Fluorination of 6-methyluracil and its nlcleosides.
6-Methyluracil and its perbenzoylated 1-(beta-D-ribofuranosyl) and 1-(2-deoxy-beta-D-ribofuranosyl) derivatives afford on treatment with elemental fluorine in acetic acid solutions, the corresponding derivatives of 5-fluoro-6-methyluracil and 5-fluoro-6-fluoromethyluracil. The free nucleosides have been obtained from the protected derivatives by methanolysis. The CH2F linkage in 5-fluoro-6-fluoromethyluracil derivatives is stable towards hydrolysis and nucleophilic agents.
D055598:Chemical Phenomena; D002621:Chemistry; D005461:Fluorine; D013058:Mass Spectrometry; D008722:Methods; D013056:Spectrophotometry, Ultraviolet; D014498:Uracil / Q000031:analogs & derivatives*; D014529:Uridine / Q000031:analogs & derivatives*
D005461:Fluorine; D014498:Uracil; D014529:Uridine