25320-59-6

Basic information

• Product Name: 2,3,4,6-Tetra-O-benzyl-a-D-glucopyranosylchloride
• Synonyms: 2,3,4,6-Tetra-O-benzyl-a-D-glucopyranosylchloride;2,3,4,6-Tetrakis-O-(phenylMethyl)-α-D-glucopyranosyl Chloride
• CAS NO: 25320-59-6
• Molecular Formula: C₃₄H₃₅ClO₅
• Molecular Weight: 559.09
• Product Categories: Carbohydrates & Derivatives
• Mol File: 25320-59-6.mol
• Article Data: 47

Chemical Properties

• Boiling Point: 663.284°C at 760 mmHg
• Flash Point: 171.477°C
• Appearance: /
• Density: 1.225g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.612
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Stability: Moisture and Temperature Sensitive
• CAS DataBase Reference: 2,3,4,6-Tetra-O-benzyl-a-D-glucopyranosylchloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4,6-Tetra-O-benzyl-a-D-glucopyranosylchloride(25320-59-6)
• EPA Substance Registry System: 2,3,4,6-Tetra-O-benzyl-a-D-glucopyranosylchloride(25320-59-6)

Safety Data

• Hazardous Substances Data: 25320-59-6(Hazardous Substances Data)

Usage

Chemical Properties

Pale Yellow Oil

Uses

Chloro 2,3,4,6-Tetra-O-benzyl-α-D-glucopyranoside (cas# 25320-59-6) is a compound useful in organic synthesis.

InChI:InChI=1/C34H35ClO5/c35-34-33(39-24-29-19-11-4-12-20-29)32(38-23-28-17-9-3-10-18-28)31(37-22-27-15-7-2-8-16-27)30(40-34)25-36-21-26-13-5-1-6-14-26/h1-20,30-34H,21-25H2/t30?,31-,32+,33+,34+/m1/s1

Upstream product

• 38768-84-2 Dibenzyl(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)phosphat 
• 4291-69-4 2,3,4,6-Tetra-O-benzyl-D-glucopyranose 
• 67525-68-2 4'-Methoxyphenyl-2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside 
• 75-36-5 acetyl chloride 
• 87908-21-2 2-methoxyethyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 
• 79-37-8 oxalyl dichloride 
• 3068-32-4 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside 
• 117253-13-1 2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside 
• 100-39-0 benzyl bromide 
• 3396-99-4 methyl α-D-galactopyranoside 
• 53008-63-2 methyl 2,3,4,6-tetra-O-benzyl-α-D-galactopyranoside 
• 28244-94-2 4-methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside 
• 211678-08-9 p-methylphenyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside 
• 1493-13-6 trifluorormethanesulfonic acid 

Downstream Products

• 70893-32-2 2-benzothiazolyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside 
• 93414-72-3 (1R)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-C-(2-thienyl)-D-glucitol 
• 101981-26-4 Benzyl-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-mannopyranosyl)-(1->4)-2-O-acetyl-O-<(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1->3)>-α-L-rhamnopyranosid 
• 102045-73-8 Benzyl-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-mannopyranosyl)-(1->4)-2-O-acetyl-O-<(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->3)>-α-L-rhamnopyranosid 
• 25320-98-3 cyclohexyl glucoside 
• 139760-27-3 Methyl O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 
• 139760-23-9 Methyl O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 
• 10548-46-6 1,6-anhydro-2,3,4-tri-O-benzyl-β-D-glucopyranose 
• 139684-67-6 isopropenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside 
• 130912-27-5 (2R,3S,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-6-phenyl-3,4-dihydro-2H-pyran 
• 85917-84-6 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl azide 
• 174402-48-3 12,13-dihydro-2,10-dibenzyloxy-13-(β-D-2,3,4,6-tetra-O-benzylglucopyranosyl)-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-6-methyl-5,7(6H)-dione 
• 188884-50-6 C₆₉H₅₉N₃O₉ 
• 174402-38-1 C₆₉H₅₉N₃O₉ 

Relevant articles and documents

A convenient synthesis of glycosyl chlorides from sugar hemiacetals using triphosgene as the chlorine source

Treating partially protected sugar hemiacetals with triphosgene in THF results in the formation of glycosyl chlorides. The method is compatible with acid-sensitive isopropylidene protecting groups in the hemiacetal substrates. (C) 2000 Elsevier Science Lt

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Synthesis of Glycosyl Chlorides and Bromides by Chelation Assisted Activation of Picolinic Esters under Mild Neutral Conditions

A general method has been developed for the formation of glycosyl chlorides and bromides from picolinic esters under mild and neutral conditions. Benchtop stable picolinic esters are activated by a copper(II) halide species to afford the corresponding products in high yields with a traceless leaving group. Rare β glycosyl chlorides are accessible via this route through neighboring group participation. Additionally, glycosyl chlorides with labile protecting groups previously not easily accessible can be prepared.