2-benzyloxy-3-methoxy-9,10-(methylenedioxy)-5,6-dihydroindolo[2,1-a]isoquinoline

Base Information

• Chemical Name: 2-benzyloxy-3-methoxy-9,10-(methylenedioxy)-5,6-dihydroindolo[2,1-a]isoquinoline
• CAS No.: 7687-02-7
• Molecular Formula: C₂₅H₂₁NO₄
• Molecular Weight: 399.446
• Mol file: 7687-02-7.mol

Synonyms:2-benzyloxy-3-methoxy-9,10-(methylenedioxy)-5,6-dihydroindolo[2,1-a]isoquinoline

Chemical Property of 2-benzyloxy-3-methoxy-9,10-(methylenedioxy)-5,6-dihydroindolo[2,1-a]isoquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-benzyloxy-3-methoxy-9,10-(methylenedioxy)-5,6-dihydroindolo[2,1-a]isoquinoline

There total 3 articles about 2-benzyloxy-3-methoxy-9,10-(methylenedioxy)-5,6-dihydroindolo[2,1-a]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: 83.0%

7-benzyloxy-1-(6-bromo-benzo[1,3]dioxol-5-ylmethyl)-6-methoxy-3,4-dihydro-isoquinoline (7686-98-8) → 2-benzyloxy-3-methoxy-9,10-(methylenedioxy)-5,6-dihydroindolo[2,1-a]isoquinoline (7687-02-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 72h; Heating;

DOI:10.1021/ol005802d

Reference yield: 75.0%

7-benzyloxy-1-(6-bromo-benzo[1,3]dioxol-5-ylmethyl)-6-methoxy-1,2,3,4-tetrahydro-isoquinoline (7686-99-9,7687-00-5,7690-89-3) → 2-benzyloxy-3-methoxy-9,10-(methylenedioxy)-5,6-dihydroindolo[2,1-a]isoquinoline (7687-02-7)

Guidance literature:

With copper diacetate; palladium diacetate; potassium carbonate; In toluene; for 2h; Inert atmosphere; Reflux;

DOI:10.1002/ejoc.201101214

Reference yield:

N-(4-benzyloxy-3-methoxy-phenethyl)-2-(6-bromo-benzo[1,3]dioxol-5-yl)-acetamide (7687-04-9) → 2-benzyloxy-3-methoxy-9,10-(methylenedioxy)-5,6-dihydroindolo[2,1-a]isoquinoline (7687-02-7)

Guidance literature:

Multi-step reaction with 3 steps

1: POCl₃ / toluene

2: H₂, aq. HCl / Pt / methanol

3: KNH₂, liq. NH₃

With hydrogenchloride; ammonia; hydrogen; potassium amide; trichlorophosphate; platinum; In methanol; toluene;

DOI:10.1021/jo01279a040

upstream raw materials:

7-benzyloxy-1-(6-bromo-benzo[1,3]dioxol-5-ylmethyl)-6-methoxy-1,2,3,4-tetrahydro-isoquinoline

7-benzyloxy-1-(6-bromo-benzo[1,3]dioxol-5-ylmethyl)-6-methoxy-3,4-dihydro-isoquinoline

N-(4-benzyloxy-3-methoxy-phenethyl)-2-(6-bromo-benzo[1,3]dioxol-5-yl)-acetamide

Downstream raw materials:

2-benzyloxy-5,6,12,12a-tetrahydro-3-methoxy-9,10-methylenedioxybenz[b,g]indolizine