Nucleosides. LVI. Synthesis and chemical modifications of 3'-deoxy- pyrimidine nucleosides

Article abstract of DOI:10.1080/15257779408012162

3'-Deoxyuridine(1) and 3'-deoxycytidine(2) were prepared with improved yields by two different methods applying either the Barton procedure to appropriate 2',5'-di-O-protected pyrimidine nucleosides or by choosing the direct glycosylation of the pyrimidine bases with 1,2-di-O-acetyl-5-O- toluoyl-3-deoxy-D-erythro-pentofuranose via the silylation approach. Suitable protecting groups for the sugar moiety have been found in the trityl, tert- butyldimethylsilyl and the thexyl groups which are inert in the radical deoxygenation process. The newly synthesised compounds were characterized by elemental analyses and UV and ¹H-NMR spectra.

Full text of DOI:10.1080/15257779408012162

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Nucleosides and Nucleotides
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Nucleosides. LVI1 Synthesis and Chemical
Modifications of 3′-Deoxy-Pyrimidine
Nucleosides
Soo-Young Rhie a & Wolfgang Pfleiderer a
a Fakultät für Chemie, Universität Konstanz, Postfach 5560,
D-78434, Konstanz, Germany
Version of record first published: 24 Sep 2006.
To cite this article: Soo-Young Rhie & Wolfgang Pfleiderer (1994): Nucleosides. LVI1 Synthesis and
Chemical Modifications of 3′-Deoxy-Pyrimidine Nucleosides, Nucleosides and Nucleotides, 13:6-7,
1425-1452
To link to this article: http://dx.doi.org/10.1080/15257779408012162
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