((3aR,5R,6S,6aR)-2,2-Dimethyl-6-((tetrahydro-2H-pyran-2-yl)oxy)tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl 4-methylbenzenesulfonate

((3aR,5R,6S,6aR)-2,2-Dimethyl-6-((tetrahydro-2H-pyran-2-yl)oxy)tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl 4-methylbenzenesulfonate

CAS Number: Not Available
Catalog Number: A23-1006

Product Description:
((3aR,5R,6S,6aR)-2,2-Dimethyl-6-((tetrahydro-2H-pyran-2-yl)oxy)tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl 4-methylbenzenesulfonate is a stereochemically defined carbohydrate derivative widely used as an intermediate in advanced organic synthesis and glycochemistry.

This compound incorporates a tetrahydropyranyl (THP) protecting group along with a p-toluenesulfonate (tosylate) leaving group, enabling selective functional group transformations. The THP group provides acid-labile protection for hydroxyl functionalities, while the tosylate moiety facilitates efficient nucleophilic substitution reactions.

With its stable, protected framework and well-defined stereochemistry, this compound is particularly useful in the synthesis of complex carbohydrates, nucleoside analogs, and other biologically active molecules. It is suitable for research in medicinal chemistry and pharmaceutical intermediate development.

Key Features:

• Contains tetrahydropyranyl (THP) protecting group
• Reactive tosylate group for substitution reactions
• Stereochemically defined carbohydrate scaffold
• Acid-labile protection for controlled deprotection
• High purity and consistent performance

Applications:

• Carbohydrate and glycochemistry research
• Nucleophilic substitution and derivatization
• Nucleoside and pharmaceutical intermediate synthesis
• Medicinal chemistry and drug discovery
• Multi-step organic synthesis

Molecular Formula: C₂₂H₃₂O₉S
Molecular Weight: 472.55 g/mol