Quercetin pentamethyl ether

Base Information

• Chemical Name: Quercetin pentamethyl ether
• CAS No.: 1247-97-8
• Molecular Formula: C20H20 O7
• Molecular Weight: 372.375
• Hs Code.: 2914509090
• NSC Number: 618936,115922
• UNII: V6J41K636O
• DSSTox Substance ID: DTXSID10154467
• Nikkaji Number: J363.691G
• Wikidata: Q83021718
• Pharos Ligand ID: 61MSXRY61UQN
• Metabolomics Workbench ID: 25855
• ChEMBL ID: CHEMBL19032
• Mol file: 1247-97-8.mol

Synonyms:3,5,7,3',4'-pentamethoxyflavone

Chemical Property of Quercetin pentamethyl ether

Chemical Property:

• Melting Point: 152-156°C
• Boiling Point: 561.9 °C at 760 mmHg
• Flash Point: 246.9 °C
• PSA: 76.36000
• Density: 1.29 g/cm³
• LogP: 3.50300
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 372.12090297
• Heavy Atom Count: 27
• Complexity: 561

Purity/Quality:

≥98% ^*data from raw suppliers

3,5,7,3′,4′-Pentamethoxyflavone ^*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=C3OC)OC)OC)OC

Technology Process of Quercetin pentamethyl ether

There total 33 articles about Quercetin pentamethyl ether 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: 96.0%

2-(3,4-dimethoxyphenyl)-3-hydroxy-5,7-dimethoxy-4H-4-chromenone (1244-78-6) + dimethyl sulfate (77-78-1) → pentamethyl quercetin (1247-97-8)

Guidance literature:

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

DOI:10.1016/j.tet.2004.01.023

Reference yield: 87.0%

C20H22O8 (1385652-17-4) → pentamethyl quercetin (1247-97-8)

Guidance literature:

With sulfuric acid; acetic acid; at 80 ℃; for 0.5h;

DOI:10.5012/bkcs.2012.33.4.1379

Reference yield: 86.0%

quercetol (117-39-5,74893-81-5) + methyl iodide (74-88-4) → pentamethyl quercetin (1247-97-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 35 ℃; for 12h; Inert atmosphere;

DOI:10.1002/bkcs.10286

upstream raw materials:

diazomethane

quercetol

dimethyl sulfate

methyl iodide

Downstream raw materials:

2-(3,4-dimethoxyphenyl)-3,5,7-trimethoxy-4H-chromene-4-thione

Veratric acid

(+/-)-2,3-cis-3,5,7,3',4'-Pentamethoxyflavan ((+/-)-Epicatechin-pentamethylaether)

retusin

Refernces

• 1、 Joseph-Nathan, P.,Abramo-Bruno, D.,Torres, Ma. A.. "STRUCTURAL ELUCIDATION OF POLYMETHOXYFLAVONES FROM SHIFT REAGENT PROTON NMR MEASUREMENTS". . p. 313 - 318. Retrieved 1981.
• 2、 Zapesochnaya et al.. "-". . . Retrieved 1965.
• 3、 Chen, Hongping,Ding, Haiyan,Hu, Yuan,Li, Dan,Liu, Youping,You, Qiang. "Pharmacokinetics and Metabolites of 12 Bioactive Polymethoxyflavones in Rat Plasma". . p. 12705 - 12716. Retrieved 2021/11/17.
• 4、 Boutefnouchet, Sabrina,Bouzidi, Chouaha,Cojean, Sandrine,Figadère, Bruno,Grougnet, Rapha?l,Maciuk, Alexandre,Michel, Sylvie,Ortiz, Sergio,Vásquez-Ocmín, Pedro G.. "Correlation study on methoxylation pattern of flavonoids and their heme-targeted antiplasmodial activity". . . Retrieved 2020/09/16.