Synthesis of Isoxazolidino Analogues of 2′,3′-Dideoxynucleosides

The complete set of the 4′-aza analogues of 2′,3′-dideoxynucleosides was synthesized by cycloaddition of N-tetrahydropiranyl or N-trityl methylene nitrones on suitably protected vinyl nucleobases. The convertible nucleoside approach was used in the preparation of cytosine and 5-methyl cytosine analo...

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Bibliographic Details
Published in:Nucleosides & nucleotides 1999-04, Vol.18 (4-5), p.581-583
Main Authors: Colacino, Evelina, Converso, Antonella, Nino, Antonio De, Leggio, Antonella, Liguori, Angelo, Maiuolo, Loredana, Napoli, Anna, Procopio, Antonio, Siciliano, Carlo, Sindona, Giovanni
Format: Article
Language:English
Subjects:
Dideoxynucleosides - chemical synthesis
Dideoxynucleosides - chemistry
Magnetic Resonance Spectroscopy
Nucleic Acid Conformation
Oxazoles - chemistry
Spectrometry, Mass, Fast Atom Bombardment
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Summary:The complete set of the 4′-aza analogues of 2′,3′-dideoxynucleosides was synthesized by cycloaddition of N-tetrahydropiranyl or N-trityl methylene nitrones on suitably protected vinyl nucleobases. The convertible nucleoside approach was used in the preparation of cytosine and 5-methyl cytosine analogues.
ISSN:0732-8311
2332-3892
DOI:10.1080/15257779908041501