Kaempferol Tri-O-methoxymethyl Ether

Base Information

• Chemical Name: Kaempferol Tri-O-methoxymethyl Ether
• CAS No.: 143724-66-7
• Molecular Formula: C21H22O9
• Molecular Weight: 418.4
• DSSTox Substance ID: DTXSID80464247
• Wikidata: Q82289507
• Mol file: 143724-66-7.mol

Synonyms:Kaempferol Tri-O-methoxymethyl Ether;143724-66-7;5-hydroxy-3,7-bis(methoxymethoxy)-2-[4-(methoxymethoxy)phenyl]chromen-4-one;AGN-PC-00816I;DTXSID80464247;FT-0670600;J-007865

Chemical Property of Kaempferol Tri-O-methoxymethyl Ether

Chemical Property:

• Melting Point: 73-75oC
• PSA: 105.82000
• LogP: 3.11370
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 10
• Exact Mass: 418.12638228
• Heavy Atom Count: 30
• Complexity: 585

Purity/Quality:

99% ^*data from raw suppliers

Kaempferol Tri-O-methoxymethyl Ether ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCOC1=CC=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)OCOC)O)OCOC
• Uses: Protected Kaempferol.

Technology Process of Kaempferol Tri-O-methoxymethyl Ether

There total 9 articles about Kaempferol Tri-O-methoxymethyl 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: 83.0%

3,5-hydroxy-4',7-dimethoxymethylflavone (1329801-99-1) + chloromethyl methyl ether (107-30-2) → 3,4',7-tris-O-methoxymethylkaempferol (143724-66-7)

Guidance literature:

3,5-hydroxy-4',7-dimethoxymethylflavone; With potassium carbonate; In acetone; at 20 ℃; for 0.5h;

chloromethyl methyl ether; In acetone; at 20 ℃; for 2h;

DOI:10.1002/ejoc.201403689

Reference yield: 52.0%

bromethyl methyl ether (13057-17-5) + kaempferol (520-18-3) → 3,4',7-tris-O-methoxymethylkaempferol (143724-66-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jm040770b

Reference yield: 24.0%

kaempferol (520-18-3) + chloromethyl methyl ether (107-30-2) → 3,4',7-tris-O-methoxymethylkaempferol (143724-66-7)

Guidance literature:

With potassium carbonate; In acetone; for 8h; Ambient temperature;

upstream raw materials:

kaempferol

chloromethyl methyl ether

bromethyl methyl ether

2'-hydroxy-4',6'-bis(methoxymethoxy)acetophenone

Downstream raw materials:

5-hydroxy-8-prenyl-3,4',7-tris-O-methoxymethylkaempferol

5-Hydroxy-3,7-bis-methoxymethoxy-2-(4-methoxymethoxy-phenyl)-6-(3-methyl-but-2-enyl)-chromen-4-one

5-O-prenyl-3,7,4'-tris-O-methoxymethylkaempferol

8-prenyl-3,7,4'-trihydroxy-5-methoxyflavone

Refernces

• 1、 Daskiewicz, Jean-Baptiste,Depeint, Flore,Viornery, Lionel,Bayet, Christine,Comte-Sarrazin, Geraldine,Comte, Gilles,Gee, Jennifer M.,Johnson, Ian T.,Ndjoko, Karine,Hostettmann, Kurt,Barron, Denis. "Effects of flavonoids on cell proliferation and caspase activation in a human colonic cell line HT29: An SAR study". . p. 2790 - 2804. Retrieved 2007/10/03.