Analogs of pyrimidine nucleosides. 17. Synthesis of 1-[5(2)-fluoromethyltetrahydro-2-furyl]uracils

The synthesis of 2-fluoromethyltetrahydrofuran is described, and it is shown that chlorination of the latter gives 2-chloro-5- and 2-chloro-2-fluoromethyltetrahydrofurans in a ratio of 5:1. 2,4-Bis(trimethylsilyl) derivatives of uracil were alkylated by means of the mixture of -chloro ethers without separation, and a mixture of the cis and trans isomers of 1-(5-fluoromethyltetrahydro-2-furyl)uracils and 1-(2-fluoromethyltetrahydro-2-furyl)uracils were obtained. The reaction products were identified on the basis of the PMR spectra.See [1] for communication 16.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 256–259, February, 1982.