132748-02-8

Basic information

• Product Name: 2,3,4,6-TETRA-O-BENZYL-D-GALACTOPYRANOSE TRICHLOROACETIMIDATE
• Synonyms: 2,3,4,6-TETRA-O-BENZYL-D-GALACTOPYRANOSE TRICHLOROACETIMIDATE;2,3,4,6-Tetra-O-benzyl-D-galactopyranosyl trichloroacetimidate;2,3,4,6-Tetrakis-O-(phenylMethyl)-D-galactopyranose 2,2,2-TrichloroethaniMidate
• CAS NO: 132748-02-8
• Molecular Formula: C₃₆H₃₆Cl₃NO₆
• Molecular Weight: 685.03
• Product Categories: 13C & 2H Sugars;Carbohydrates & Derivatives
• Mol File: 132748-02-8.mol
• Article Data: 24

Chemical Properties

• Melting Point: 78-79°C
• Appearance: /
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility: Acetone, Chloroform, DMSO, Methanol
• Stability: Store in Freezer
• CAS DataBase Reference: 2,3,4,6-TETRA-O-BENZYL-D-GALACTOPYRANOSE TRICHLOROACETIMIDATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4,6-TETRA-O-BENZYL-D-GALACTOPYRANOSE TRICHLOROACETIMIDATE(132748-02-8)
• EPA Substance Registry System: 2,3,4,6-TETRA-O-BENZYL-D-GALACTOPYRANOSE TRICHLOROACETIMIDATE(132748-02-8)

Safety Data

• Hazardous Substances Data: 132748-02-8(Hazardous Substances Data)

Usage

Description

2,3,4,6-TETRA-O-BENZYL-D-GALACTOPYRANOSE TRICHLOROACETIMIDATE, with the chemical name C31H35Cl3NO4, is a white solid compound that is useful in organic synthesis. It is a derivative of D-galactopyranose, a monosaccharide sugar, with four benzyl groups attached to its hydroxyl groups and a trichloroacetimidate group at the anomeric position. 2,3,4,6-TETRA-O-BENZYL-D-GALACTOPYRANOSE TRICHLOROACETIMIDATE is characterized by its unique structure and chemical properties, making it a valuable intermediate in the synthesis of various complex organic molecules.

Uses

Used in Organic Synthesis:
2,3,4,6-TETRA-O-BENZYL-D-GALACTOPYRANOSE TRICHLOROACETIMIDATE is used as a synthetic intermediate for the preparation of complex organic molecules, particularly in the field of carbohydrate chemistry. Its unique structure allows for the selective protection and deprotection of hydroxyl groups, facilitating the synthesis of various glycoconjugates and oligosaccharides.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,3,4,6-TETRA-O-BENZYL-D-GALACTOPYRANOSE TRICHLOROACETIMIDATE is used as a key building block for the synthesis of glycoconjugate drugs and drug candidates. These glycoconjugates have potential applications in the treatment of various diseases, including cancer, infectious diseases, and autoimmune disorders, due to their ability to modulate immune responses and target specific cells.
Used in Material Science:
2,3,4,6-TETRA-O-BENZYL-D-GALACTOPYRANOSE TRICHLOROACETIMIDATE can also be used in material science for the development of novel materials with specific properties. For example, it can be used to synthesize glycopolymers and glycoconjugated nanoparticles with potential applications in drug delivery, diagnostics, and biomaterials.
Used in Research and Development:
In the field of research and development, 2,3,4,6-TETRA-O-BENZYL-D-GALACTOPYRANOSE TRICHLOROACETIMIDATE serves as a valuable tool for studying the structure, function, and interactions of carbohydrates in biological systems. It can be used to probe the role of carbohydrates in cell recognition, signaling, and adhesion, as well as to investigate the mechanisms of carbohydrate processing and metabolism.

