Convenient synthesis of 5′-methyl-2′-desoxyuridines

Abstract A convenient method has been developed for the synthesis of 5′-methyl-2′-desoxyuridines. Chlorination of 5′-O-benzoyl-5′-methyluridines with a mixture of Ph3P and CCl4 in DMF affords the 2′-desoxy-2′-chloro-derivatives, which are then reduced with tributyltin hydride. The crystalline 5′-O-b...
Ausführliche Beschreibung

Abstract A convenient method has been developed for the synthesis of 5′-methyl-2′-desoxyuridines. Chlorination of 5′-O-benzoyl-5′-methyluridines with a mixture of Ph3P and CCl4 in DMF affords the 2′-desoxy-2′-chloro-derivatives, which are then reduced with tributyltin hydride. The crystalline 5′-O-benzoyl-5′-methyl-2′-desoxyuridines were obtained in overall yields of 40–60%. In a similar way, 5′-O-benzoyluridine has given 5′-O-benzoyl-2′-desoxyuridine. Ausführliche Beschreibung