1-(4-benzyloxy-phenyl)-2-(4-isopropyl-phenyl)-6-methoxy-1-methyl-1,2,3,4-tetrahydro-isoquinoline

Base Information

• Chemical Name: 1-(4-benzyloxy-phenyl)-2-(4-isopropyl-phenyl)-6-methoxy-1-methyl-1,2,3,4-tetrahydro-isoquinoline
• CAS No.: 645390-25-6
• Molecular Formula: C₃₃H₃₅NO₂
• Molecular Weight: 477.646

Synonyms:1-(4-benzyloxy-phenyl)-2-(4-isopropyl-phenyl)-6-methoxy-1-methyl-1,2,3,4-tetrahydro-isoquinoline

Chemical Property of 1-(4-benzyloxy-phenyl)-2-(4-isopropyl-phenyl)-6-methoxy-1-methyl-1,2,3,4-tetrahydro-isoquinoline

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 1-(4-benzyloxy-phenyl)-2-(4-isopropyl-phenyl)-6-methoxy-1-methyl-1,2,3,4-tetrahydro-isoquinoline

There total 5 articles about 1-(4-benzyloxy-phenyl)-2-(4-isopropyl-phenyl)-6-methoxy-1-methyl-1,2,3,4-tetrahydro-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:

4-iodocumene (17356-09-1) → 1-(4-benzyloxy-phenyl)-2-(4-isopropyl-phenyl)-6-methoxy-1-methyl-1,2,3,4-tetrahydro-isoquinoline (645390-25-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: CuI; K₂CO₃ / dimethylformamide / 150 °C

2.1: hexane; tetrahydrofuran / -78 °C

2.2: aq. HClO₄ / hexane; tetrahydrofuran; ethyl acetate / 0.17 h

3.1: tetrahydrofuran; diethyl ether / 0 - 20 °C

With copper(l) iodide; potassium carbonate; In tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl-formamide; 1.1: Ullmann reaction;

DOI:10.1021/jm030086h

Reference yield:

6-methoxy-1,2,3,4-tetrahydro-1-oxoisoquinoline (22246-12-4) → 1-(4-benzyloxy-phenyl)-2-(4-isopropyl-phenyl)-6-methoxy-1-methyl-1,2,3,4-tetrahydro-isoquinoline (645390-25-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: CuI; K₂CO₃ / dimethylformamide / 150 °C

2.1: hexane; tetrahydrofuran / -78 °C

2.2: aq. HClO₄ / hexane; tetrahydrofuran; ethyl acetate / 0.17 h

3.1: tetrahydrofuran; diethyl ether / 0 - 20 °C

With copper(l) iodide; potassium carbonate; In tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl-formamide; 1.1: Ullmann reaction;

DOI:10.1021/jm030086h

Reference yield:

methylmagnesium bromide (75-16-1) + 1-(4-benzyloxy-phenyl)-2-(4-isopropyl-phenyl)-6-methoxy-3,4-dihydro-isoquinolinium; perchlorate → 1-(4-benzyloxy-phenyl)-2-(4-isopropyl-phenyl)-6-methoxy-1-methyl-1,2,3,4-tetrahydro-isoquinoline (645390-25-6)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 0 - 20 ℃;

DOI:10.1021/jm030086h

upstream raw materials:

methylmagnesium bromide

4-iodocumene

6-methoxy-1,2,3,4-tetrahydro-1-oxoisoquinoline

2-(4-isopropylphenyl)-6-methoxy-3,4-dihydroisoquinolin-1(2H)-one

Downstream raw materials:

2-(4-isopropyl-phenyl)-6-methoxy-1-methyl-1-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-1,2,3,4-tetrahydro-isoquinoline

2-(4-isopropyl-phenyl)-6-methoxy-1-methyl-1-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-1,2,3,4-tetrahydro-isoquinoline

4-[2-(4-isopropyl-phenyl)-6-methoxy-1-methyl-1,2,3,4-tetrahydro-isoquinolin-1-yl]-phenol

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