Synthesis and antiviral activity of 3'-C-cyano-3'-deoxynucleosides

…, A Diaz-Ortiz, A Calvo-Mateo…

Index: Camarasa; Diaz-Ortiz; Calvo-Mateo; De las Heras; Balzarini; De Clercq Journal of Medicinal Chemistry, 1989 , vol. 32, # 8 p. 1732 - 1738

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Citation Number: 27

Abstract

A series of 3 '-C-cyano-3 '-deoxynucleosides have been synthesized and evaluated as antiviral agents. Reaction of 2', 5'-bis-O-(tert-butyldimethylsilyl)-~-~-erythro-pentofuranos-3'- ulosyl derivatives of uracil, 4-N-acetylcytosine, and adenine with sodium cyanide gave a mixture of epimeric cyanohydrins, which after 3'-deoxygenation yielded the corresponding 3'- C-cyano-3'-deoxy-~-~-xylo-pentofuranosyl derivatives 10. These compounds were ...