alpha-D-Galactopyranosiduronic acid, methyl methyl ester, triacetate

Base Information

• Chemical Name: alpha-D-Galactopyranosiduronic acid, methyl methyl ester, triacetate
• CAS No.: 35785-35-4
• Molecular Formula: C14H20O10
• Molecular Weight: 348.3026
• Mol file: 35785-35-4.mol

Synonyms:alpha-D-Galactopyranosiduronic acid, methyl methyl ester, triacetate;SCHEMBL12442266;35785-35-4;FT-0672256;.alpha.-D-Galactopyranosiduronic acid,methyl methyl ester,triacetate;Methyl 2,3,4-Tri-O-acetyl- beta -D-glucuronic Acid Methyl Ester

Chemical Property of alpha-D-Galactopyranosiduronic acid, methyl methyl ester, triacetate

Chemical Property:

• Vapor Pressure: 4.25E-06mmHg at 25°C
• Boiling Point: 383.9°Cat760mmHg
• Flash Point: 165.8°C
• Density: 1.29g/cm³
• 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:

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

Technology Process of alpha-D-Galactopyranosiduronic acid, methyl methyl ester, triacetate

There total 39 articles about alpha-D-Galactopyranosiduronic acid, methyl methyl ester, triacetate 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