Methyl 2,3,6-Tri-O-benzoyl-4-deoxy-a-D-glucopyranoside

Base Information

• Chemical Name: Methyl 2,3,6-Tri-O-benzoyl-4-deoxy-a-D-glucopyranoside
• CAS No.: 19488-41-6
• Molecular Formula: C28H26O8
• Molecular Weight: 490.51
• Mol file: 19488-41-6.mol

Synonyms:Methyl 2,3,6-Tri-O-benzoyl-4-deoxy-a-D-glucopyranoside;Methyl 2,3,6-Tri-O-benzoyl-4-deoxy-α-D-glucopyranoside

Chemical Property of Methyl 2,3,6-Tri-O-benzoyl-4-deoxy-a-D-glucopyranoside

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 609.596°C at 760 mmHg
• Flash Point: 259.509°C
• PSA: 97.36000
• Density: 1.302g/cm³
• LogP: 4.05600
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Ethyl Acetate, Methanol

Purity/Quality:

99% ^*data from raw suppliers

Methyl2,3,6-Tri-O-benzoyl-4-deoxy-α-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl 2,3,6-Tri-O-benzoyl-4-deoxy-a-D-glucopyranoside can be used as a molecule for studying the substrate specificity of certain transferase enzymes involved in glycoprotein biosynthesis. It has also been used to investigate the epitope binding of particular murine monoclonal antibodies.

Technology Process of Methyl 2,3,6-Tri-O-benzoyl-4-deoxy-a-D-glucopyranoside

There total 17 articles about Methyl 2,3,6-Tri-O-benzoyl-4-deoxy-a-D-glucopyranoside 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%

methyl 2,3,6-tri-O-benzoyl-4-O-(imidazol-1-ylthiocarbonyl)-α-D-galactopyranoside (79233-80-0) → Methyl-2,3,6-tri-O-benzoyl-4-desoxy-α-D-xylo-hexopyranosid (19488-41-6)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 110 ℃; for 1h;

DOI:10.1016/0008-6215(94)84287-6

Reference yield: 94.0%

Methyl-2,3,6-tri-O-benzoyl-4-O-phenoxythiocarbonyl-α-D-galactopyranosid (141020-13-5) → Methyl-2,3,6-tri-O-benzoyl-4-desoxy-α-D-xylo-hexopyranosid (19488-41-6)

Guidance literature:

With azobisisobutyronitrile; tri-n-butyl-tin hydride; In toluene; for 4h; Heating;

Reference yield: 85.0%

methyl 4-S-acetyl-2,3,6-tri-O-benzoyl-4-thio-α-D-glucopyranoside → Methyl-2,3,6-tri-O-benzoyl-4-desoxy-α-D-xylo-hexopyranosid (19488-41-6)

Guidance literature:

methyl 4-S-acetyl-2,3,6-tri-O-benzoyl-4-thio-α-D-glucopyranoside; With hydrazine hydrate; In N,N-dimethyl-formamide; at 20 ℃; for 0.0666667h;

With tris-(2-carboxyethyl)-phosphine hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 1h; UV-irradiation; Molecular sieve;

DOI:10.1021/acs.orglett.9b02033

upstream raw materials:

methyl 2,3,6-tri-O-benzoyl-4-S-cyano-4-thio-α-D-glucopyranoside

methyl 2,3,6-tri-O-benzoyl-4-deoxy-4-iodo-α-D-gluco-pyranoside

methyl 2,3,6-tri-O-benzoyl-4-deoxy-β-D-xylo-hexopyranoside

methyl 2,3,6-tri-O-benzoyl-4-O-(imidazol-1-ylthiocarbonyl)-α-D-galactopyranoside

Downstream raw materials:

methyl 4-deoxy-α-D-xylo-hexopyranoside

2,3,6-tri-O-benzoyl-4-deoxy-α-D-xylo-hexopyranosyl chloride

2,3,6-Tri-O-benzoyl-4-desoxy-α-D-xylo-hexopyranosyliodid

1-O-Acetyl-2,3,6-tri-O-benzoyl-4-desoxy-α-D-xylo-hexopyranose