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  • 1
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 114 (1981), S. 2834-2843 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Glycosylhydrazines, 5. Synthesis of pyrazole-, Pyrazolo[3,4-d]pyrimidine-, and 1H-1,2,4-Triazol-Nucleoside 5′-amide Derivatives via Riburonamide HydrazonesIn a single step reaction the 3,5-dimethylpyrazole nucleoside-5′-amides 6a,c, the functionally substituted pyrazole nucleoside-5′-amides 9a and 10b, and the 1H-1,2,4-triazol-nucleoside-5′-amide 18 were obtained regio- and stereoselectively from the riburonamide hydrazones 4a-c.9a and 10b were transformed into the unprotected pyrazolo[3,4-d]pyrimidine nucleoside-5-amide 14a and 15b, derivatives of allopurinol riboside. likewise the ethylamide 20 of virazole-5′-acid was synthesized from 18.
    Notes: Aus den Riburonamid-hydrazonen 4a-c wurden in einer Eintopfreaktion regio- und stereoselektiv die 5′-Säureamid-Derivate des 3,5-Dimethylpyrazol-nucleosids 6a,c, der funktionell substituierten Pyrazol-nucleoside 9a) und 10n) und des 1H-1,2,4-Triazole-nucleosids 18 direkt aufgebaut. Als Allopurinolribosid-Derivate wurden aus 9a und 10b die ungeschützten pyrazolo[3,4-d]pyrimidin-nucleosid-5′-säureamide 14a und 15b hergestellt. Entsprechend wurde aus 18 das Ethylamid 20, der Virazol-5′-säure erhalten.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
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