Triacylamin-bis-acetale, sekundäre<i>N</i>-Acylformamidacetale and<i>N</i>-Äthoxymethylenamide durch Dialkoxymethylierung von primären Carbonsäureamiden

Aus den Ribosehydrazonen l a , b und den OxalsBure-Derivaten 2 und 13 wurden regio-und diastereoselektiv in wenigen Stufen Virazol (11) und das isomere l-P-D-Ribofuranosyl-lH-l,2,4-triazol-5-carboxamid (19) erhalten. Die hier verfolgte aufbauende Synthesemethode wurde auch zur Herstellung des unsubstituierten Triazol-nucleosids 20 angewandt. Bei dieser Methode werden beim TriazolringschluR in einem Reaktionsschritt der erforderliche Furanosering und die P-Konfiguration einheitlich gebildet. Glycosylhydrazines, 4lH-1,2,4-Triazole Nucleosides -Synthesis of Virazole Virazole (11) and the isomeric 1-~-D-ribofuranosy~-l~-l,2,4-triazoIe-5carboxamide (19) were obtained regio-and diastereoselectively in a few steps from ribose hydrazones l a , b and the oxalic acid derivatives 2 and 13, respectively. This reaction principle was also applied to the synthesis of the parent triazole nucleoside 20. The method leads to the required furanose and triazole ring closures and the formation of the P-configuration in one reaction step. Nach unseren friiheren Untersuchungen

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Triacylamin-bis-acetale, sekundäreN-Acylformamidacetale andN-Äthoxymethylenamide durch Dialkoxymethylierung von primären Carbonsäureamiden

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