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Scientific article
English

Synthesis and conformational analysis of a novel type of spin labelled bicyclonucleoside based on a tetrahydrofurano(2,3-c)pyrrolidine sugar skeleton

Published inNucleosides & nucleotides, vol. 17, no. 6, p. 1019-1031
Publication date1998
Abstract

Bicyclonucleosides bearing a 5-deoxy-5-N-hydroxyamino-3,N5-(1,1-ethano)-β-o-furanosyl sugar moiety (15-18) have been prepared by glycosidation of the corresponding bicyclosugars obtained via an intramolecular reverse Cope elimination. The configuration of the asymmetric carbon of the 1,1-ethano bridge is the most important factor directing the conformation of the N-hydroxypyrrolidine ring and its invertomers ratio as shown by variable temperature H NMR experiments.

Keywords
  • Drug design & development
  • Medicinal & pharmaceutical chemistry
  • Organic chemistry
  • Pharmaceutical science
Research group
Citation (ISO format)
TRONCHET, Jean Marcel Julien et al. Synthesis and conformational analysis of a novel type of spin labelled bicyclonucleoside based on a tetrahydrofurano(2,3-c)pyrrolidine sugar skeleton. In: Nucleosides & nucleotides, 1998, vol. 17, n° 6, p. 1019–1031. doi: 10.1080/07328319808004218
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ISSN of the journal0732-8311
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