1,2,3,4-Tetrahydro-1-(3-hydroxy-4-methoxybenzyl)-6,7-dimethoxyisoquinoline

Base Information

• Chemical Name: 1,2,3,4-Tetrahydro-1-(3-hydroxy-4-methoxybenzyl)-6,7-dimethoxyisoquinoline
• CAS No.: 50896-91-8
• Molecular Formula: C₁₉H₂₃NO₄
• Molecular Weight: 329.396
• DSSTox Substance ID: DTXSID001141922
• Nikkaji Number: J1.901.666H
• Mol file: 50896-91-8.mol

Synonyms:SCHEMBL2742530;DTXSID001141922;FT-0673102;1,2,3,4-Tetrahydro-1-(3-hydroxy-4-methoxybenzyl)-6,7-dimethoxyisoquinoline;2-Methoxy-5-[(1,2,3,4-tetrahydro-6,7-dimethoxy-1-isoquinolinyl)methyl]phenol;50896-91-8

Chemical Property of 1,2,3,4-Tetrahydro-1-(3-hydroxy-4-methoxybenzyl)-6,7-dimethoxyisoquinoline

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 329.16270821
• Heavy Atom Count: 24
• Complexity: 394

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)CC2C3=CC(=C(C=C3CCN2)OC)OC)O

Technology Process of 1,2,3,4-Tetrahydro-1-(3-hydroxy-4-methoxybenzyl)-6,7-dimethoxyisoquinoline

There total 13 articles about 1,2,3,4-Tetrahydro-1-(3-hydroxy-4-methoxybenzyl)-6,7-dimethoxyisoquinoline 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:

C19H21NO4 (53898-95-6) → N-norlaudanine (50896-91-8)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃; for 6h;

Reference yield:

1-(4-methoxy-3-triisopropylsilyloxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (1356165-29-1) → N-norlaudanine (50896-91-8)

Guidance literature:

With formaldehyd; trifluoroacetic acid; In water; at 80 ℃; for 2.5h; Inert atmosphere;

DOI:10.1002/ejoc.201101183

Reference yield:

4-methoxy-3-(triisopropylsilanyloxy)benzyl bromide (1344118-32-6) → N-norlaudanine (50896-91-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium hexamethylsilazane / tetrahydrofuran / 0.08 h / -78 °C / Inert atmosphere

1.2: -78 °C / Inert atmosphere

2.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 20 °C / Inert atmosphere

3.1: formaldehyd; trifluoroacetic acid / water / 2.5 h / 80 °C / Inert atmosphere

With sodium tetrahydroborate; formaldehyd; potassium hexamethylsilazane; trifluoroacetic acid; In tetrahydrofuran; methanol; water;

DOI:10.1002/ejoc.201101183

upstream raw materials:

1-(3-benzyloxy-4-methoxy-benzyl)-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinoline

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

C₁₉H₂₁NO₄

1-(4-methoxy-3-triisopropylsilyloxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline