Removal of Acetal, Silyl, and 4,4′-Dimethoxytrityl Protecting Groups from Hydroxyl Functions of Carbohydrates and Nucleosides with Clay in Aqueous Methanol

摘要

Treatment of isopropylidene-, silyl-, and 4,4′-dimethoxytrityl-protected nucleosides with K10 clay in 50% aqueous methanol effected efficient hydrolysis to give the parent nucleosides. Analogous treatment of isopropylidene-monosaccharides gave the deprotected sugars in good to excellent yields under mild reaction conditions with straightforward workup. Investigation of other acid-catalyzed organic reactions with K 10 clay as a mild and convenient alternative catalyst are in progress.