4-Azido-2-pyrimidinone nucleosides and related chemistry

…, K Shanmuganathan, Z Xu, S Cavalcanti…

Index: Kotra, Lakshmi P.; Wang, Pingping; Bartlett, Michael G.; Shanmuganathan, Kirupa; Xu, Zusheng; Cavalcanti, Socrates; Gary Newton; Chu, Chung K. Journal of Organic Chemistry, 1997 , vol. 62, # 21 p. 7267 - 7271

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Citation Number: 22

Abstract

As a part of azide prodrug approach, we synthesized a 4-azido analog of ara-C (4) as a prodrug for ara-C. The compound 4 was obtained from 1-(β-d-arabinofuranosyl) uracil (1) in three steps. At pH 7.0 and 11.0, a loss of UV absorption of the compound 4 was observed resulting from a transformation that was proved by identifying the transformed product 5 by 1- D, and 2-D NMR as well as tandem mass spectral studies. In NMR studies, changes in the ...