2,3,4,6-Tetra-O-benzyl-alpha-D-glucopyranose

Name: 2,3,4,6-Tetra-O-benzyl-alpha-D-glucopyranose
Brand: ChemScene
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CAS No. 6564-72-3
Cat. No. CS-W011468
Purity≥98%
MDL No.MFCD00023849

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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-alpha-D-glucopyranose|CS-W011468

Structure of 6564-72-3

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Description

This tetra-O-benzyl-protected glucopyranose derivative serves as a robust glycosyl donor in carbohydrate synthesis, featuring orthogonal protection that enables selective deprotection and glycosylation. The benzyl groups confer enhanced stability and solubility in organic solvents, simplifying purification and handling under standard conditions.

Application

2,3,4,6-Tetra-O-benzyl-alpha-D-glucopyranose serves as a robust glycosyl donor precursor in carbohydrate chemistry, offering enhanced stability and ease of purification due to its fully benzylated hydroxyl groups. It functions reliably in standard glycosylation protocols, enabling efficient construction of complex oligosaccharides and glycoconjugates under mild conditions. Its well-defined stereochemistry and predictable reactivity make it a preferred building block for synthetic glycobiology applications.

General Information

CAS No. 6564-72-3
Cat. No. CS-W011468
Purity ≥98%
MDL No. MFCD00023849
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₄H₃₆O₆
Molecular Weight 540.65
Synonym(s) 2,3,4,6-Tetrakis-O-(phenylmethyl)-α-D-glucopyranose
SMILES O[C@H]([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

Computational Chemistry Data

TPSA 66.38
LogP 5.6766
H_Acceptors 6
H_Donors 1
Rotatable_Bonds 13

Safety Information

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GHS Pictogram :	GHS No : GHS09
Signal Word : Warning	UN#: 3077
Class : 9	Packing Group : Ⅲ
Hazard Statements : H400-H410
Precautionary Statements : P273-P501

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Other Classifications

Bioactive Molecules Dye and Bio-assay Reagents

Life Science Carbohydrates

Key Words

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2,3,4,6-Tetra-O-benzyl-alpha-D-glucopyranose

CAS No. 6564-72-3

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