Title
Synthesis of 2-carbamoylmethyl-6-<tex>$\beta$</tex>-D-ribofuranosylpyridine with the aid of a Pd(0)-catalyzed reaction Synthesis of 2-carbamoylmethyl-6-<tex>$\beta$</tex>-D-ribofuranosylpyridine with the aid of a Pd(0)-catalyzed reaction
Author
Faculty/Department
Faculty of Sciences. Chemistry
Publication type
article
Publication
Provo, Utah ,
Subject
Chemistry
Source (journal)
Journal of heterocyclic chemistry. - Provo, Utah
Volume/pages
30(1993) :5 , p. 1245-1252
ISSN
0022-152X
ISI
A1993MM42400014
Carrier
E
Target language
English (eng)
Full text (Publishers DOI)
Affiliation
University of Antwerp
Abstract
D-Allo/D-altro-2-(2,4:3,5-di-O-benzylidenepentitol-1-yl)-6-ethoxycarbony lmethylpyridine was synthesized from 2-bromo-6-(2,4:3,5-di-O-benzylidenepentitol-1-yl)pyridine or 2-(2,4:3,5-di-O-benzylidenepentitol-1-yl)-6-iodopyridine by means of a tetrakis(triphenylphosphine)palladium(0)-catalyzed reaction with Reformatsky's reagent. Subsequent ammonolysis and mesylation of the D-altro-ethoxycarbonylmethyl compound gave D-altro-2-carbamoylmethyl-6-(1-O-mesyl-2,4:3,5-di-O-benzylidenepentitol- 1-yl)pyridine which was cyclized to 2-carbamoylmethyl-6-beta-D-ribofuranoslpyridine.
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