(2R,3R,5R,6S)-2-(Hydroxymethyl)-6-(p-tolylthio)tetrahydro-2H-pyran-3,4,5-triol

(2R,3R,5R,6S)-2-(Hydroxymethyl)-6-(p-tolylthio)tetrahydro-2H-pyran-3,4,5-triol

CAS Number: 28244-98-6
Catalog Number: A23-1020

Product Description:
(2R,3R,5R,6S)-2-(Hydroxymethyl)-6-(p-tolylthio)tetrahydro-2H-pyran-3,4,5-triol is a stereochemically defined thioglycoside derivative widely used as an intermediate in carbohydrate chemistry and glycosylation studies. The p-tolylthio group at the anomeric position provides enhanced stability and serves as a versatile precursor for glycosyl donor activation in synthetic applications.

This compound contains multiple free hydroxyl groups, allowing further functionalization, protection, and derivatization depending on synthetic requirements. Its well-defined stereochemistry ensures precision in the preparation of glycosides, oligosaccharides, and glycoconjugates.

Due to its balance of reactivity and stability, it is particularly useful in medicinal chemistry, glycochemistry, and pharmaceutical intermediate development, especially in pathways involving selective protection strategies and glycosylation reactions.

Key Features:

• p-Tolylthio thioglycoside functionality
• Multiple free hydroxyl groups for derivatization
• Defined stereochemistry for controlled synthesis
• Suitable precursor for glycosyl donor activation
• High purity and reproducibility

Applications:

• Glycosylation and oligosaccharide synthesis
• Carbohydrate and glycochemistry research
• Glycoconjugate preparation
• Pharmaceutical intermediate development
• Functional group transformation and protection strategies

Molecular Formula: C₁₃H₁₈O₅S
Molecular Weight: 286.34 g/mol