Methyl 2,3,4-tri-O-acetyl-B-D-glucuronic acid methyl ester

Base Information

• Chemical Name: Methyl 2,3,4-tri-O-acetyl-B-D-glucuronic acid methyl ester
• CAS No.: 34213-34-8
• Molecular Formula: C₁₄H₂₀O₁₀
• Molecular Weight: 348.307
• Nikkaji Number: J1.398.751C
• Mol file: 34213-34-8.mol

Synonyms:34213-34-8;METHYL 2,3,4-TRI-O-ACETYL-B-D-GLUCURONIC ACID METHYL ESTER;Methyl 2,3,4-Tri-O-acetyl-beta-D-glucuronic Acid Methyl Ester;methyl (2S,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-methoxyoxane-2-carboxylate;MFCD09841789;Dimethyl 2,3,4-tri-O-acetylhexopyranosiduronate #;Methyl 2,3,4-tri-O-acetyl-b-D-glucuronide methyl ester;Methyl2,3,4-Tri-O-acetyl-b-D-glucuronicAcidMethylEster;SCHEMBL21013869;WQZLHCDEZYULJJ-ZXPJVPCYSA-N;Methyl(methyl 2,3,4-tri-O-acetyl-beta-d-glucopyranosid)uronate;AKOS027447797;BS-16605;D83568;W-202395;Methyl 2,3,4-Tri-O-acetyl--D-glucuronic acid methyl ester;Methyl 2,3,4-tri-O-acetyl-beta-D-glucuronide methyl ester;Methyl 2,3,4-Tri-O-acetyl-?-D-glucuronic Acid Methyl Ester

Chemical Property of Methyl 2,3,4-tri-O-acetyl-B-D-glucuronic acid methyl ester

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 151-152 °C
• Refractive Index: 1.475
• Boiling Point: 383.905°C at 760 mmHg
• Flash Point: 165.81°C
• PSA: 123.66000
• Density: 1.296g/cm³
• LogP: -0.67420
• Storage Temp.: 2-8°C
• Solubility.: Benzene, Dichloromethane, Ethyl Acetate
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 9
• Exact Mass: 348.10564683
• Heavy Atom Count: 24
• Complexity: 502

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl 2,3,4-Tri-O-acetyl-β-D-glucuronic Acid Methyl Ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1C(C(OC(C1OC(=O)C)OC)C(=O)OC)OC(=O)C
• Isomeric SMILES: CC(=O)O[C@H]1[C@@H]([C@H](O[C@H]([C@@H]1OC(=O)C)OC)C(=O)OC)OC(=O)C
• Uses: Methyl 2,3,4-Tri-O-acetyl-β-D-glucuronic Acid Methyl Ester (cas# 34213-34-8) is a compound useful in organic synthesis.

Technology Process of Methyl 2,3,4-tri-O-acetyl-B-D-glucuronic acid methyl ester

There total 30 articles about Methyl 2,3,4-tri-O-acetyl-B-D-glucuronic acid methyl ester 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: 85.4%

methanol (67-56-1) + 1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester (21085-72-3) → methyl (methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosid)uronate (30902-96-6,34213-34-8,35785-35-4,50767-72-1,63730-53-0,63730-54-1,63730-55-2,74033-69-5,77880-64-9,87936-90-1,108032-42-4,136520-47-3)

Guidance literature:

With silver carbonate; In toluene; at 20 - 75 ℃; for 21h; Inert atmosphere;

DOI:10.1016/j.carres.2012.01.002

Reference yield: 64.0%

methanol (67-56-1) + methyl 2,3,4-tri-O-acetyl-1-O-(trichloroacetimidoyl)-α-D-glucopyranuronate (92420-89-8) → methyl (methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosid)uronate (30902-96-6,34213-34-8,35785-35-4,50767-72-1,63730-53-0,63730-54-1,63730-55-2,74033-69-5,77880-64-9,87936-90-1,108032-42-4,136520-47-3)

Guidance literature:

methanol; methyl 2,3,4-tri-O-acetyl-1-O-(trichloroacetimidoyl)-α-D-glucopyranuronate; In dichloromethane; at -10 ℃; for 0.5h; Molecular sieve; Inert atmosphere;

With boron trifluoride diethyl etherate; In dichloromethane; at -10 ℃; Molecular sieve; Inert atmosphere;

DOI:10.1002/chem.201903788

Reference yield: 48.0%

methyl uronate (107952-58-9) → methyl (methyl 2,3,4-tri-O-acetyl-α-L-idopyranoside)uronate (108032-42-4) + methyl (methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosid)uronate (30902-96-6,34213-34-8,35785-35-4,50767-72-1,63730-53-0,63730-54-1,63730-55-2,74033-69-5,77880-64-9,87936-90-1,108032-42-4,136520-47-3)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 2h; stereoselective reaction; Inert atmosphere; Reflux;

DOI:10.1039/c6ob00283h

upstream raw materials:

methyl beta-D-glucopyranoside

1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester

methyl uronate

methanol

Downstream raw materials:

methyl β-D-glucuronopyranoside methyl ester

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