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2,6-Dialkoxy-7-methylpurines

2,6-Dialkoxy-7-methylpurine

  • Organische Chemie Und Biochemie
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Abstract

The preparation of unsymmetrical 2,6-dialkoxy-7-methylpurines (2), and 2-alkoxy-1,7-dialkyl-6-oxo-1,6-dihydropurines (5) is described. In contrast to1 and2, a facile thermal lactim-lactam rearrangement from hypoxanthines5 and7 into xanthines6 was observed.

Zusammenfassung

Die Darstellung von unsymmetrischen 2,6-Dialkoxy-7-methylpurinen (2) und 2-Alkoxy-1,7-dialkyl-6-oxo-1,6-dihydropurinen (5) wird beschrieben. Im Gegensatz zu den Verbindungen1 und2 erfolgt die thermische Lactim-Lactam-Umlagerung der Hypoxanthine5 und7 zu den Xanthinen6 glatt.

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Kowalska, A., Maślankiewicz, A., Syrek, B. et al. 2,6-Dialkoxy-7-methylpurines. Monatsh Chem 116, 341–351 (1985). https://doi.org/10.1007/BF00799967

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