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Synthesis of a new potential antiviral agent — 9-allyloxymethylguanine

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A convenient method has been developed for the synthesis of 9-allyloxymethylguanine. The direct alkylation of the trimethylsilyl derivative of guanine allyloxymethyl chloride gives a 64% yield of 9- and 7-allyloxymethylguanine (3∶1). A mixture of 9- and 7-allyloxymethyl-N-acetylguanine (7∶4) can be obtained in 56% yield by the condensation of diacetylguanine with allyloxymethyl acetate in dimethyl sulfoxide in the presences of p-toluenesulfonic acid.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1109–1113, August, 1993.

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Ozerov, A.A., Brel', A.K. Synthesis of a new potential antiviral agent — 9-allyloxymethylguanine. Chem Heterocycl Compd 29, 945–948 (1993). https://doi.org/10.1007/BF00534275

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  • DOI: https://doi.org/10.1007/BF00534275

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