Thermal degradation of sugar-modified uridine N-oxides: Olefination, oxazolidination and rearrangements
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Add time:08/09/2019 Source:sciencedirect.com
The degradation pattern of the N-oxides of various tertiary aminouridines is established. The N-oxide of 3′-deoxy-3′-morpholino-arauridine generated double bonds in the carbohydrate moiety without much selectivity, whereas epimino uridine N-oxides generated only d4U. Oxazolidine derivatives were formed from the N-oxides of 3′-deoxy-3′-N-pyrrolidino/morpholino-2,2′-O-anhydrouridines and 3′-deoxy-3′-N-pyrrolidino/morpholino-2′-O-mesylarauridines. 2′-Deoxy-2′-N-pyrrolidino/morpholino-2′-O-mesylxylouridines produced rearranged products 3′-O-N-pyrrolidino/morpholino-2,2′-O-anhydrouridines.
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