2,3,4,6-Tetra-O-benzyl-D-galactopyranose

Name: 2,3,4,6-Tetra-O-benzyl-D-galactopyranose
Brand: ChemScene
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CAS No. 6386-24-9
Cat. No. CS-0198738
Molecule weight540.65
Purity≥98%
MDL No.MFCD00132927

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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2,3,4,6-Tetra-O-benzyl-D-galactopyranose|CS-0198738

Structure of 6386-24-9

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General Information

CAS No. 6386-24-9
Cat. No. CS-0198738
Purity ≥98%
MDL No. MFCD00132927
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₄H₃₆O₆
Molecular Weight 540.65
Synonym(s) 2,3,4,6-Tetra-O-Benzyl-D-galactose
SMILES OC([C@@H]1OCC2=CC=CC=C2)O[C@H](COCC3=CC=CC=C3)[C@H](OCC4=CC=CC=C4)[C@@H]1OCC5=CC=CC=C5

Description

2,3,4,6-Tetra-O-benzyl-D-galactopyranose serves as a protected glycosyl donor scaffold with high stability and solubility in organic media. The benzyl esters prevent anomeric hydrolysis while enabling selective deprotection and coupling reactions. This derivative facilitates efficient glycosylation protocols under mild conditions, supporting the synthesis of complex oligosaccharides and glycoconjugates.

Application

2,3,4,6-Tetra-O-benzyl-D-galactopyranose serves as a robust glycosyl donor precursor in carbohydrate synthesis, offering enhanced stability and ease of purification due to its fully benzylated hydroxyl groups. It facilitates stereoselective glycosylation reactions under standard conditions, enabling reliable access to complex oligosaccharides and glycoconjugates through orthogonal protecting group strategies.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 66.38
LogP 5.6766
H_Acceptors 6
H_Donors 1
Rotatable_Bonds 13

Other Classifications

Bioactive Molecules Dye and Bio-assay Reagents

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Carbohydrates

Chemical Biology Glycoscience Monosaccharides Galactoses

Chemical Biology Glycoscience Oligosaccharides by Component Sugar Galactose

Key Words

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2,3,4,6-Tetra-O-benzyl-D-galactopyranose

CAS No. 6386-24-9

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