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Efficient and Stereoselective Synthesis of 3′-Deoxy 3′ - C -Branched-Chain Substituted Thymidine
Article de revue   Avec comité de lecture

Efficient and Stereoselective Synthesis of 3′-Deoxy 3′ - C -Branched-Chain Substituted Thymidine

Yogesh Sanghvi, Ramesh Bharadwaj, Francoise Debart et Alain de Mesmaeker
Synthesis (Stuttgart), Vol.1994(11), pp.1163-1166
1994
DOI: https://doi.org/10.1055/s-1994-25664

Résumé

Chemical Sciences
In this report, we provide for the first time a facile, efficient, and stereoselective synthesis of 1-[5-O-(tert-butyldiphenylsilyl)-2, 3-dideoxy-3-C-formyl-β-D-erythro-pentofuranosyl] thymine (12), using an intermolecular radical C-C bond formation reaction. The utility of this compound for antisense application is discussed and, as an extension, 12 was converted into 1-[2,3-dideoxy-3 -C-(hydroxymethyl)-β-D-erythro-pentofuranosyl]thymine (14), a potent antiviral and antitumor agent

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