6-Methyl-5-azacytidine-synthesis, conformational properties and biological activity. a comparison of molecular conformation with 5-azacytidine

NB Hanna+, J Zajíček++, A Pískala

Index: Hanna, Naeem B.; Zajicek, Jaroslav; Piskala, Alois Nucleosides and Nucleotides, 1997 , vol. 16, # 1-2 p. 129 - 144

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Citation Number: 11

Abstract

Abstract The title compound was prepared by the isocyanate procedure and the tri- methylsilyl method. The measurement of 1H NMR spectrum of 6-methyl-5-azacytidine (1) revealed a preference of γt (46%) rotamer around C (5′)-C (4′) bond, a predominance of N conformation of the ribose ring (Keq 0.33) and a preference of syn conformation around the CN glycosyl bond. An analogous measurement of 5-azacytidine has shown a ...