Synthesis of 8-Substituted 7-(α-L-Arabinofuranosyl)theophyllines

Synthesis of 8-Substituted 7-(α-L-Arabinofuranosyl)theophyllines

Glycosylation of trimethysilyl theophylline by 1,2,3,5-tetra-O-acetyl-L-arabinofuranose yielding 7-(α-L-arabinofuranosyl)theophylline after deacetylation is reported. A method for the synthesis of 8-chlorotheophylline α-L-arabinofuranoside using N-chlorosuccinimide was found. Further nuc-leophilic d...

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Veröffentlicht in:Nucleosides & nucleotides 1993-06, Vol.12 (5), p.479-486
Hauptverfasser: Ozola, Vita, Ramzaeva, Natalya, Maurinsh, Yuris, Lidaks, Margeris
Format: Artikel
Sprache:eng
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Zusammenfassung:Glycosylation of trimethysilyl theophylline by 1,2,3,5-tetra-O-acetyl-L-arabinofuranose yielding 7-(α-L-arabinofuranosyl)theophylline after deacetylation is reported. A method for the synthesis of 8-chlorotheophylline α-L-arabinofuranoside using N-chlorosuccinimide was found. Further nuc-leophilic displacement of chlorine has provided the corresponding 8-amino-and 8-methylaminotheophylline α-L-arabinofuranosides.
ISSN:0732-8311
DOI:10.1080/07328319308021217