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.
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ASJC Scopus subject areas
- Organic Chemistry