Title
Synthesis, conformation analysis and biological evaluation of 2-(2,3-dideoxy-<tex>$\beta$</tex>-D-ribofuranosyl)pyridine-4-carboxamide Synthesis, conformation analysis and biological evaluation of 2-(2,3-dideoxy-<tex>$\beta$</tex>-D-ribofuranosyl)pyridine-4-carboxamide
Author
Faculty/Department
Faculty of Sciences. Chemistry
Publication type
article
Publication
Sendai ,
Subject
Chemistry
Source (journal)
Heterocycles. - Sendai
Volume/pages
43(1996) :2 , p. 287-304
ISSN
0385-5414
ISI
A1996TX45300005
Carrier
E
Target language
English (eng)
Affiliation
University of Antwerp
Abstract
2-(2,3-Dideoxy-beta-D-ribofuranosyl)pyridine-4-carboxamide (2) was synthesized starting from the protected sugar analogue (3). Coupling of this compound with 2-lithio-4-(4,5-dihydro-4,4-dimethyloxazol-2-yl)pyridine (4), subsequent mesylation, reduction, deprotection and ammonolysis gave (2) as an anomeric mixture. alpha/beta-Separation was done by semi preparative hplc on a Lichrosorb 10 RP 8 column. In addition 2D-NOESY nmr spectroscopy was used for the assignment of the alpha/beta-anomers of (2). High resolution H-1 nmr allowed us to do a conformation analysis of compound (beta-2). Finally the beta-anomer of (2) was evaluated for its biological activity.
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