(+/-)-6-hydroxy-7-methoxy-2-(3-methoxybenzyl)-1-methyl-1,2,3,4-tetrahydroisoquinoline

Base Information

• Chemical Name: (+/-)-6-hydroxy-7-methoxy-2-(3-methoxybenzyl)-1-methyl-1,2,3,4-tetrahydroisoquinoline
• CAS No.: 1064202-97-6
• Molecular Formula: C₁₉H₂₃NO₃
• Molecular Weight: 313.397
• Mol file: 1064202-97-6.mol

Synonyms:(+/-)-6-hydroxy-7-methoxy-2-(3-methoxybenzyl)-1-methyl-1,2,3,4-tetrahydroisoquinoline

Chemical Property of (+/-)-6-hydroxy-7-methoxy-2-(3-methoxybenzyl)-1-methyl-1,2,3,4-tetrahydroisoquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-6-hydroxy-7-methoxy-2-(3-methoxybenzyl)-1-methyl-1,2,3,4-tetrahydroisoquinoline

There total 5 articles about (+/-)-6-hydroxy-7-methoxy-2-(3-methoxybenzyl)-1-methyl-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: 70.0%

6-benzyloxy-7-methoxy-2-(3-methoxybenzyl)-1-methyl-1,2,3,4-tetrahydroisoquinoline (1064202-94-3) → (+/-)-6-hydroxy-7-methoxy-2-(3-methoxybenzyl)-1-methyl-1,2,3,4-tetrahydroisoquinoline (1064202-97-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; ethanol; at 20 ℃; for 4h;

DOI:10.1002/cmdc.201300412

Reference yield: 70.0%

→ (+/-)-6-hydroxy-7-methoxy-2-(3-methoxybenzyl)-1-methyl-1,2,3,4-tetrahydroisoquinoline (1064202-97-6)

Guidance literature:

Reference yield:

N-{2-[3-(benzyloxy)-4-methoxyphenyl]ethyl}acetamide (55161-43-8) → (+/-)-6-hydroxy-7-methoxy-2-(3-methoxybenzyl)-1-methyl-1,2,3,4-tetrahydroisoquinoline (1064202-97-6)

Guidance literature:

Multi-step reaction with 4 steps

1: trichlorophosphate / toluene / 3 h / 140 °C

2: sodium tetrahydroborate / ethanol / 1.5 h / 0 °C

3: triethylamine / ethanol / 0.5 h / 170 °C / Microwave irradiation

4: palladium 10% on activated carbon; hydrogen / ethanol; tetrahydrofuran / 4 h / 20 °C

With sodium tetrahydroborate; palladium 10% on activated carbon; hydrogen; triethylamine; trichlorophosphate; In tetrahydrofuran; ethanol; toluene;

DOI:10.1002/cmdc.201300412

upstream raw materials:

N-{2-[3-(benzyloxy)-4-methoxyphenyl]ethyl}acetamide

6-benzyloxy-7-methoxy-1-methyl-3,4-dihydroisoquinoline

(+/-)-6-benzyloxy-1,2,3,4-tetrahydro-7-methoxy-1-methylisoquinoline

6-benzyloxy-7-methoxy-2-(3-methoxybenzyl)-1-methyl-1,2,3,4-tetrahydroisoquinoline

Downstream raw materials:

(+/-)-2-(3-methoxybenzyl)-7-methoxy-1-methyl-6-sulfamoyloxy-1,2,3,4-tetrahydroisoquinoline