Synthesis, molecular conformation and biological activity of 6-amino-5-azacytidine

A Pískala, NB Hanna, J Zajíček…

Index: Piskala, Alois; Hanna, Naeem B.; Zajicek, Jaroslav; Cihak, Alois Collection of Czechoslovak Chemical Communications, 1989 , vol. 54, # 9 p. 2502 - 2511

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Abstract

Abstract Reaction of N-ethoxycarbonylguanidine III with 2, 3, 5-tri-O-benzoyl-β-D-ribosyl isocyanate (II) afforded N-ethoxycarbonylamidinourea IV, which was cyclized by bis (trimethylsilyl) acetamide to the 6-ethoxy derivative VII. Ammono-and methanolysis of intermediate VII yielded 6-amino and 6-methoxy derivatives of 5-azacytidine I and VIII, respectively. Reaction of amidinourea IV with a mixture of chlorotrimethylsilane and ...