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Communication | Special issue | Vol 8, No. 1, 1977, pp.125-146
Published online, 1st January, 1970
DOI: 10.3987/S(S)-1977-01-0125
C-Glycosyl Nucleosides. VII. Syntheses of Modified Nucleosides Analogs with Isothiocynates

Haruo Ogura* and Hiroshi Takahashi

*School of Pharmaceutical Sciences, Kitasato University, 5-9-1, Shirokane, Minato-ku, Tokyo 108-8641, Japan

Abstract

Syntheses of modified nucleoside analogs with glycosyl isothiocyanate and gluconyl isothiocyanate are reported. These reagents react with simple amines, hydrazines, amino acids, enamines, and diamines to yield modified nucleoside analogs. In case of enamines, isothiazolopyrimidines and pyrimidopyrimidines were obtained from the reaction with glycosyl and gluconyl isothiocyanate, respectively. Similarly, the reaction of diamines with glycosyl isothiocyanate and gluconyl isothiocyanate yield imidazole and triazepinethione derivatives, respectively.