4-O-Methylglucuronic acid

Base Information

• Chemical Name: 4-O-Methylglucuronic acid
• CAS No.: 4120-73-4
• Molecular Formula: C₇H₁₂O₇
• Molecular Weight: 208.168
• Hs Code.: 2940000080
• DSSTox Substance ID: DTXSID90947556
• Nikkaji Number: J573.357J
• Wikidata: Q82925366
• Mol file: 4120-73-4.mol

Synonyms:4-O-methylglucuronic acid;4-O-methylglucuronic acid, (D)-isomer

Chemical Property of 4-O-Methylglucuronic acid

Chemical Property:

• Vapor Pressure: 1.73E-11mmHg at 25°C
• Melting Point: >46°C (dec.)
• Boiling Point: 486.1±45.0 °C(Predicted)
• PKA: 3.21±0.35(Predicted)
• Density: 1.526±0.06 g/cm3(Predicted)
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: Methanol (Slightly), Water (Slightly)
• XLogP3: -2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 208.05830272
• Heavy Atom Count: 14
• Complexity: 204

Purity/Quality:

4-O-Methyl-D-glucuronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(C(C(C=O)O)O)C(C(=O)O)O
• Isomeric SMILES: CO[C@@H]([C@@H]([C@H](C=O)O)O)[C@@H](C(=O)O)O
• Uses: 4-O-Methyl-D-glucuronic is an important constituent of hardwood xylans and undergoes various chemical transformations.

Technology Process of 4-O-Methylglucuronic acid

There total 9 articles about 4-O-Methylglucuronic 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:

6-O-(4-O-methyl-β-D-glucopyranosyluronic acid)-D-galactose (13006-41-2) → O4-methyl-D-glucuronic acid (4120-73-4) + D-Galactose (59-23-4)

Guidance literature:

With hydrogenchloride; at 100 ℃; for 8h;

DOI:10.1016/0008-6215(84)85039-9

Reference yield:

→ O4-methyl-D-glucuronic acid (4120-73-4)

Guidance literature:

With sulfuric acid;

DOI:10.1021/ja01519a034 DOI:10.1139/v59-006 DOI:10.1021/ja01519a033 DOI:10.1039/jr9540002522

Reference yield:

→ O4-methyl-D-glucuronic acid (4120-73-4)

Guidance literature:

With platinum on activated charcoal; air; sodium hydrogencarbonate; Hydrieren des Reaktionsprodukts an Palladium/Kohle in Wasser_.;

DOI:10.1007/BF00903021

upstream raw materials:

O¹,O²,O³-tribenzyl-O⁴-methyl-β-D-glucopyranuronic acid

2-O-(4-O-methyl-α-D-glucopyranosyluronic acid)-D-xylose

6-O-(4-O-methyl-β-D-glucopyranosyluronic acid)-D-galactose

benzyl 2,3-di-O-benzyl-β-D-glucopyranoside

Downstream raw materials:

O⁴-methyl-D-glucose

Refernces