When 2,2′-anhydrouridine ( 1) is treated with aqueous Br 2, cleavage of the pyrimidine ring occurs and the 2-amino-oxazoline ( 2) as well as its corresponding 2-oxo-analogue ( 3) is formed, the structure of which was proved by investigating their acetylated derivatives, ( 4 and 5). Bromination of 1 in the absence of water yields the 2′,5-dibromo-uridine ( 6) which can be converted into the corresponding 2,2′-anhydro-derivative ( 7). Structures were proved by MS, NMR and IR.
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