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Microwave-assisted synthesis of a triazole-linked 3′-5′ dithymidine using click chemistry
Authors:Romain Lucas  Amel Hadj Bouazza  Robert Granet  Yves Champavier
Affiliation:a Laboratoire de Chimie des Substances Naturelles EA1069, Faculté des Sciences et Techniques, 123 Avenue Albert Thomas, F-87060 Limoges, France
b Université de Limoges, Service Commun de RMN, Faculté de Pharmacie, 2 rue du Dr Marcland, F-87025 Limoges, France
Abstract:Synthesis of a triazole-linked 3′-5′ thymidine dimer making use of 1,3-dipolar cycloaddition is described. The azido-precursor was obtained by regioselective chlorination of thymidine, followed by azidation. The second precursor, a propargyl derivative, was obtained by selective 3′-O-alkylation of thymidine. Two ‘click systems’ were compared to obtain the desired dimer. These reactions were performed by microwave irradiation.
Keywords:Dithymidine   Click chemistry   Microwave   Selective chlorination
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