SYNTHESE ET PROPRIETES DE SURFACE DE NOUVELLES 1,5-BENZODIAZEPINE-2,4-DIONES DERIVEES DU D-GLUCOSE

We synthesized a new glucose derivatives of 1,5-benzodiazepine-2,4-dione in view to study the influence of the glucidic moiety on the amphiphilic behaviour. Reaction of 1,5- benzodiazepine-2,4-dione with 3-O-alkyl-5,6-anhydro-1,2-O-isopropylidene-a-D-glucofuran-ose gave the expected N,N-bis-glucofuranosylbenzodiazepine derivatives which was deprotected to obtain the corresponding glucopyranosyl compounds. These compounds have a water solubility more higher than the starting 1,5-benzodiazepine- 2,4-diones. Morever some glucidic derivatives with an appropriate alkyl chain at the C-3 carbon of the D-glucose gave surface tension g in water at (25°C)