Studies on Nucleosides and Nucleotides. LXXXIX. Purine Cyclonucleosides. (43). Synthesis and Properties of 2′-Halogeno-2′-deoxyguanosines

Abstract

The reaction of N2-isobutyryl-9-(2′-O-trifiuoromethanesulfonyl-3′,5′-di-O-tetrahydrofuranyl-β-d-arabinofuranosyl)guanine with tetra-n-butylammonium fluoride or an appropriate metal halide in dimethylformamide afforded N2-isobutyryl-3′,5′-di-O-tetrahydrofuranyl-2′-halogeno-2′-deoxyguanosines. The deprotection of these products led to 2′-halogeno-2′-deoxyguanosines. The ultraviolet absorption properties, 1H and 13C nuclear magnetic resonance spectral properties of the products were recorded. © 1981, The Pharmaceutical Society of Japan. All rights reserved.