Ethyl 4,6-O-benzylidene-2-O-(2-naphthalenylmethyl)-1-thio-α-D-mannopyranoside

Ethyl 4,6-O-benzylidene-2-O-(2-naphthalenylmethyl)-1-thio-α-D-mannopyranoside

Product Details

• CAS Number: Not available
• Catalog Number: A23-1049
• Molecular Formula: C25H30O5S
• Molecular Weight: 442.57 g/mol
• Purity: ≥ 98%

Description

Ethyl 4,6-O-benzylidene-2-O-(2-naphthalenylmethyl)-1-thio-α-D-mannopyranoside is a selectively protected thiomannoside used in advanced carbohydrate synthesis. The benzylidene group at the 4,6-positions enables regioselective transformations, allowing precise modification of other hydroxyl groups during multi-step synthesis.

The 2-O-(2-naphthalenylmethyl) substituent provides a hydrophobic and selectively removable protecting group, offering flexibility in synthetic strategies. The thioglycoside functionality at the anomeric position ensures stability and controlled activation, making this compound an effective glycosyl donor in the synthesis of mannose-containing oligosaccharides and glycoconjugates.

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 mannose-containing oligosaccharides
• Used in pharmaceutical and chemical research