5-Hydroxy-3,6,7,3',4',5'-hexamethoxyflavone

Base Information

• Chemical Name: 5-Hydroxy-3,6,7,3',4',5'-hexamethoxyflavone
• CAS No.: 17245-31-7
• Molecular Formula: C21H22O9
• Molecular Weight: 418.4
• ChEMBL ID: CHEMBL3407750
• DSSTox Substance ID: DTXSID501143947
• Metabolomics Workbench ID: 23709
• Nikkaji Number: J2.712.754A
• Wikidata: Q105344994
• Mol file: 17245-31-7.mol

Synonyms:5-Hydroxy-3,6,7,3',4',5'-hexamethoxyflavone;CHEMBL3407750;DTXSID501143947;LMPK12110624;17245-31-7;5-hydroxy-3,6,7-trimethoxy-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one;5-Hydroxy-3,6,7-trimethoxy-2-(3,4,5-trimethoxyphenyl)-4H-1-benzopyran-4-one

Chemical Property of 5-Hydroxy-3,6,7,3',4',5'-hexamethoxyflavone

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 7
• Exact Mass: 418.12638228
• Heavy Atom Count: 30
• Complexity: 622

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1OC)OC)C2=C(C(=O)C3=C(C(=C(C=C3O2)OC)OC)O)OC

Technology Process of 5-Hydroxy-3,6,7,3',4',5'-hexamethoxyflavone

There total 5 articles about 5-Hydroxy-3,6,7,3',4',5'-hexamethoxyflavone 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: 90.0%

3,5,6,7,3',4',5'-hepta methoxyl-flavone (17245-30-6) → 5'-hydroxy-3,6,7,3',4',5'-hexamethoxyflavone (17245-31-7)

Guidance literature:

With aluminum tri-bromide; In acetonitrile; at 0 - 5 ℃; for 0.333333h;

Reference yield:

5,7-dihydroxy-3,3',4',5',6-pentamethoxyflavone (30250-35-2) + dimethyl sulfate (77-78-1) → 5'-hydroxy-3,6,7,3',4',5'-hexamethoxyflavone (17245-31-7) + 3,5,6,7,3',4',5'-hepta methoxyl-flavone (17245-30-6)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetone; at 20 ℃; for 1h; Overall yield = 86 %; Inert atmosphere;

DOI:10.1016/j.ejmech.2015.01.012

Reference yield:

3,4,5-trimethoxybenzoic anhydride (1719-88-6) → 5'-hydroxy-3,6,7,3',4',5'-hexamethoxyflavone (17245-31-7)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 90 percent / AlBr₃ / acetonitrile / 0.33 h / 0 - 5 °C

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

upstream raw materials:

3,5,6,7,3',4',5'-hepta methoxyl-flavone

3,4,5-trimethoxybenzoic anhydride

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

5,7-dihydroxy-3,3',4',5',6-pentamethoxyflavone

Downstream raw materials:

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

5-O-acetyl-3,6,7,3’,4’,5’-hexa-O-methylflavone

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

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