5-Hydroxy-3',4',7,8-tetramethoxyflavone

Base Information

• Chemical Name: 5-Hydroxy-3',4',7,8-tetramethoxyflavone
• CAS No.: 13003-74-2
• Molecular Formula: C19H18O7
• Molecular Weight: 358.348
• DSSTox Substance ID: DTXSID401157997
• Nikkaji Number: J94.520J
• Wikidata: Q104167908
• Metabolomics Workbench ID: 24485
• Mol file: 13003-74-2.mol

Synonyms:Hypolaetin 7,8,3',4'-tetramethyl ether;5-Hydroxy-3',4',7,8-tetramethoxyflavone;5-Hydroxy-7,8,3',4'-tetramethoxyflavone;2-(3,4-Dimethoxyphenyl)-5-hydroxy-7,8-dimethoxy-4H-1-benzopyran-4-one;SCHEMBL4057928;CHEBI:175598;DTXSID401157997;LMPK12111402;7,8,3',4'-Tetramethoxy-5-hydroxyflavon;2-(3,4-dimethoxyphenyl)-5-hydroxy-7,8-dimethoxychromen-4-one;13003-74-2

Chemical Property of 5-Hydroxy-3',4',7,8-tetramethoxyflavone

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 358.10525291
• Heavy Atom Count: 26
• Complexity: 534

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)OC)OC)OC

Technology Process of 5-Hydroxy-3',4',7,8-tetramethoxyflavone

There total 12 articles about 5-Hydroxy-3',4',7,8-tetramethoxyflavone 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: 59.0%

5,8-dihydroxy-7-methoxy-2-(3,4-dimethoxyphenyl)-4-benzopyrone (71847-58-0) + dimethyl sulfate (77-78-1) → 5-hydroxy-3’,4’,7,8-tetramethoxyflavone (13003-74-2) + isosinensetin (17290-70-9)

Guidance literature:

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

DOI:10.1016/j.tet.2004.01.023

Reference yield:

2'-hydroxy-3,4,4',6'-tetramethoxychalcone (114021-60-2) → 5-hydroxy-3’,4’,7,8-tetramethoxyflavone (13003-74-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / dimethyl dioxirane / acetone; CH₂Cl₂ / 0.33 h / 0 - 20 °C

2: 59 percent / K₂CO₃ / acetone / 1 h / Heating

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

DOI:10.1016/j.tet.2004.01.023

Reference yield:

1-(2,4,6-trimethoxyphenyl)-3-(3,4-dimethoxyphenyl)propenone (76650-20-9) → 5-hydroxy-3’,4’,7,8-tetramethoxyflavone (13003-74-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / BBr₃ / CH₂Cl₂ / 0.5 h / 0 °C

2: 93 percent / dimethyl dioxirane / acetone; CH₂Cl₂ / 0.33 h / 0 - 20 °C

3: 59 percent / K₂CO₃ / acetone / 1 h / Heating

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

DOI:10.1016/j.tet.2004.01.023

upstream raw materials:

isosinensetin

5,8-dihydroxy-7-methoxy-2-(3,4-dimethoxyphenyl)-4-benzopyrone

dimethyl sulfate

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

Downstream raw materials:

3',4',5,6,7-pentahydroxyflavone