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

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Chemistry of Heterocyclic Compounds Aims and scope

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.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 246–248, February, 1989.

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Mikhailov, S.N., Padyukova, N.S. & Panov, K.I. Convenient synthesis of 5′-methyl-2′-desoxyuridines. Chem Heterocycl Compd 25, 203–205 (1989). https://doi.org/10.1007/BF00479919

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  • DOI: https://doi.org/10.1007/BF00479919

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