Synthesis and reactions of some glycosylamine derivatives of 6-azauracil nucleosides

Article abstract of DOI:10.1080/15257779508010695

Reaction of the silylated 6-azauracil (2) with 2-acetamido-1,3,4,6-tetra- O-acetyl-2-deoxy-D-glucose (3) gave 1-(2-acetamido-3,4,6-tri-O-acetyl-2- deoxy-β-D-glucopyranosyl)-6-azauracil (4), which gave the free nucleoside 5 on deblocking. Acetalation of 5 gave the monoacetal 6 which was oxidized into the ketone 7. Reduction of 7 gave the allo-nucleoside 9 which on hydrolysis afforded the free nucleoside 10. Alternatively, compound 10 was obtained from mesylation of 6 to give 8 followed by subsequent acetolysis and hydrolysis.

Full text of DOI:10.1080/15257779508010695

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Synthesis and Reactions of Some
Glycosylamine Derivatives of 6-
Azauracil Nucleosides
a
a
Najim A. Al-Masoudi & Ali A. Al-Atoom
a
Department of Chemistry , College of Science University of
Basrah , Basrah, Iraq
Published online: 24 Sep 2006.
To cite this article: Najim A. Al-Masoudi & Ali A. Al-Atoom (1995) Synthesis and Reactions of
Some Glycosylamine Derivatives of 6-Azauracil Nucleosides, Nucleosides and Nucleotides, 14:6,
1341-1348, DOI: 10.1080/15257779508010695
To link to this article: http://dx.doi.org/10.1080/15257779508010695
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