Issue 5, 1978

Thio-sugars. Part 3. 4-Thiotetrofuranose nucleosides

Abstract

Nucleosides have been prepared for biological testing with 6-substituted purines, theophylline, and 5-substituted uracils as bases and 4-thio-DL-erythrofuranose and 4-thio-DL-threofuranose as sugars. 1-O-Acetyl-4-thioerythrofuranose 2,3-phenylboronate has again proved a valuable synthetic intermediate, yielding under mild conditions the purine nucleoside esters in the presence of toluene-p-sulphonic acid and the pyrimidine compounds from the silylated bases with tin(IV) chloride. The corresponding 2,3-dibenzoates of both sugars were also used, but in all cases the uracil N3-nucleosides were obtained.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1978, 500-505

Thio-sugars. Part 3. 4-Thiotetrofuranose nucleosides

J. E. McCormick and R. S. McElhinney, J. Chem. Soc., Perkin Trans. 1, 1978, 500 DOI: 10.1039/P19780000500

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