Synthesis and lyotropic phase behaviour of methyl 3′,4′-di-O-hexyl- and -di-O-octyl-β-lactoside and partial O-acetylation of methyl 3′,4′-di-O-octyl-β-lactoside

Abstract

Methyl 3′,4′-O-isopropylidene-β-lactoside was used as an intermediate in the synthesis of the 3′,4′-di-O-hexyl- and 3′,4′-di-O-octyl-β-lactoside. The following seven partially acetylated derivatives were prepared by partial O-acetylation of the dioctyllactoside: 6′- and 6-monoacetate, 2′,6- and 6,6′-diacetate, 2,6,6′-triacetate, and 2,2′,6,6′- and 2,3,6,6′-tetraacetate. The lyotropic phase behaviour of some of these derivatives was studied.