Nucleosidsynthesen, VII. Eine einfache Synthese von 2-Thiopyrimidin-nucleosiden

Silylierte 2-Thiouracile reagieren mit acylierten Halogenzuckern in Gegenwart von Silberperchlorat in Benzol in hohen Ausbeuten zu den acylierten 2-Thiopyrimidin-nucleosiden. Analog werden 2-Thiocytidin und 2-Thiouridin-5-essigsaure-methylester, zwei seltene Nucleoside aus t-RNA, dargestellt. Der Mechanismus der Reaktion wird diskutiert. Syntheses of Nucleosides, VII. A New Synthesis of 2-Thiopyrimidine Nucleosides Silylated 2-thiouracils react with acylated 1-halosugars in the presence of silver perchlorate in benzene to give the acylated 2-thiopyrimidine nucleosides in high yields. 2-Thiocytidine and methyl 2-thiouridine-5-acetate, two rare nucleosides from t-RNA, are prepared analogously. The mechanism of the reaction is discussed.

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