Nucleoside analogues with a novel glycone based on the benzo[c]furan core

Article abstract of DOI:10.1080/07328319908044630

Routes to novel nucleoside analogues based on 1,3-dihydrobenzo[c]furan have been investigated. Thus 1-(1,3-dihydro-3-hydroxymethylbenzo[c]furan-1- yl)-thymine, an analogue of d4T, was obtained as two diastereoisomers. The cis compound (quasi β-D/α-L stereochemistry) was obtained pure but the trans compound was only 90% pure. A purine analogue with a four atom spacer group between base and glycone was also prepared. The conformation of these constrained nucleosides was studied by molecular modelling.

Full text of DOI:10.1080/07328319908044630

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Nucleosides and Nucleotides
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Nucleoside Analogues with a Novel
Glycone Based on the Benzo[C]Furan
Core
David F. Ewing a , Nour-Eddine Fahmi a , Christophe Len b , Grahame
Mackenzie a , Gino Ronco b , Pierre Villa b & Gordon Shaw c
a Department of Chemistry, University of Hull, Hull, HU6 7RX, UK
b Laboratoire de Chimie Organique et Cinétique, Université de
Picardie, F-80039, Amiens, France
c Chemistry and Chemical Technology Department, University of
Bradford, Bradford, BD7 IDP, UK
Published online: 04 Oct 2006.
To cite this article: David F. Ewing , Nour-Eddine Fahmi , Christophe Len , Grahame Mackenzie , Gino
Ronco , Pierre Villa & Gordon Shaw (1999): Nucleoside Analogues with a Novel Glycone Based on the
Benzo[C]Furan Core, Nucleosides and Nucleotides, 18:11-12, 2613-2630
To link to this article: http://dx.doi.org/10.1080/07328319908044630
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