Glucuronic acid, triacetate, D-

Base Information

• Chemical Name: Glucuronic acid, triacetate, D-
• CAS No.: 6635-17-2
• Molecular Formula: C12H14O9
• Molecular Weight: 302.2342
• NSC Number: 16924
• Mol file: 6635-17-2.mol

Synonyms:Glucuronic acid, triacetate, D-;6635-17-2;SCHEMBL9013175;NSC16924;NSC-16924;Furo[3, D-glucofuranuronic acid deriv.;Glucofuranuronic acid, 1,2,5-triacetate;D-Glucofuranurono-6,3-lactone triacetate;D-Glucofuranuronic acid, 1,2,5-triacetate

Chemical Property of Glucuronic acid, triacetate, D-

Chemical Property:

• Vapor Pressure: 4.55E-08mmHg at 25°C
• Boiling Point: 443.7°Cat760mmHg
• Flash Point: 199.1°C
• Density: 1.42g/cm³
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 6
• Exact Mass: 302.06378202
• Heavy Atom Count: 21
• Complexity: 485

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1C2C(C(C(=O)O2)OC(=O)C)OC1OC(=O)C
• Isomeric SMILES: CC(=O)O[C@@H]1[C@@H]2[C@@H]([C@@H](C(=O)O2)OC(=O)C)OC1OC(=O)C

Technology Process of Glucuronic acid, triacetate, D-

There total 3 articles about Glucuronic acid, triacetate, D- 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: 98.0%

D-glucurono-6,3-lactone (63-29-6,487-44-5,575-64-4,14362-29-9,18281-92-0,26623-21-2) + acetic anhydride (108-24-7) → 1,2,5-tri-O-acetyl-α/β-D-glucofuranurono-6,3-lactone (6635-17-2)

Guidance literature:

With iodine; at 20 ℃; for 0.166667h;

DOI:10.1016/S0040-4020(97)00742-4

Reference yield:

→ O1,O2,O5-triacetyl-ξ-D-mannofuranuronic acid-lactone (6635-17-2,40268-91-5,55123-32-5,86708-77-2,101693-52-1)

Guidance literature:

With acetic anhydride; zinc(II) chloride;

Reference yield:

→ 1,2,5-Tri-O-acetyl-β-L-glucuron (6635-17-2,40268-91-5,55123-32-5,86708-77-2,101693-52-1)

Guidance literature:

aus L-Glucuron, Acetanhydrid, BF3-aetherat;

DOI:10.1139/v69-655

upstream raw materials:

D-glucurono-6,3-lactone

acetic anhydride

Downstream raw materials:

α-D-glucurono-6,3-lactone

N-benzyl-1-deoxy-1-(2-acetamido-6-N-benzyladenin-9-yl)-2,3,5-tri-O-acetyl-β-D-glucofuranuronamide

2,5-di-O-acetyl-β-D-glucofuranurono-6,3-lactone

2,5-di-O-acetyl-1-chloro-α-D-glucofuranurono-6,3-lactone

Refernces

• 1、 Azoulay, Michel,Ivastchenko, Nadia,Florent, Jean-Claude,Monneret, Claude. "p-nitrophenyl β-D-glucopyranosiduronic analogs as potential substrates for β-glucuronidase". . p. 1307 - 1310. Retrieved 2007/10/03.