehyde

Chemical Property of 1-(3,4-dimethoxy-phenyl)-2-(2-hydroxy-4,5-dimethoxy-phenyl)-8,9-dimethoxy-5,6-dihydro-pyrrolo[2,1-a]isoquinoline-3-carbaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(3,4-dimethoxy-phenyl)-2-(2-hydroxy-4,5-dimethoxy-phenyl)-8,9-dimethoxy-5,6-dihydro-pyrrolo[2,1-a]isoquinoline-3-carbaldehyde

There total 5 articles about 1-(3,4-dimethoxy-phenyl)-2-(2-hydroxy-4,5-dimethoxy-phenyl)-8,9-dimethoxy-5,6-dihydro-pyrrolo[2,1-a]isoquinoline-3-carbaldehyde 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: 81.0%

3-formyl-2-(3'',4''-dimethoxy-2''-mesyloxyphenyl)-1-(3',4'-dimethoxyphenyl)-8,9-dimethoxy-5,6-dihydropyrrolo[2,1-a]isoquinoline (332841-57-3) → 1-(3,4-dimethoxy-phenyl)-2-(2-hydroxy-4,5-dimethoxy-phenyl)-8,9-dimethoxy-5,6-dihydro-pyrrolo[2,1-a]isoquinoline-3-carbaldehyde (332841-59-5)

Guidance literature:

With potassium hydroxide; In ethanol; Heating;

DOI:10.1016/S0040-4039(00)02222-X

Reference yield:

2-hydroxy-4,5-dimethoxyacetophenone (20628-06-2) → 1-(3,4-dimethoxy-phenyl)-2-(2-hydroxy-4,5-dimethoxy-phenyl)-8,9-dimethoxy-5,6-dihydro-pyrrolo[2,1-a]isoquinoline-3-carbaldehyde (332841-59-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 97 percent / Et₃N / CH₂Cl₂

2: 83 percent / benzyltrimethylammonium tribromide / CH₂Cl₂

3: 63 percent / K₂CO₃ / acetonitrile / Heating

4: 82 percent / POCl₃ / 20 °C

5: 81 percent / KOH / ethanol / Heating

With potassium hydroxide; benzyltrimethylammonium tribromide; potassium carbonate; triethylamine; trichlorophosphate; In ethanol; dichloromethane; acetonitrile; 4: Vilsmeier reaction;

DOI:10.1016/S0040-4039(00)02222-X

Reference yield:

methanesulfonic acid 2-acetyl-4,5-dimethoxy-phenyl ester → 1-(3,4-dimethoxy-phenyl)-2-(2-hydroxy-4,5-dimethoxy-phenyl)-8,9-dimethoxy-5,6-dihydro-pyrrolo[2,1-a]isoquinoline-3-carbaldehyde (332841-59-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 83 percent / benzyltrimethylammonium tribromide / CH₂Cl₂

2: 63 percent / K₂CO₃ / acetonitrile / Heating

3: 82 percent / POCl₃ / 20 °C

4: 81 percent / KOH / ethanol / Heating

With potassium hydroxide; benzyltrimethylammonium tribromide; potassium carbonate; trichlorophosphate; In ethanol; dichloromethane; acetonitrile; 3: Vilsmeier reaction;

DOI:10.1016/S0040-4039(00)02222-X

upstream raw materials:

3-formyl-2-(3'',4''-dimethoxy-2''-mesyloxyphenyl)-1-(3',4'-dimethoxyphenyl)-8,9-dimethoxy-5,6-dihydropyrrolo[2,1-a]isoquinoline

2-hydroxy-4,5-dimethoxyacetophenone

Methanesulfonic acid 2-(2-bromo-acetyl)-4,5-dimethoxy-phenyl ester

2-(1-(3,4-dimethoxyphenyl)-8,9-dimethoxy-5,6-dihydropyrrolo[2,1-a]isoquinolin-2-yl)-4,5-dimethoxyphenyl methanesulfonate

Downstream raw materials:

14-(3,4-dimethoxyphenyl)-2,3,11,12-tetramethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one