8-Benzyloxy-1-(3-benzyloxy-4-methoxy-benzyl)-7-methoxy-3,4-dihydro-isoquinoline

Base Information

• Chemical Name: 8-Benzyloxy-1-(3-benzyloxy-4-methoxy-benzyl)-7-methoxy-3,4-dihydro-isoquinoline
• CAS No.: 158838-05-2
• Molecular Formula: C₃₂H₃₁NO₄
• Molecular Weight: 493.602
• Mol file: 158838-05-2.mol

Synonyms:8-Benzyloxy-1-(3-benzyloxy-4-methoxy-benzyl)-7-methoxy-3,4-dihydro-isoquinoline

Chemical Property of 8-Benzyloxy-1-(3-benzyloxy-4-methoxy-benzyl)-7-methoxy-3,4-dihydro-isoquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-Benzyloxy-1-(3-benzyloxy-4-methoxy-benzyl)-7-methoxy-3,4-dihydro-isoquinoline

There total 10 articles about 8-Benzyloxy-1-(3-benzyloxy-4-methoxy-benzyl)-7-methoxy-3,4-dihydro-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: 60.0%

(3-benzyloxy-4-methoxyphenyl)ketene (160857-74-9) + (3-benzyloxy-4-methoxyphenethylimino)triphenylphosphorane (160857-71-6) → 6-(benzyloxy)-1-[3-(benzyloxy)-4-methoxybenzyl]-7-methoxy-3,4-dihydroisoquinoline (21411-27-8) + 8-Benzyloxy-1-(3-benzyloxy-4-methoxy-benzyl)-7-methoxy-3,4-dihydro-isoquinoline (158838-05-2)

Guidance literature:

In toluene; 0 deg C, 2 h then 75 deg C, 14 h;

DOI:10.1016/0040-4039(94)02211-S

Reference yield:

3-benzyloxy-4-methoxybenzaldehyde (6346-05-0) → 8-Benzyloxy-1-(3-benzyloxy-4-methoxy-benzyl)-7-methoxy-3,4-dihydro-isoquinoline (158838-05-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 100 percent / sodium acetate / 0.08 h / microwave irradiation

2.1: NaOH / 90 °C

2.2: 81 percent / H₂O₂

3.1: LAH

4.1: 390 mg / Mitsunobu conditions

5.1: 60 percent / toluene / 75 °C

With sodium hydroxide; lithium aluminium tetrahydride; sodium acetate; In toluene; 5.1: aza-Wittig reaction;

DOI:10.1021/jo030287t

Reference yield:

isovanillin (621-59-0) → 8-Benzyloxy-1-(3-benzyloxy-4-methoxy-benzyl)-7-methoxy-3,4-dihydro-isoquinoline (158838-05-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: K₂CO₃ / ethanol / 2 h / 75 °C

2.1: 100 percent / sodium acetate / 0.08 h / microwave irradiation

3.1: NaOH / 90 °C

3.2: 81 percent / H₂O₂

4.1: LAH

5.1: 390 mg / Mitsunobu conditions

6.1: 60 percent / toluene / 75 °C

With sodium hydroxide; lithium aluminium tetrahydride; sodium acetate; potassium carbonate; In ethanol; toluene; 6.1: aza-Wittig reaction;

DOI:10.1021/jo030287t

upstream raw materials:

(3-benzyloxy-4-methoxyphenyl)ketene

(3-benzyloxy-4-methoxyphenethylimino)triphenylphosphorane

isovanillin

2-(5-(benzyloxy)-4-methoxyphenyl)-ethan-1-ol

Downstream raw materials:

1-(3-Hydroxy-4-methoxy-benzyl)-7-methoxy-3,4-dihydro-isoquinolin-8-ol

(+)-Enneaphylline

(+)-cularine

(S)-(+)-crassifoline