5-O-tert-Butyldiphenylsilyl-1,2-O-isopropylidene-β-L-arabinofuranose

5-O-tert-Butyldiphenylsilyl-1,2-O-isopropylidene-β-L-arabinofuranose

CAS Number: Not Available
Catalog Number: A23-1009

Product Description:
5-O-tert-Butyldiphenylsilyl-1,2-O-isopropylidene-β-L-arabinofuranose is a selectively protected L-arabinose derivative widely used as a versatile intermediate in carbohydrate chemistry and nucleoside synthesis. The tert-butyldiphenylsilyl (TBDPS) group provides robust protection of the primary hydroxyl group, while the isopropylidene moiety protects the 1,2-diol, enabling controlled and regioselective transformations.

This compound is particularly valuable in the synthesis of modified sugars, nucleoside analogs, and biologically active molecules. Its stable and well-defined structure makes it suitable for multi-step organic synthesis, especially in medicinal chemistry and pharmaceutical research.

The combination of acid-stable silyl protection and acetonide functionality allows flexibility in selective deprotection strategies and functional group manipulation.

Key Features:

• TBDPS-protected primary hydroxyl group
• 1,2-O-isopropylidene (acetonide) protection
• β-L-arabinofuranose configuration
• Suitable for regioselective synthesis
• High purity and reproducibility

Applications:

• Carbohydrate and glycochemistry research
• Nucleoside and sugar analog synthesis
• Pharmaceutical intermediate development
• Selective protection and deprotection strategies
• Advanced organic synthesis

Molecular Formula: C₂₅H₃₂O₅Si
Molecular Weight: 440.60 g/mol