Synthesis and antiretrovirus properties of 5'-isocyano-5'-deoxythymidine, 5'-isocyano-2', 5'-dideoxyuridine, 3'-azido-5'-isocyano-3', 5'-dideoxythymidine, and 3'-azido-5' …

…, E Zbiral, J Balzarini, E De Clercq

Index: Hiebl, Johann; Zbiral, Erich; Balzarini, Jan; Clercq, Erik De Journal of Medicinal Chemistry, 1991 , vol. 34, # 4 p. 1426 - 1430

Full Text: HTML

Citation Number: 18

Abstract

The 5'-azidonucleosides 3 and 4 were obtained by treating thymidine and 2'-deoxyuridine with TPP/DEAD/HN,. The 3'-o-silylated 5'-azido-5'-deoxythyidine 5 and the corresponding 2'- deoxyuridine derivative 6 were transformed to the formamides (7 and 8, respectively) and dehydrated to the protected 5'-isOcyano derivatives 9 and 1 0 deblocking gave 5'-isocyano- 5'-deoxythymidine (11) and 5'-isocyano-2', 5'-dideoxyuridine (12). 2, 3'-Anhydro-5'- ...