Synthesis of Thymidine Dimers from 5′-O-Aminothymidine

Sandrine Peyrat; Juan Xie

doi:10.1055/s-0031-1289759

Synthesis, Inhaltsverzeichnis

Synthesis 2012; 44(11): 1718-1724
DOI: 10.1055/s-0031-1289759

paper

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

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Abstract

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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.

Key words

dinucleosides - O-amino nucleoside - thymidine - N-oxyamide - oxime - oxyamine

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