Synthesis of some new C-nucleosides from L-arabinose and D-glucose

The reaction of L-arabinose with malonitrile yielded oxazoline 1, which on reaction with thioglycolic acid and acetyl chloride afforded the 4-oxothiazolyl beta-L-arabinfurano oxazoline (2) and 1-cyanomethylcarboxamido-2-chloro-beta-L-arabinose (3), respectively. The reaction of compound (1) with benzaldehyde led to the formation of oxazoline (4), which was reacted with cyanoacetamide to give compound (5). After treatement of glucose with phenylhydrazine, the compound was reacted with diethylmalonate to give the pyrazole derivative (7). The biological activity of the prepared compounds was investigated.