Abstract

The PMR spectra at 220 MHz of some Amadori rearrangement products deduced from D-glucose with p-toluidine ( 1), N-methylphenylamine ( 2), di-butylamine ( 4), piperdine ( 5), and morpholine ( 6) have been studied in detail. Compounds 1-6 appear to exist in solution predominantly as an equilibrium mixture of the furanose and pyranose ring. The pyranose ring occurs exclusively in the β( D)- 2C 5-conformation (corresponds to Reeves 1C-conformation). The furanose ring probably exists as a mixture of both the β- and α-anomer, in which the β-anomer is favoured.

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