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Preparation of 1-aryl-2-(benzylthio)-(1,2-dideoxy-d-glycero-β-l-gluco-heptofurano)[1,2-d]-2-imidazolines, and new, acyclic C-nucleosides of the imidazole

✍ Scribed by Juan A. Galbis Pérez; P. Areces Bravo; F. Rebolledo Vicente; J.I. Fernandez Garcia-Hierro; J. Fuentes Mota

Publisher: Elsevier Science
Year: 1984
Tongue: English
Weight: 635 KB
Volume: 126
Category: Article
ISSN: 0008-6215
DOI: 10.1016/0008-6215(84)85128-9

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✦ Synopsis

The reaction of l-aryl-( 1,2-dideoxy-D-glycero-/?-I.-gluco-heptofurano)[ 1,2dlimidazolidine-2-thiones with benzyl chloride and an equivalent amount of sodium hydrogencarbonate yields 1-aryl-2-(benzylthio)-(1,2-dideoxy-D-glycero-j% L-gluco-heptofurano)[1,2-d]-2-imidazolines (2). If the reaction is carried out in the absence of sodium hydrogencarbonate, the I-aryl-Z(benzylthio)-4-(D-gal&o-pentitol-1-yl)imidazoles are obtained. These compounds are also obtained by acidcatalyzed isomerization of compounds 2. *Taken, in part, from the Ph. D. Thesis of F.R.V.

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