Collect. Czech. Chem. Commun. 2002, 67, 502-508

Selective Cleavage of O-(Dimethoxytrityl) Protecting Group with Sodium Periodate

Dominik Rejman, Šárka Králíková, Zdeněk Točík, Radek Liboska and Ivan Rosenberg*

Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo nám. 2, 166 10 Prague 6, Czech Republic


Sodium periodate in aqueous organic solvents selectively removes, under mild reaction conditions, the O-(dimethoxytrityl) protecting group. Selectivity of the cleavage was studied using the nucleoside derivatives protected by various types of groups commonly used in nucleoside and nucleotide chemistry.

Keywords: Dimethoxytrityl; Periodate anions; Oxidations; Solvent effects; Catalysis; Lewis acids; Nucleosides; Deprotection; Protective functions.

References: 14 live references.