Synthesis 2012; 44(11): 1718-1724
DOI: 10.1055/s-0031-1289759
paper
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Thymidine Dimers from 5′-O-Aminothymidine

Sandrine Peyrat
PPSM, ENS Cachan, Institut d’Alembert, CNRS, UMR 8531, 61 av. Président Wilson, 94235 Cachan cedex, France, Fax: +33(1)47402454   Email: joanne.xie@ens-cachan.fr
,
Juan Xie*
PPSM, ENS Cachan, Institut d’Alembert, CNRS, UMR 8531, 61 av. Président Wilson, 94235 Cachan cedex, France, Fax: +33(1)47402454   Email: joanne.xie@ens-cachan.fr
› Author Affiliations
Further Information

Publication History

Received: 20 February 2012

Accepted after revision: 28 March 2012

Publication Date:
09 May 2012 (online)


Abstract

The synthesis of modified oligonucleotides is of great importance for various therapeutic and diagnostic applications. The facile secondary structure formation of N-oxyamide-linked peptide analogues and the high nucleophilicity of the aminooxy function prompted us to prepare O-amino nucleoside derived dinucleosides. Herein, the efficient synthesis of three novel thymidine dimers with N-oxyamide, oxime and oxyamine linkages via a convergent approach from a common 5′-O-aminothymidine is reported.

 
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