Ethyl 4,6-O-benzylidene-3-O-(2-naphthyl)methyl-1-thio-β-D-glucopyranoside

Product Details

• CAS Number: 352008-09-4
• Catalog Number: A23-1042
• Molecular Formula: C25H28O5S
• Molecular Weight: 440.55 g/mol
• Purity: ≥ 98%

Description

Ethyl 4,6-O-benzylidene-3-O-(2-naphthyl)methyl-1-thio-β-D-glucopyranoside is a selectively protected thioglycoside designed for advanced carbohydrate synthesis. The benzylidene group at the 4,6-positions enables regioselective transformations, allowing precise functionalization of other hydroxyl groups.

The 3-O-(2-naphthyl)methyl substituent provides a hydrophobic and selectively removable protecting group, enhancing flexibility in synthetic strategies. The thioglycoside functionality at the anomeric position ensures stability and controlled activation, making this compound an efficient glycosyl donor in oligosaccharide assembly.

This compound is widely used in glycosylation reactions, oligosaccharide synthesis, and medicinal chemistry research.

Applications

• Glycosyl donor in carbohydrate synthesis
• Intermediate for regioselective protection strategies
• Building block for oligosaccharides and glycoconjugates
• Used in pharmaceutical and chemical research