Synthesis and antiviral/antitumor activities of certain 3-deazaguanine nucleosides and nucleotides

…, AD Adams, NK Dalley, PA McKernan…

Index: Revankar, Ganapathi R.; Gupta, Pranab K.; Adams, Alexander D.; Dalley, N. Kent; McKernan, Patricia A.; et al. Journal of Medicinal Chemistry, 1984 , vol. 27, # 11 p. 1389 - 1396

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Citation Number: 43

Abstract

The 3-deazaguanosine 3', 5'-cyclic phosphate (13) was prepared from 5-(cyanomethyl)-l-~-~- ribofuranosyl-imidazole-4-carboxamide 5'-phosphate. Glycosylation of the trimethylsilyl4 with lO-methyl-2-deoxy-3, 5-di-Op-toluoyl-D-ribofuranose in the presence of trimethylsilyl trifluoromethanesulfonate gave the corresponding N-1 and N-3 glycosyl derivatives with a- configuration (18 and 20) as the major products, along with minor amounts of the p- ...