Quercetagetin-6,7-3',4'-tetramethyl Ether

Base Information

• Chemical Name: Quercetagetin-6,7-3',4'-tetramethyl Ether
• CAS No.: 57296-14-7
• Molecular Formula: C19H18 O8
• Molecular Weight: 374.3414
• UNII: LZ9K85GMC4
• DSSTox Substance ID: DTXSID10205908
• Nikkaji Number: J584.147J
• Wikidata: Q83079643
• Metabolomics Workbench ID: 26097
• ChEMBL ID: CHEMBL4455875
• Mol file: 57296-14-7.mol

Synonyms:Quercetagetin-6,7-3',4'-tetramethyl Ether;LZ9K85GMC4;UNII-LZ9K85GMC4;57296-14-7;2-(3,4-dimethoxyphenyl)-3,5-dihydroxy-6,7-dimethoxychromen-4-one;4H-1-Benzopyran-4-one, 2-(3,4-dimethoxyphenyl)-3,5-dihydroxy-6,7-dimethoxy-;Quercetagetin 6,7,3'4'-tetramethyl ether;2-(3,4-Dimethoxyphenyl)-3,5-dihydroxy-6,7-dimethoxy-4H-1-benzopyran-4-one;3,5-Dihydroxy-6,7,3',4'-tetramethoxyflavone;CHEMBL4455875;DTXSID10205908;LMPK12113014;Quercetagetin 3',4',6,7-tetramethyl ether

Chemical Property of Quercetagetin-6,7-3',4'-tetramethyl Ether

Chemical Property:

• Vapor Pressure: 3.1E-14mmHg at 25°C
• Boiling Point: 578.7°Cat760mmHg
• Flash Point: 208.1°C
• Density: 1.393g/cm³
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 374.10016753
• Heavy Atom Count: 27
• Complexity: 576

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C(=C(C=C3O2)OC)OC)O)O)OC

Technology Process of Quercetagetin-6,7-3',4'-tetramethyl Ether

There total 8 articles about Quercetagetin-6,7-3',4'-tetramethyl Ether 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: 88.0%

Toluene-4-sulfonic acid 2-(3,4-dimethoxy-phenyl)-3-hydroxy-6,7-dimethoxy-4-oxo-4H-chromen-5-yl ester (124909-97-3) → 3,5-dihydroxy-6,7,3′,4′-tetramethoxyflavone (57296-14-7)

Guidance literature:

With potassium carbonate; In methanol; for 2h; Heating;

Reference yield:

artemetin (479-90-3) → 3,5-dihydroxy-6,7,3′,4′-tetramethoxyflavone (57296-14-7)

Guidance literature:

With aluminium trichloride; for 24h; Heating;

DOI:10.1016/S0031-9422(00)81325-4

Reference yield:

3,4-dimethoxybenzoic anhydride (24824-54-2) → 3,5-dihydroxy-6,7,3′,4′-tetramethoxyflavone (57296-14-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) potassium benzoate, 2.) K₂CO₃ / 1.) 170/180 deg C, 8 h, 2.) acetone, reflux, 2.5-4 h

2: 95 percent / AlBr₃ / acetonitrile / 0.33 h / 0 - 5 °C

3: 95 percent / K₂CO₃ / acetone / Heating

4: 91 percent / AlBr₃ / acetonitrile / 1 h / Ambient temperature

5: 88 percent / K₂CO₃ / methanol / 2 h / Heating

With aluminum tri-bromide; Potassium benzoate; potassium carbonate; In methanol; acetone; acetonitrile;

upstream raw materials:

artemetin

Toluene-4-sulfonic acid 2-(3,4-dimethoxy-phenyl)-3-hydroxy-6,7-dimethoxy-4-oxo-4H-chromen-5-yl ester

1-(3,6-dihydroxy-2,4-dimethoxy-phenyl)-2-methoxy-ethanone

3,4-dimethoxybenzoic anhydride

Downstream raw materials:

Acetic acid 3-acetoxy-2-(3,4-dimethoxy-phenyl)-6,7-dimethoxy-4-oxo-4H-chromen-5-yl ester