The Silyl Method for the Synthesis of 1[-2(Phenoxy)ethyl]uracils |
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Authors: | M S Novikov A A Ozerov |
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Institution: | (1) Pharmacological Research Institute, Volgograd State Medicinal University, Volgograd, 400131, Russia |
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Abstract: | A modification of the method for the synthesis of N(1)-substituted derivatives of uracil is proposed using the Gilbert-Johnson reaction, which consists of the alkylation of 5-substituted
2,4-bis(trimethylsiloxy)pyrimidines with 1-bromo-2-(phenoxy)ethanes of low reactivity at 180-185° without solvent. The corresponding
1-2-(phenoxy)ethyl]uracils, which were obtained in 55-74% yield, contained no impurities of the N(1), N(3)-disubstituted compounds.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, 1071–1075, July, 2005.
cf E. Ya. Lukevics and A. E. Zablotskaya. The Silyl Method for the Synthesis of Nucleosides in Russian], Zinatne, Riga, 1985, 440 p. (Editor's note). |
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Keywords: | 2 4-bis(trimethylsiloxy)pyrimidine 1-bromo-2-(phenoxy)ethane N(1)-alkylation the Gilbert-Johnson reaction |
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