SYNTHESIS OF 1-(BETA-D-GLUCOPYRANOSYL)PYRIMIDIN-2(1H)-ONES FROM 2-CHLOROPYRIMIDINES

Authors
ABDOU IM STREKOWSKI L ABDELMEGEED MF ATTIA AME OMARA MA
Citation
Im. Abdou et al., SYNTHESIS OF 1-(BETA-D-GLUCOPYRANOSYL)PYRIMIDIN-2(1H)-ONES FROM 2-CHLOROPYRIMIDINES, Heterocyclic communications, 3(4), 1997, pp. 295-300
Citations number
8
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocyclic communications → ACNP
ISSN journal
07930283
Volume
3
Issue
4
Year of publication
1997
Pages
295 - 300
Database
ISI
SICI code
0793-0283(1997)3:4<295:SO1F2>2.0.ZU;2-9
Abstract
Tetra-O-acetyl derivatives 10-12 of the title compounds are easily obt ained by hydrolysis of 2-chloropyrimidines 1-3 followed by coupling of the resultant pyrimidin-2(1H)-ones 4-6 with 2,3,4,6-tetra-O-acetyl-al pha-D- glucopyranosyl bromide under basic conditions (method A) or tre atment of 1-3 with potassium trimethylsilanolate followed by coupling of the resultant 2-(trimethylsilyloxy)pyrimidines, without isolation, with beta-D-glucose pentaacetate in the presence of tin tetrachloride (method B).