5,7-Dihydroxy-3,4',8-trimethoxyflavone

Base Information

• Chemical Name: 5,7-Dihydroxy-3,4',8-trimethoxyflavone
• CAS No.: 1570-09-8
• Molecular Formula: C18H16 O7
• Molecular Weight: 344.321
• Hs Code.: 2932999099
• ChEMBL ID: CHEMBL349895
• DSSTox Substance ID: DTXSID80552456
• Metabolomics Workbench ID: 26245
• Nikkaji Number: J94.508K
• Wikidata: Q72467083
• Mol file: 1570-09-8.mol

Synonyms:5,7-Dihydroxy-3,4',8-trimethoxyflavone;1570-09-8;5,7-dihydroxy-3,8-dimethoxy-2-(4-methoxyphenyl)chromen-4-one;3,8,4'-Trimethylherbacetin;5,7-Dihydroxy-3,8,4'-trimethoxyflavone;Herbacetin 3,8,4'-trimethyl ether;Flavone, 5,7-dihydroxy-3,4',8-trimethoxy-;5,7-Dihydroxy-3,8-dimethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one;3-O-Methylprudomestin;CHEMBL349895;DTXSID80552456;HY-N2661;LMPK12113162;AKOS015999055;FS-10433;CS-0023087;G77015

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

Chemical Property:

• Melting Point: 248-250 °C
• Boiling Point: 577.3±50.0 °C(Predicted)
• PKA: 6.65±0.40(Predicted)
• PSA: 98.36000
• Density: 1.45±0.1 g/cm3(Predicted)
• LogP: 2.89700
• Storage Temp.: 2-8°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 344.08960285
• Heavy Atom Count: 25
• Complexity: 524

Purity/Quality:

99%, ^*data from raw suppliers

5,7-Dihydroxy-3,4',8-Trimethoxyflavone 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 9 articles about 5,7-Dihydroxy-3,4',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: 40.0%

7-hydroxy-3,4',5,8-tetramethoxyflavone (85734-53-8) + acetonitrile (75-05-8,26809-02-9) → 5,7-dihydroxy-3,8-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one (1570-09-8) + 3,7-dihydroxy-4',5,8-trimethoxyflavone (95125-09-0) + 6-acetyl-5,7-dihydroxy-3,4',8-trimethoxyflavone (110193-77-6)

Guidance literature:

With aluminium trichloride; at 70 ℃; for 10h;

DOI:10.1021/jo00230a009

Reference yield: 40.0%

7-hydroxy-3,4',5,8-tetramethoxyflavone (85734-53-8) → 5,7-dihydroxy-3,8-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one (1570-09-8) + 3,7-dihydroxy-4',5,8-trimethoxyflavone (95125-09-0) + 6-acetyl-5,7-dihydroxy-3,4',8-trimethoxyflavone (110193-77-6)

Guidance literature:

With aluminium trichloride; In acetonitrile; at 70 ℃; for 10h; Product distribution; Mechanism; other 3,5-dimethoxyflavone derivatives and their acetates; also for ether as solvent and AlBr₃ as reagent, var reaction conditions;

DOI:10.1021/jo00230a009

Reference yield: 35.0%

7-hydroxy-3,4',5,8-tetramethoxyflavone (85734-53-8) → 5,7-dihydroxy-3,8-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one (1570-09-8) + 3,7-dihydroxy-4',5,8-trimethoxyflavone (95125-09-0)

Guidance literature:

With aluminium trichloride; In diethyl ether; for 10h; Heating;

DOI:10.1021/jo00230a009

upstream raw materials:

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

diazomethane

Rhodionin

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

Downstream raw materials:

3-hydroxy-4',8-dimethoxy-5,7-bis(tosyloxy)flavone

3,5,7-trihydroxy-8,4′-dimethoxyflavone

3,4',8-trimethoxy-5,7-bis(tosyloxy)flavone

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

Refernces

• 1、 Zapesochnaya, G. G.,Kurkin, V. A.,Shchavlinskii, A. N.. "FLAVONOIDS OF THE EPIGEAL PART OF Rhodiola rosea. II. STRUCTURES OF NEW GLYCOSIDES OF HERBACETIN AND OF GOSSYPETIN". . p. 464 - 473. Retrieved 2007/10/02.