2,3,8-Tri-O-methylellagic acid

Base Information

• Chemical Name: 2,3,8-Tri-O-methylellagic acid
• CAS No.: 1617-49-8
• Molecular Formula: C17H12 O8
• Molecular Weight: 344.277
• Hs Code.: 2914509090
• UNII: D3NBF2EA6P
• ChEMBL ID: CHEMBL451476
• DSSTox Substance ID: DTXSID60167224
• Metabolomics Workbench ID: 70459
• Nikkaji Number: J264.667F
• NSC Number: 333299
• Wikidata: Q27105446
• Mol file: 1617-49-8.mol

Synonyms:3,3',4-O-trimethylellagic acid;3,3',4-tri-O-methylellagic acid;3,7,8-tri-O-methylellagic acid

Chemical Property of 2,3,8-Tri-O-methylellagic acid

Chemical Property:

• Vapor Pressure: 1.82E-16mmHg at 25°C
• Melting Point: 289-291 °C
• Boiling Point: 630°Cat760mmHg
• PKA: 7.56±0.20(Predicted)
• Flash Point: 237.5°C
• PSA: 108.34000
• Density: 1.544g/cm³
• LogP: 2.22180
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 344.05321734
• Heavy Atom Count: 25
• Complexity: 565

Purity/Quality:

99%, ^*data from raw suppliers

2,3,8-Tri-O-methylellagicacid ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C2=C3C(=C1)C(=O)OC4=C3C(=CC(=C4OC)O)C(=O)O2)OC

Technology Process of 2,3,8-Tri-O-methylellagic acid

There total 17 articles about 2,3,8-Tri-O-methylellagic acid 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%

methyl 8,10-dihydroxy-3,4,9-trimethoxy-6-oxo-6H-dibenzo[b,d]pyran-1-carboxylate (956031-04-2) → 3,3',4-tri-O-methylellagic acid (1617-49-8)

Guidance literature:

In methanol; water; for 8h; Heating;

DOI:10.1016/j.tet.2007.07.103

Reference yield: 88.0%

3,3′,4′-tri-O-methylellagic acid 4-O-α-L-arabinofuranoside → L-arabinose (5328-37-0) + 3,3',4-tri-O-methylellagic acid (1617-49-8)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 80 ℃; for 1h;

DOI:10.1007/s11418-017-1137-y

Reference yield: 65.0%

4'-O-acetyl-3,3'-di-O-methylellagic acid (84700-15-2) + methyl iodide (74-88-4) → 3,3',4-tri-O-methylellagic acid (1617-49-8)

Guidance literature:

With potassium carbonate; In methanol; acetone; at 40 - 45 ℃; for 20h;

DOI:10.1248/cpb.38.2733

upstream raw materials:

4-O-Acetyl-3,3',4'-tri-O-methylellagic acid

diazomethane

4'-O-acetyl-3,3'-di-O-methylellagic acid

methyl iodide

Refernces

• 1、 Malhotra, S.,Misra, K.. "3,3'-DI-O-METHYLELLAGIC ACID 4-O-RHAMNOSIDE FROM THE ROOTS OF PROSOPIS JULIFLORA". . p. 2043 - 2044. Retrieved 1981.
• 2、 Hillis,Yazaki. "-". . p. 2963,2965 - 2968. Retrieved 1973.
• 3、 Soh, Rene F.,Bankeu, Jean K.,Lenta, Bruno N.,Mba'Ning, Brice M.,Ngouela, Silvere,Tsamo, Etienne,Sewald, Norbert. "Antibacterial ellagic Acid derivatives and other constituents from pancovia pedicellaris". experimental part. p. 1070 - 1076. Retrieved 2010/03/02.
• 4、 Chakravarty, Ajit Kumar. "Ellagic acid derivatives from the leaves of Eugenia jambos Linn". . p. 1316 - 1318. Retrieved 2007/10/03.