1-(5'-benzyloxy-2'-bromobenzylidene)-6-benzyloxy-2-carbethoxy-5,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Base Information

• Chemical Name: 1-(5'-benzyloxy-2'-bromobenzylidene)-6-benzyloxy-2-carbethoxy-5,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline
• CAS No.: 121949-68-6
• Molecular Formula: C₃₅H₃₄BrNO₆
• Molecular Weight: 644.562
• Mol file: 121949-68-6.mol

Synonyms:1-(5'-benzyloxy-2'-bromobenzylidene)-6-benzyloxy-2-carbethoxy-5,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Chemical Property of 1-(5'-benzyloxy-2'-bromobenzylidene)-6-benzyloxy-2-carbethoxy-5,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(5'-benzyloxy-2'-bromobenzylidene)-6-benzyloxy-2-carbethoxy-5,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

There total 7 articles about 1-(5'-benzyloxy-2'-bromobenzylidene)-6-benzyloxy-2-carbethoxy-5,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 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: 80.0%

chloroformic acid ethyl ester (541-41-3) + 6-benzyloxy-1-(5'-benzyloxy-2'-bromobenzyl)-5,7-dimethoxy-3,4-dihydroisoquinoline hydrochloride (121985-85-1) → 1-(5'-benzyloxy-2'-bromobenzylidene)-6-benzyloxy-2-carbethoxy-5,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (121949-68-6)

Guidance literature:

With sodium carbonate; In chloroform; for 10h; Ambient temperature;

DOI:10.1002/jhet.5570250557

Reference yield:

3-(benzyloxy)-2,4-dimethoxybenzaldehyde (20321-46-4) → 1-(5'-benzyloxy-2'-bromobenzylidene)-6-benzyloxy-2-carbethoxy-5,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (121949-68-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 87 percent / methylamine hydrochloride, anhydrous sodium acetate / 16 h / Ambient temperature

2: 92 percent / lithium aluminium hydride / tetrahydrofuran / 2 h / Heating

3: 90 percent / 0.5 h / 140 - 150 °C

4: POCl₃ / CHCl₃ / 1.) room temp., 1 h; 2.) reflux, 2.5 h.

5: 80 percent / 10percent aq. Na₂CO₃ / CHCl₃ / 10 h / Ambient temperature

With lithium aluminium tetrahydride; methylamine hydrochloride; sodium acetate; sodium carbonate; trichlorophosphate; In tetrahydrofuran; chloroform;

DOI:10.1002/jhet.5570250557

Reference yield:

2-(3-benzyloxy-2,4-dimethoxyphenyl)ethylamine (21882-90-6) → 1-(5'-benzyloxy-2'-bromobenzylidene)-6-benzyloxy-2-carbethoxy-5,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (121949-68-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / 0.5 h / 140 - 150 °C

2: POCl₃ / CHCl₃ / 1.) room temp., 1 h; 2.) reflux, 2.5 h.

3: 80 percent / 10percent aq. Na₂CO₃ / CHCl₃ / 10 h / Ambient temperature

With sodium carbonate; trichlorophosphate; In chloroform;

DOI:10.1002/jhet.5570250557

upstream raw materials:

chloroformic acid ethyl ester

6-benzyloxy-1-(5'-benzyloxy-2'-bromobenzyl)-5,7-dimethoxy-3,4-dihydroisoquinoline hydrochloride

3-(benzyloxy)-2,4-dimethoxybenzaldehyde

2-(3-benzyloxy-2,4-dimethoxyphenyl)ethylamine

Refernces