5,7,3',4'-Tetrahydroxy-3,6,8-trimethoxyflavone

Base Information

• Chemical Name: 5,7,3',4'-Tetrahydroxy-3,6,8-trimethoxyflavone
• CAS No.: 61451-85-2
• Molecular Formula: C18H16O9
• Molecular Weight: 376.32
• Hs Code.: 2914509090
• NSC Number: 618933
• UNII: CA2ZC95Z9L
• DSSTox Substance ID: DTXSID30977019
• Nikkaji Number: J146.856A
• Wikidata: Q82962070
• Metabolomics Workbench ID: 26413
• ChEMBL ID: CHEMBL307373
• Mol file: 61451-85-2.mol

Synonyms:61451-85-2;5,7,3',4'-Tetrahydroxy-3,6,8-trimethoxyflavone;2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6,8-trimethoxychromen-4-one;CA2ZC95Z9L;NSC 618933;NSC-618933;2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3,6,8-trimethoxy-4H-1-benzopyran-4-one;4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6,8-trimethoxy-;3'',4'',5,7-Tetrahydroxy 3,6,8-trimethoxyflavone;3 inverted exclamation marka,4 inverted exclamation marka,5,7-Tetrahydroxy-3,6,8-trimethoxyflavone;NSC618933;UNII-CA2ZC95Z9L;CHEMBL307373;DTXSID30977019;CHEBI:180430;LMPK12113330;AKOS040734645;NCI60_005669

Chemical Property of 5,7,3',4'-Tetrahydroxy-3,6,8-trimethoxyflavone

Chemical Property:

• Vapor Pressure: 5.05E-22mmHg at 25°C
• Boiling Point: 730°Cat760mmHg
• PKA: 6?+-.0.40(Predicted)
• Flash Point: 267.7°C
• PSA: 138.82000
• Density: 1.63g/cm³
• LogP: 2.30820
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 4
• Exact Mass: 376.07943208
• Heavy Atom Count: 27
• Complexity: 591

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=C2C(=C1O)C(=O)C(=C(O2)C3=CC(=C(C=C3)O)O)OC)OC)O

Technology Process of 5,7,3',4'-Tetrahydroxy-3,6,8-trimethoxyflavone

There total 16 articles about 5,7,3',4'-Tetrahydroxy-3,6,8-trimethoxyflavone 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: 100.0%

7-Benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-5-hydroxy-3,6,8-trimethoxy-chromen-4-one → 3',4',5,7-tetrahydroxy-3,6,8-trimethoxyflavone (61451-85-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; ethyl acetate; Ambient temperature;

DOI:10.1246/bcsj.69.1033

Reference yield:

1-(2-Hydroxy-3,5,6-trimethoxy-4-methoxymethoxy-phenyl)-ethanone (176662-07-0) → 3',4',5,7-tetrahydroxy-3,6,8-trimethoxyflavone (61451-85-2)

Guidance literature:

Multi-step reaction with 8 steps

1: pyridine / 3 h / 60 - 70 °C

2: KOH, pyridine / 2 h / 60 °C

3: conc. H₂SO₄, HOAc / 1 h / 50 °C

4: 87 percent / K₂CO₃ / dimethylformamide / 0.08 h / 150 °C

5: 1.) dimethyldioxirane, 2.) p-TsOH / 1.) CH₂Cl₂, Me₂CO, 0 deg C, 12 h, 2.) CH₂Cl₂, 0 deg C, 30 min

6: 100 percent / K₂CO₃ / acetone / 2 h / Heating

7: AlBr₃ / acetonitrile / 0.83 h / 0 °C

8: 100 percent / H₂ / 10percent Pd/C / ethyl acetate; methanol / Ambient temperature

With pyridine; potassium hydroxide; aluminum tri-bromide; sulfuric acid; hydrogen; 3,3-dimethyldioxirane; potassium carbonate; toluene-4-sulfonic acid; acetic acid; palladium on activated charcoal; In methanol; ethyl acetate; N,N-dimethyl-formamide; acetone; acetonitrile;

DOI:10.1246/bcsj.69.1033

Reference yield:

7,3',4'-Tribenzyloxy-5,6,8-trimethoxyflavon (63624-85-1) → 3',4',5,7-tetrahydroxy-3,6,8-trimethoxyflavone (61451-85-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) dimethyldioxirane, 2.) p-TsOH / 1.) CH₂Cl₂, Me₂CO, 0 deg C, 12 h, 2.) CH₂Cl₂, 0 deg C, 30 min

2: 100 percent / K₂CO₃ / acetone / 2 h / Heating

3: AlBr₃ / acetonitrile / 0.83 h / 0 °C

4: 100 percent / H₂ / 10percent Pd/C / ethyl acetate; methanol / Ambient temperature

With aluminum tri-bromide; hydrogen; 3,3-dimethyldioxirane; potassium carbonate; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; ethyl acetate; acetone; acetonitrile;

DOI:10.1246/bcsj.69.1033

upstream raw materials:

7,3',4'-Tribenzyloxy-5,6,8-trimethoxyflavon

2,3-diacetoxy-1,4,5-trimethoxy-benzene

1-(2-hydroxy-3,4,6-trimethoxyphenyl)ethanone

1,2-dihydroxy-3,4,6-trimethoxybenzene

Downstream raw materials:

5-hydroxy-3,6,7,8,3',4'-hexamethoxyflavone

Refernces