Novel Synthetic Approach to Multibenzoylated Nucleosides

Abstract

An improved and highly efficient synthetic approach to multibenzoylated nucleosides bearing free 5′‐hydroxyl groups is described here. By employing t-butyldimethylsilyl (TBDMS) rather than the more commonly used dimethoxytrityl (DMTr) as a temporary 5′‐OH protecting group of the starting nucleoside, this methodology provides the expected products in nearly quantitative yields, thereby substantially reducing the cost and effort of synthesis.

Keywords:

• Deprotection
• multibenzoylation
• nucleoside
• protection

Acknowledgments

This work was supported by grants from the Texas Advanced Technology Research Program and the Robert A. Welch Foundation.