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 ...
