Tetra-O-benzyl-δ-D-Gluconolactone

Name: Tetra-O-benzyl-δ-D-Gluconolactone
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CAS No. 13096-62-3
Cat. No. CS-W005485
Purity≥97%
MDL No.MFCD08703228

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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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Tetra-O-benzyl-δ-D-Gluconolactone|CS-W005485

Structure of 13096-62-3

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Description

Tetra-O-benzyl-δ-D-Gluconolactone features four benzyl-protected hydroxyl groups on a gluconolactone core, enabling selective deprotection and functionalization in carbohydrate chemistry. This bench-stable derivative serves as a key intermediate for synthesizing complex glycosides and glycomimetics under mild conditions.

Application

Tetra-O-benzyl-δ-D-gluconolactone serves as a versatile chiral building block in carbohydrate chemistry, enabling efficient access to functionalized glycosides and heterocyclic scaffolds. Its four benzyl ether protections offer enhanced stability and ease of purification, while the lactone moiety facilitates selective ring-opening reactions. This compound functions effectively in stereoselective glycosylation and downstream derivatization, making it valuable for synthetic routes to complex oligosaccharides and glycomimetics.

General Information

CAS No. 13096-62-3
Cat. No. CS-W005485
Purity ≥97%
MDL No. MFCD08703228
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₄H₃₄O₆
Molecular Weight 538.63
Synonym(s) 2,3,4,6-Tetra-O-benzyl-D-glucono-1,5-lactone
SMILES O=C([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 63.22
LogP 5.8848
H_Acceptors 6
H_Donors 0
Rotatable_Bonds 13

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-H413
Precautionary Statements : P270-P273-P330

Quality Control

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Other Classifications

Bioactive Molecules Dye and Bio-assay Reagents

Building Blocks Skeleton Aliphatic heterocycle compounds Tetrahydropyran compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Chemical Biology Glycoscience Monosaccharides Glucoses

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Tetra-O-benzyl-δ-D-Gluconolactone

CAS No. 13096-62-3

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