Methyl 6-O-tert-butyldiphenylsilyl-β-D-glucopyranoside

Methyl 6-O-tert-butyldiphenylsilyl-β-D-glucopyranoside

CAS Number: Not Available
Catalog Number: A23-1012

Product Description:
Methyl 6-O-tert-butyldiphenylsilyl-β-D-glucopyranoside is a selectively protected glucose derivative widely used as an intermediate in carbohydrate chemistry and organic synthesis. The tert-butyldiphenylsilyl (TBDPS) group provides robust protection of the primary 6-hydroxyl group, enabling controlled and regioselective functionalization at other positions of the glucopyranoside framework.

The methyl glycoside functionality enhances stability and facilitates handling during multi-step synthesis. This compound is particularly valuable in the preparation of glycosides, oligosaccharides, nucleoside analogs, and other biologically active molecules.

Its well-defined β-configuration and stable protecting group strategy make it suitable for applications in medicinal chemistry, glycochemistry, and pharmaceutical intermediate development, especially in reactions requiring selective protection and deprotection.

Key Features:

• TBDPS-protected primary hydroxyl group (C-6)
• Stable methyl glycoside functionality
• Defined β-D-glucopyranoside configuration
• Enables regioselective transformations
• High purity and reproducibility

Applications:

• Carbohydrate and glycochemistry research
• Glycoside and oligosaccharide synthesis
• Nucleoside and sugar analog preparation
• Pharmaceutical intermediate development
• Selective protection and deprotection strategies

Molecular Formula: C₂₃H₃₀O₆Si
Molecular Weight: 430.56 g/mol