In recent years, chemical synthesis of RNA has become a valuable biochemical tool.  As a result, the demand for RNA phosphoramidite monomers has increased significantly.  While improved silyl protecting group reagents have been developed to improve 2'-OH selectivity in the yield of ribosyl monomers, improvement in these yields is still needed.  Therefore, we have synthesized an imidazole-containing analog of the conventional 5'-OH protecting group for phosphoramidite monomers.  Combined with existing silyl protecting group technology, these structural modifications have led to improvements in 2'-OH selectivity for silyl protection and greater efficiency in RNA monomer synthesis.  These modifications were examined for their compatibility with uridine as well as the entire phosphoramidite chemical synthesis process.

Use of imidazole-containing protecting groups for the synthesis of RNA phosphoramidite monomers

243rd National Meeting (2012)

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