MESOMORPHIC DERIVATIVES OF THE 6-AMINO-6-DEOXY-D-GALACTOSE

Amides and sulfonamides of 6-amino-6-deoxy-D-galactose have been synth esized from fatty acids and sulfonic acids with long alkyl chains. A k ey intermediate of the reaction with the different acids was the 2;3,4 -di-O-isopropylidene-alpha-D-galactopyranose. De-isopropylidination of the protected compounds was achieved using trifluoroacetic acid. Mole cules with three long alkyl chains can be obtained by reaction of 6-oc tadecanoylamido-6-deoxy-D-galactose with dodecanethiol. 6-Octadecanoyl amido-6-deoxy-D-galactose di-dodecyl dithioacetal exhibits a monotropi c hexagonal columnar disordered phase, D-hd, and a rectangular columna r disordered phase, D-rd.