Studies of Nucleosides and Nucleotides. LXXXII. Cyclonucleosides. (39). Synthesis and Properties of 2'-Halogeno-2'-deoxyadenosines

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9-(2'-O-Methanesulfonyl- or trifluoromethanesulfonyl-3', 5'-di-O-tetrahydropyranyl-β-D-arabinofuranosyl) adenine (Ia, b) were reacted with lithium chloride or tetrabutylammonium halide to yield 2'-halogeno-2'-deoxy compounds (IIa-d). These halogeno compounds were deprotected with 80% acetic acid to give 2'-chloro-, 2'-bromo-, 2'-fluoro and 2'-iodo-2'-deoxyadenosine (IVa-d) in overall yields of 12-25% from the compound I. Ultraviolet absorption properties, ¹H and ¹³C-nuclear magnetic resonance spectral properties were recorded on the compounds IVa-d.