Upstream product

• 6386-24-9 2,3,4,6-tetra-O-benzyl-D-galactopyranose 
• 545-06-2 trichloroacetonitrile 
• 112344-80-6 2-propenyl 2,3,4,6-tetra-O-benzyl-α-D-glactopyranoside 
• 100-39-0 benzyl bromide 
• 48149-72-0 (2S,3R,4S,5R,6R)-2-Allyloxy-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 
• 4132-28-9 2,3,4,6-tetra-O-benzyl-D-mannopyranose 
• 38184-10-0 phenyl 2,3,4,6-tetra-O-benzyl-1-thio-α-D-mannopyranoside 
• 51023-63-3 methyl-α,β-D-mannopyranoside 
• 100-44-7 benzyl chloride 
• 83462-67-3 methyl 2,3,4,6-tetra-O-benzyl-D-mannopyranoside 
• 4132-28-9 2,3,4,6-tetra-O-benzyl-α-D-mannopyranoside 
• 530-26-7 D-Mannose 
• 1438395-04-0 C₈H₁₄O₇ 
• 3866-62-4 1-O-acetyl-2,3,4,6-tetra-O-benzyl-D-mannopyranose 

Downstream Products

• 3879-79-6 (2R,3R,4S,5S,6S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)-6-methoxytetrahydro-2H-pyran 
• 71526-33-5 methyl 2,3,4,6-tetra-O-benzyl-β-D-mannopyranoside 
• 83866-15-3 benzyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl-(1->4)-2,3-di-O-isopropylidene-α-L-rhamnopyranoside 
• 148744-10-9 Diphenyl(2,3,4,6-tetra-O-benzyl-β-D-mannopyranosyl)phosphine Oxide 
• 38768-84-2 dibenzyl 2,3,4,6-tetra-O-benzyl-β-D-mannopyranosyl phosphate 
• 90357-98-5 dibenzyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl phosphate 
• 149353-66-2 1,6-anhydro-4-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-2,3-O-isopropylidene-β-D-mannopyranose 
• 141118-12-9 2,3,4,6-tetra-O-benzyl-β-D-mannopyranosyl (benzyl 2,3,4-tri-O-benzyl-α-D-galactopyranosid)uronate 
• 103383-07-9 (3β,5β,14β,17β)-3β-<(2,3,4,6-tetra-O-benzyl-β-D-mannopyranosyl)oxy>-14-hydroxycard-20(22)-enolide 
• 103368-05-4 (3β,5β,14β,17β)-3β-<(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)oxy>-14-hydroxycard-20(22)-enolide 
• 149270-66-6 2,3,4,6-Tetra-O-benzyl-β-D-galactopyranosylphosphonsaeure-dimethylester 
• 58781-26-3 2,3,4,6-tetra-O-benzyl-D-glucopyranosyl-(1?1)-2,3,4,6-tetra-O-benzyl-D-glucopyranoside 

Relevant articles and documents

Stereoselective O-Glycosylations by Pyrylium Salt Organocatalysis**

Despite many years of invention, the field of carbohydrate chemistry remains rather inaccessible to non-specialists, which limits the scientific impact and reach of the discoveries made in the field. Aiming to increase the availability of stereoselective

Visible-Light-Mediated β-C(sp3)-H Amination of Glycosylimidates: En Route to Oxazoline-Fused/Spiro Nonclassical Bicyclic Sugars

A straightforward route has been developed for the diastereoselective synthesis of nonclassical conformationally constrained oxazoline-fused and spiro bicyclic sugars bearing a quaternary center via selective β-C-H amination of appropriately positioned gl

Carbohydrate-lipid constructs and their use in preventing or treating viral infection

The invention relates to selected carbohydrate-lipid constructs and their use as mimics of ligands for receptors expressed by virus. In particular, the invention relates to the use of selected carbohydrate-lipid constructs in methods of inhibiting virus infection and/or promoting clearance of virus from infected subjects. Carbohydrate-lipid constructs selected for use in these methods where the virus is Human Immunodeficiency Virus (HIV) are provided.