2-(3,4-Dimethoxyphenyl)-5,8-dihydroxy-3,7-dimethoxychromen-4-one

Base Information

• Chemical Name: 2-(3,4-Dimethoxyphenyl)-5,8-dihydroxy-3,7-dimethoxychromen-4-one
• CAS No.: 7380-44-1
• Molecular Formula: C19H18 O8
• Molecular Weight: 374.347
• ChEMBL ID: CHEMBL74193
• DSSTox Substance ID: DTXSID10484857
• Metabolomics Workbench ID: 26332
• Nikkaji Number: J1.819.975K
• Wikidata: Q82323542
• Mol file: 7380-44-1.mol

Synonyms:7380-44-1;3,7,3',4'-TETRAMETHYLGOSSYPETIN;2-(3,4-dimethoxyphenyl)-5,8-dihydroxy-3,7-dimethoxychromen-4-one;5,8-Dihydroxy-3,3',4',7-tetramethoxyflavone;Gossypetin 3,7,3',4'-tetramethyl ether;Gossypetin-3,3',4',7-tetramethylether;4H-1-Benzopyran-4-one,2-(3,4-dimethoxyphenyl)-5,8-dihydroxy-3,7-dimethoxy-;CHEMBL74193;SCHEMBL4649875;DTXSID10484857;CHEBI:175797;LMPK12113249;FT-0636464;A837933;2-(3,4-dimethoxyphenyl)-5,8-dihydroxy-3,7-dimethoxy-4H-chromen-4-one;2-(3,4-Dimethoxyphenyl)-5,8-dihydroxy-3,7-dimethoxy-4H-1-benzopyran-4-one

Chemical Property of 2-(3,4-Dimethoxyphenyl)-5,8-dihydroxy-3,7-dimethoxychromen-4-one

Chemical Property:

• Vapor Pressure: 2.41E-14mmHg at 25°C
• Melting Point: 250-252 °C(Solv: ethyl acetate (141-78-6))
• Boiling Point: 586.3°C at 760 mmHg
• PKA: 6.86±0.40(Predicted)
• Flash Point: 215.8°C
• PSA: 107.59000
• Density: 1.387g/cm³
• LogP: 2.90560
• 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:

97% ^*data from raw suppliers

5,8-Dihydroxy-3,3',4',7-tetramethoxyflavone ^*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)C2=C(C(=O)C3=C(O2)C(=C(C=C3O)OC)O)OC)OC

Technology Process of 2-(3,4-Dimethoxyphenyl)-5,8-dihydroxy-3,7-dimethoxychromen-4-one

There total 8 articles about 2-(3,4-Dimethoxyphenyl)-5,8-dihydroxy-3,7-dimethoxychromen-4-one 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: 89.0%

retusin (1245-15-4) → 5,8-dihydroxy-3,7-dimethoxy-2-(3,4-dimethoxyphenyl)-4-benzopyrone (7380-44-1)

Guidance literature:

With 3,3-dimethyldioxirane; In dichloromethane; acetone; at 0 - 20 ℃; for 0.833333h;

DOI:10.1016/j.tet.2004.01.023

Reference yield:

2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4H-chromen-4-one (855-97-0) → 5,8-dihydroxy-3,7-dimethoxy-2-(3,4-dimethoxyphenyl)-4-benzopyrone (7380-44-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 86 percent / dimethyl dioxirane / acetone; CH₂Cl₂ / 0.5 h / 0 - 20 °C

2: 96 percent / K₂CO₃ / acetone / 1 h / Heating

3: 99 percent / BBr₃ / CH₂Cl₂ / 0.5 h / 0 °C

4: 89 percent / dimethyl dioxirane / acetone; CH₂Cl₂ / 0.83 h / 0 - 20 °C

With 3,3-dimethyldioxirane; boron tribromide; potassium carbonate; In dichloromethane; acetone;

DOI:10.1016/j.tet.2004.01.023

Reference yield:

2'-hydroxy-3,4,4',6'-tetramethoxychalcone (114021-60-2) → 5,8-dihydroxy-3,7-dimethoxy-2-(3,4-dimethoxyphenyl)-4-benzopyrone (7380-44-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 97 percent / K₂CO₃ / acetone / 2 h / Heating

2: 86 percent / dimethyl dioxirane / acetone; CH₂Cl₂ / 0.5 h / 0 - 20 °C

3: 96 percent / K₂CO₃ / acetone / 1 h / Heating

4: 99 percent / BBr₃ / CH₂Cl₂ / 0.5 h / 0 °C

5: 89 percent / dimethyl dioxirane / acetone; CH₂Cl₂ / 0.83 h / 0 - 20 °C

With 3,3-dimethyldioxirane; boron tribromide; potassium carbonate; In dichloromethane; acetone;

DOI:10.1016/j.tet.2004.01.023

upstream raw materials:

retusin

2'-hydroxy-3,4,4',6'-tetramethoxychalcone

5-hydroxy-3',4',7-trimethoxyflavone

2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4H-chromen-4-one

Downstream raw materials:

8-benzyloxy-2-(3,4-dimethoxy-phenyl)-5-hydroxy-3,7-dimethoxy-chromen-4-one

8-ethoxy-2-(3,4-dimethoxy-phenyl)-5-hydroxy-3,7-dimethoxy-chromen-4-one

hexa-O-methylogossypetin

2-(3,4-dimethoxy-phenyl)-5-hydroxy-3,7,8-trimethoxy-chromen-4-one

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