143536-99-6

Basic information

• Product Name: 4-METHOXYPHENYL 2,3,4,6-TETRA-O-BENZYL-BETA-D-GALACTOPYRANOSIDE
• Synonyms: 4-METHOXYPHENYL 2,3,4,6-TETRA-O-BENZYL-BETA-D-GALACTOPYRANOSIDE;4-Methoxyphenyl2,3,4,6-tetra-O-benzyl-b-D-galactopyranoside;4-Methoxyphenyl 2,3,4,6-Tetra-O-benzyl-β-D-galactopyranoside;(2R,3S,4S,5R,6S)-3,4,5-Tris(benzyloxy)-2-((benzyloxy)Methyl)-6-(4-Methoxyphenoxy)tetrahydro-2H-pyran;4-Methoxyphenyl 2,3,4,6-tetrakis-O-(phenylmethyl)-beta-D-galactopyranoside;4-Methoxyphenyl 2,3,4,6-Tetra-O-benzyl-&beta
• CAS NO: 143536-99-6
• Molecular Formula: C₄₁H₄₂O₇
• Molecular Weight: 646.77
• EINECS: 1533716-785-6
• Product Categories: Biochemistry;Galactose;Glycosides;O-Substituted Sugars;Sugars
• Mol File: 143536-99-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 110 °C
• Boiling Point: 746.7oC at 760 mmHg
• Flash Point: 274.9oC
• Appearance: /
• Density: 1.21g/cm3
• Vapor Pressure: 2.8E-21mmHg at 25°C
• Refractive Index: -17.5 ° (C=1, CHCl3)
• Storage Temp.: Freezer
• CAS DataBase Reference: 4-METHOXYPHENYL 2,3,4,6-TETRA-O-BENZYL-BETA-D-GALACTOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHOXYPHENYL 2,3,4,6-TETRA-O-BENZYL-BETA-D-GALACTOPYRANOSIDE(143536-99-6)
• EPA Substance Registry System: 4-METHOXYPHENYL 2,3,4,6-TETRA-O-BENZYL-BETA-D-GALACTOPYRANOSIDE(143536-99-6)

Safety Data

• Hazardous Substances Data: 143536-99-6(Hazardous Substances Data)

Usage

Chemical Properties

White fine crystalline powder

Uses

4-Methoxyphenyl 2,3,4,6-Tetra-O-benzyl-beta-D-galactopyranoside was studied for its therapeutic potential as an inhibitor of abnormal prion protein formation.

InChI:InChI=1/C41H42O7/c1-42-35-22-24-36(25-23-35)47-41-40(46-29-34-20-12-5-13-21-34)39(45-28-33-18-10-4-11-19-33)38(44-27-32-16-8-3-9-17-32)37(48-41)30-43-26-31-14-6-2-7-15-31/h2-25,37-41H,26-30H2,1H3/t37-,38+,39+,40-,41-/m1/s1

Upstream product

• 2872-65-3 4-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside 
• 100-39-0 benzyl bromide 
• 3150-20-7 4-methoxyphenyl β-D-galactopyranoside 
• 4291-69-4 2,3,4,6-Tetra-O-benzyl-D-glucopyranose 
• 150-76-5 4-methoxy-phenol 
• 90357-89-4 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl trichloroacetimidate 
• 74808-09-6 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate 
• 126709-14-6 1-Azi-2,3,4,6-tetra-O-benzyl-1-deoxy-D-glucopyranose 

Downstream Products

• 132748-02-8 O-(2,3,4,6-tetra-O-benzyl-α,β-D-galactopyranosyl)trichloroacetimidate 
• 4132-28-9 2,3,4,6-tetra-O-benzyl-α-D-galactopyranose 
• 4132-28-9 2,3,4,6-tetra-O-benzyl-D-galactopyranose 
• 4291-69-4 2,3,4,6-Tetra-O-benzyl-D-glucopyranose 
• 1206803-32-8 p-methoxyphenyl 2,3,4-tri-O-benzyl-6-O-triethyl-silyl-β-D-galactopyranoside 
• 951026-38-3 2'-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)glycerol 
• 951026-36-1 cis-1',3'-O-benzylidene-2'-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)glycerol 
• 61198-88-7 2,3,4,6-tetra-O-benzoyl-α-D-galactopyranosyl bromide 

Relevant articles and documents

Synthesis and conformational analysis of vicinally branched trisaccharide β-d-Galf-(1 → 2)-[β-d-Galf-(1 → 3)-]-α-GalpfromCryptococcus neoformansgalactoxylomannan

The synthesis of a vicinally branched trisaccharide composed of twod-galactofuranoside residues attachedviaβ-(1 → 2)- and β-(1 → 3)-linkages to the α-d-galactopyranoside unit has been performed for the first time. The reported trisaccharide represents the galactoxylomannan moiety first described in 2017, which is the capsular polysaccharide of the opportunistic fungal pathogenCryptococcus neoformansresponsible for life-threatening infections in immunocompromised patients. The NMR-data reported here for the synthetic model trisaccharide are in good agreement with the previously assessed structure of galactoxylomannan and are useful for structural analysis of related polysaccharides. The target trisaccharide as well as the constituent disaccharides were analyzed by a combination of computational and NMR methods to demonstrate good convergence of the theoretical and experimental results. The results suggest that the furanoside ring conformation may strongly depend on the aglycon structure. The reported conformational tendencies are important for further analysis of carbohydrate-protein interaction, which is critical for the host response towardC. neoformansinfection.

Catalytic glycosylation with rhodium(III)-triphos catalysts

The formation of glycosides in high yield from 1-hydroxy sugars using catalytic amounts (0.5molpercent) of Rh(III)Cl3(triphos) (1a) or [Rh(III)(MeCN)3(triphos)](TfO)3 (1b) is described. High stereocontrol at the anomeric c

159. Glycosylidene Carbenes - Part 2 - Synthesis of O-Aryl Glycosides

Phenol, 4-methoxyphenol, 4-nitrophenol, methyl orsellinate (1), and 2,6-di(tert-butyl)-4-methylphenol (BHT; 2) have been glycosylated by thermal reaction (20-60 deg C) with various glycosylidene-derived diazirines. 4-Methoxyphenol reacted with the D-gluco