61820-04-0

Basic information

• Product Name: 1,3,4,6-Tetra-O-benzyl-b-D-galactopyranoside
• Synonyms: 1,3,4,6-Tetra-O-benzyl-b-D-galactopyranoside;Benzyl 3,4,6-Tri-O-benzyl--D-galactopyranoside;PhenylMethyl 3,4,6-Tris-O-(phenylMethyl)-β-D-galactopyranoside;Benzyl 3,4,6-Tri-O-benzyl-2-D-galactopyranoside
• CAS NO: 61820-04-0
• Molecular Formula: C₃₄H₃₆O₆
• Molecular Weight: 540.65
• Product Categories: Carbohydrates & Derivatives
• Mol File: 61820-04-0.mol
• Article Data: 12

Chemical Properties

• Melting Point: 54-55°C
• Boiling Point: 676.061°C at 760 mmHg
• Flash Point: 362.669°C
• Appearance: /
• Density: 1.222g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.619
• Storage Temp.: Refrigerator
• Solubility: Acetonitrile (Slightly), Chloroform (Slightly)
• PKA: 12.73±0.70(Predicted)
• CAS DataBase Reference: 1,3,4,6-Tetra-O-benzyl-b-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,4,6-Tetra-O-benzyl-b-D-galactopyranoside(61820-04-0)
• EPA Substance Registry System: 1,3,4,6-Tetra-O-benzyl-b-D-galactopyranoside(61820-04-0)

Safety Data

• Hazardous Substances Data: 61820-04-0(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

InChI:InChI=1/C34H36O6/c35-31-33(38-23-28-17-9-3-10-18-28)32(37-22-27-15-7-2-8-16-27)30(25-36-21-26-13-5-1-6-14-26)40-34(31)39-24-29-19-11-4-12-20-29/h1-20,30-35H,21-25H2/t30?,31-,32-,33+,34+/m0/s1

Upstream product

• 100-44-7 benzyl chloride 
• 4258-14-4 3,4,6-tri-O-acetyl-1,2-O-(1-benzyloxyethylidene)-α-D-glucopyranose 
• 82703-48-8 3,4,6-tri-O-benzyl-1,2-O-(1-benzyloxyethylidene)-α-D-glucopyranose 
• 604-69-3 β-D-glucose pentaacetate 
• 3947-62-4 2,3,4,5-tetra-O-acetyl-D-glucopyranose 
• 108869-64-3 3,4,6-tri-O-benzyl-2-O-acetyl-α-D-glucosyl trichloroimidate 
• 51532-75-3 3,4,6-tri-O-benzyl-1,2-O-(1-methoxyethylidene)-α-D-glucopyranose 
• 3254-16-8 3,4,6-tri-O-acetyl-[1,2-O-(1-methoxyethylidene)]-α-D-glucopyranose 
• 100-51-6 benzyl alcohol 
• 74372-90-0 3,4,6-tri-O-benzyl-D-glucal epoxide 
• 55628-54-1 3,4,6-tri-O-benzyl-D-glucal 
• 1380516-32-4 3,4,6-tri-O-benzyl-β-D-glucopyranosyl 1-diethyldithiocarbamate 
• 55659-53-5 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-glucopyranosyl bromide 
• 53270-12-5 1,2-O-(1-ethoxyethylene) 3,4,6-tri-O-benzyl-1-thio-α-D-glucopyranose 

Downstream Products

• 185380-50-1 (2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5R,6R)-2,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-2-carboxylic acid benzyl ester 
• 185380-26-1 (2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5R,6R)-2,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 1423019-37-7 benzyl 3,4,6-tri-O-benzyl-β-d-arabino-hexos-2-ulo-pyranoside 
• 144261-02-9 benzyl 3,4,6-tri-O-benzyl-2-O-(2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-β-D-glucopyranoside 
• 90486-12-7 benzyl 3,4,6-tri-O-benzyl-2-O-trifluoromethanesulfonyl-β-D-mannopyranoside 
• 90465-40-0 benzyl 3,4,6-tri-O-benzyl-2-deoxy-2-fluoro-β-D-glucopyranoside 
• 112289-17-5 benzyl 2-O-(2-O-allyl-3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-3,4,6-tri-O-benzyl-β-D-glucopyranoside 
• 112289-15-3 benzyl 2-O-(2-O-allyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-3,4,6-tri-O-benzyl-β-D-glucopyranoside 
• 112468-78-7 benzyl O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-glucopyranosyl)-(1->2)-O-(3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-β-D-glucopyranoside 
• 112289-10-8 O-(2-O-allyl-α-D-glucopyranosyl)-(1->2)-O-(3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-β-D-glucopyanoside 
• 112289-04-0 benzyl O-(2-O-allyl-α-D-glucopyranosyl)-(1->2)-O-α-D-glucopyranosyl-(1->2)-3,4,6,-tri-O-benzyl-β-D-glucopyranoside 
• 112289-11-9 benzyl 2-O-(2-O-allyl-α-D-glucopyranosyl)-3,4,6-tri-O-benzyl-β-D-glucopyranoside 

Relevant articles and documents

Exploring the Biochemical Foundations of a Successful GLUT1-Targeting Strategy to BNCT: Chemical Synthesis and in Vitro Evaluation of the Entire Positional Isomer Library of ortho-Carboranylmethyl-Bearing Glucoconjugates

Boron neutron capture therapy (BNCT) is a noninvasive binary therapeutic modality applicable to the treatment of cancers. While BNCT offers a tumor-targeting selectivity that is difficult to match by other means, the last obstacles preventing the full har

Simple and mild stereoselective O-glycosidation using 1,2-anhydrosugars under neutral conditions

The ring opening of α-D-1,2-anhydrohexapyranoses with phenols proceeded smoothly in ethyl acetate (neutral conditions) in the absence of metal ion catalysts or additives to stereoselectively furnish 1,2-cis-α-aryl glycosides as the major product and 1,2-t

Glycosyl dithiocarbamates: β-selective couplings without auxiliary groups

In this article, we evaluate glycosyl dithiocarbamates (DTCs) with unprotected C2 hydroxyls as donors in β-linked oligosaccharide synthesis. We report a mild, one-pot conversion of glycals into β-glycosyl DTCs via DMDO oxidation with subsequent ring opening by DTC salts, which can be generated in situ from secondary amines and CS2. Glycosyl DTCs are readily activated with Cu(I) or Cu(II) triflate at low temperatures and are amenable to reiterative synthesis strategies, as demonstrated by the efficient construction of a tri-β-1,6-linked tetrasaccharide. Glycosyl DTC couplings are highly β-selective despite the absence of a preexisting C2 auxiliary group. We provide evidence that the directing effect is mediated by the C2 hydroxyl itself via the putative formation of a cis-fused bicyclic intermediate.