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2,3,4,6-Tetra-O-benzyl-D-galactopyranose CAS:53081-25-7

2,3,4,6-Tetra-O-benzyl-D-galactopyranose is a compound commonly used in organic synthesis, specifically in the field of carbohydrate chemistry. It serves as a protecting group for the hydroxyl groups of galactose, which prevents unwanted reactions during chemical transformations. The compound consists of a galactose molecule with four benzyl groups attached to the hydroxyl groups at positions 2, 3, 4, and 6 of the galactose ring.

The presence of benzyl groups shields the hydroxyl groups, making them unreactive, while preserving the reactivity of other functional groups in the molecule. This enables selective modifications of galactose or further transformations to occur without affecting the protected hydroxyl groups.

2,3,4,6-Tetra-O-benzyl-D-galactopyranose is commonly used as a starting material for the synthesis of complex carbohydrates, glycoconjugates, or other compounds containing galactose residues. It is particularly useful in glycosylation reactions, where it acts as an effective glycosyl donor, facilitating the attachment of galactose to acceptor molecules.


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Application and Effect

This protection allows other chemical transformations to occur selectively, while preserving the reactivity of other functional groups in the molecule.

The compound is commonly used in glycosylation reactions, which involve the attachment of sugar molecules (such as galactose) to other molecules. 2,3,4,6-Tetra-O-benzyl-D-galactopyranose acts as a glycosyl donor in these reactions, facilitating the addition of galactose units to acceptor molecules.

One important application of this compound is in the synthesis of complex carbohydrates and glycoconjugates, which are compounds that consist of a sugar molecule (such as galactose) attached to another molecule, such as a protein or a lipid. These compounds play essential roles in various biological processes and have applications in areas such as drug delivery, diagnostics, and immunology.

Additionally, 2,3,4,6-Tetra-O-benzyl-D-galactopyranose has been utilized in the synthesis of carbohydrate-based small-molecule inhibitors or mimetics, which can target enzymes or receptors involved in cellular processes. The compound's ability to protect the hydroxyl groups of galactose enables the selective modification of specific sites in the resulting molecules, providing control over their properties and biological activities.

In summary, 2,3,4,6-Tetra-O-benzyl-D-galactopyranose is used as a protecting group in organic synthesis and finds application in the synthesis of complex carbohydrates, glycoconjugates, and carbohydrate-based inhibitors or mimetics. Its role as a glycosyl donor allows for the selective attachment of galactose to acceptor molecules in glycosylation reactions.

Product Sample

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Product Packing:

6892-68-8-3

Additional Information:

Composition C34H36O6
Assay 99%
Appearance White powder
CAS No. 53081-25-7
Packing Small and bulk
Shelf Life 2 years
Storage Store in cool and dry area
Certification ISO.

 


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