NOVEL IMIDAZOLE CYCLONUCLEOSIDES - SYNTHESIS, CONFORMATION AND HYDROLYSIS

Authors
CHABBI M VANLEMMENS P RONCO G GOETHALS G VILLA P EWING DF MACKENZIE G
Citation
M. Chabbi et al., NOVEL IMIDAZOLE CYCLONUCLEOSIDES - SYNTHESIS, CONFORMATION AND HYDROLYSIS, Collection of Czechoslovak Chemical Communications, 61, 1996, pp. 12-15
Citations number
9
Categorie Soggetti
Chemistry
Journal title
Collection of Czechoslovak Chemical Communications → ACNP
ISSN journal
00100765
Volume
61
Year of publication
1996
Pages
12 - 15
Database
ISI
SICI code
0010-0765(1996)61:<12:NIC-SC>2.0.ZU;2-P
Abstract
5-Amino-1,2-O-isopropylidene-alpha-D-xylofuranose was reacted with eth yl N-(carbamoylcyanomethyl)formimidate to give -5-deoxy-1,2-O-isopropy lidene-alpha-D-xylofuranose which was deprotected and cyclised in acid ic conditions to give beta-D-xylofuranosylamino)imidazole-4-carboxamid e. For this novel cyclonucleoside analogue the rate oi hydrolysis of t he glycosidic bond was measured and the conformation determined by mol ecular modelling.