4-Methylphenyl 4,6-O-benzylidene-1-thio-α-D-mannopyranoside

4-Methylphenyl 4,6-O-benzylidene-1-thio-α-D-mannopyranoside

CAS Number: 2173297-55-5
Catalog Number: A23-1019

Product Description:
4-Methylphenyl 4,6-O-benzylidene-1-thio-α-D-mannopyranoside is a selectively protected thioglycoside derivative of D-mannose, widely used as an advanced intermediate in carbohydrate chemistry and glycosylation reactions. The 4-methylphenyl (p-tolyl) thio group at the anomeric position provides excellent stability and serves as an efficient glycosyl donor upon activation.

The 4,6-O-benzylidene protecting group offers regioselective protection of the diol, enabling controlled functionalization at other hydroxyl positions of the mannopyranoside ring. The defined α-configuration ensures stereochemical precision, making it highly suitable for the synthesis of complex carbohydrates and glycoconjugates.

This compound is extensively used in medicinal chemistry, glycochemistry, and pharmaceutical intermediate development, especially in applications requiring selective protection strategies and reliable glycosylation performance.

Key Features:

• Thioglycoside with 4-methylphenyl (p-tolyl) group
• 4,6-O-benzylidene protection for regioselectivity
• Defined α-D-mannopyranoside configuration
• Effective glycosyl donor for glycosylation reactions
• High purity and reproducibility

Applications:

• Glycosylation and oligosaccharide synthesis
• Carbohydrate and glycochemistry research
• Glycoconjugate preparation
• Pharmaceutical intermediate development
• Selective protection and functionalization strategies

Molecular Formula: C₂₀H₂₂O₅S
Molecular Weight: 374.45 g/mol