2H-1-Benzopyran-2-one, 5,7-dimethoxy-4-(4-methoxyphenyl)-

Base Information

• Chemical Name: 2H-1-Benzopyran-2-one, 5,7-dimethoxy-4-(4-methoxyphenyl)-
• CAS No.: 74512-60-0
• Molecular Formula: C18H16O5
• Molecular Weight: 312.322
• DSSTox Substance ID: DTXSID10475649
• Metabolomics Workbench ID: 23051
• Nikkaji Number: J410.478A
• Wikidata: Q82306310
• Mol file: 74512-60-0.mol

Synonyms:5,7,4'-Trimethoxy-4-phenylcoumarin;74512-60-0;DTXSID10475649;LMPK12100048;5,7-dimethoxy-4-p-methoxylphenylcoumarin;InChI=1/C18H16O5/c1-20-12-6-4-11(5-7-12)14-10-17(19)23-16-9-13(21-2)8-15(22-3)18(14)16/h4-10H,1-3H

Chemical Property of 2H-1-Benzopyran-2-one, 5,7-dimethoxy-4-(4-methoxyphenyl)-

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 312.09977361
• Heavy Atom Count: 23
• Complexity: 452

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=CC(=O)OC3=C2C(=CC(=C3)OC)OC

Technology Process of 2H-1-Benzopyran-2-one, 5,7-dimethoxy-4-(4-methoxyphenyl)-

There total 19 articles about 2H-1-Benzopyran-2-one, 5,7-dimethoxy-4-(4-methoxyphenyl)- 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: 93.0%

4-methoxyphenylboronic acid (5720-07-0) + 5,7-dimethoxy-4-trifluoromethylsulfonyloxychromen-2-one (185418-17-1) → 5,7-dimethoxy-4-(4-methoxyphenyl)-2H-1-benzopyran-2-one (74512-60-0)

Guidance literature:

With sodium carbonate; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; benzene; for 20h; Heating;

DOI:10.1039/p19960002591

Reference yield: 84.0%

5,7-dihydroxy-4-(4-methoxyphenyl)-2H-1-benzopyran-2-one (97746-16-2) + dimethyl sulfate (77-78-1) → 5,7-dimethoxy-4-(4-methoxyphenyl)-2H-1-benzopyran-2-one (74512-60-0)

Guidance literature:

With potassium carbonate; In acetone; for 1h; Heating;

DOI:10.1016/S0031-9422(00)81132-2

Reference yield: 82.0%

4-chloro-5,7-dimethoxy-2H-chromen-2-one + tris(4-methoxyphenyl)bismuth (33397-21-6) → 4,4'-Dimethoxybiphenyl (2132-80-1) + 5,7-dimethoxy-4-(4-methoxyphenyl)-2H-1-benzopyran-2-one (74512-60-0)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; potassium acetate; In N,N-dimethyl acetamide; at 90 ℃; for 2h; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2014.07.059

upstream raw materials:

diazomethane

5,7-dihydroxy-4-(4-hydroxyphenyl)-2H-1-benzopyran-2-one

7,4'-dihydroxy-5-methoxy-4-phenylcoumarin

5,7-dihydroxy-4-(4-methoxyphenyl)-2H-1-benzopyran-2-one

Downstream raw materials:

1-(cis-3,5-dimethylpiperidin-1-yl)-3-(2-hydroxy-4,6-dimethoxyphenyl)-3-(4-methoxyphenyl)propan-1-one