5-[(6,7-Dimethoxyisoquinolin-1-yl)methyl]-2-methoxyphenol

Base Information

• Chemical Name: 5-[(6,7-Dimethoxyisoquinolin-1-yl)methyl]-2-methoxyphenol
• CAS No.: 18694-10-5
• Molecular Formula: C19H19 N O4
• Molecular Weight: 325.36
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID90171955
• Nikkaji Number: J1.259.974I
• Wikidata: Q83042096
• Metabolomics Workbench ID: 45290
• Mol file: 18694-10-5.mol

Synonyms:3'-hydroxypapaverine

Chemical Property of 5-[(6,7-Dimethoxyisoquinolin-1-yl)methyl]-2-methoxyphenol

Chemical Property:

• Boiling Point: 506.5°Cat760mmHg
• Flash Point: 260.1°C
• PSA: 60.81000
• Density: 1.22g/cm³
• LogP: 3.55700
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 325.13140809
• Heavy Atom Count: 24
• Complexity: 394

Purity/Quality:

99.90% ^*data from raw suppliers

3'-DESMETHYLPAPAVERINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)CC2=NC=CC3=CC(=C(C=C32)OC)OC)O
• Uses: A metabolite of Papaverine (P190500).

Technology Process of 5-[(6,7-Dimethoxyisoquinolin-1-yl)methyl]-2-methoxyphenol

There total 12 articles about 5-[(6,7-Dimethoxyisoquinolin-1-yl)methyl]-2-methoxyphenol 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: 75.0%

(±)-(3-(benzyloxy)-4-methoxyphenyl)(6,7-dimethoxyisoquinolin-1-yl)methanol (352238-75-6) → 1-(3'-hydroxy-4'-methoxybenzyl)-6,7-dimethoxyisoquinoline (18694-10-5)

Guidance literature:

With sulfuric acid; palladium 10% on activated carbon; hydrogen; In methanol; at 25 ℃; for 144h;

DOI:10.1039/c5ob00926j

Reference yield: 70.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 4',6-O,O-dimethylpapaveroline (57231-35-3) → 1-(3'-hydroxy-4'-methoxybenzyl)-6,7-dimethoxyisoquinoline (18694-10-5)

Guidance literature:

In methanol; diethyl ether; for 1.33333h;

DOI:10.1002/hlca.19810640310

Reference yield:

Papaverine (58-74-2) → 1-(3'-hydroxy-4'-methoxybenzyl)-6,7-dimethoxyisoquinoline (18694-10-5)

Guidance literature:

With dipotassium hydrogenphosphate; D-glucose; sodium chloride; In water; acetone; Microbiological reaction;

DOI:10.1016/j.phytochem.2020.112598

upstream raw materials:

N-(3'-Benzyloxy-4'-methoxyphenylacetyl)-β-methoxy-β-(3,4-dimethoxyphenyl)-ethylamin

diazomethane

4',6-O,O-dimethylpapaveroline

N-benzoyl-norreticuline