Tetrahedron letters

First synthesis of 1-deazacytidine, the C-nucleoside analogue of cytidine

M Sollogoub, KR Fox, VEC Powers, T Brown

Index: Sollogoub, Matthieu; Fox, Keith R.; Powers, Vicki E.C.; Brown, Tom Tetrahedron Letters, 2002 , vol. 43, # 17 p. 3121 - 3123

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Citation Number: 37

Abstract

The synthesis of 1-deazacytidine, the C-nucleoside analogue of cytidine, is described. It involves coupling of a protected 2-amino-5-bromopyridine with perbenzylated ribonolactone and transformation of the pyridine ring into the desired substituted pyridone. This synthesis completes the family of C-nucleosidic analogues of natural nucleosides.