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Paper | Special issue | Vol 69, No. 1, 2006, pp.151-166
Published online, 3rd March, 2006
DOI: 10.3987/COM-06-S(O)3
Exploring the Synthesis of Masked Phosphoramido 6-Vinylcytidine Derivatives as Building Blocks for Cross-Linking Oligonucleotides

Marco Radi, Raffaella Spinosa, Maria Cristina Parlato, Federico Corelli, and Maurizio Botta*

*Department of Medicinal Chemistry, University of Siena, Via Aldo Moro, 53100 Siena, Italy

Abstract

In the present work the synthesis of building blocks (2a,b), bearing a masked form of the reactive vinyl group bound to the C-6 position of a cytidine derivative, has been studied. The understanding of byproduct formation together with conformational considerations let us to plan a straightforward approach for the synthesis of the target compounds.