Deoxy derivatives, physical properties

A Merck group was interested in the introduction of a basic amino group into the avermectin molecule [228]. This should change its physical properties, make it more polar, and result in a different tissue distribution. In addition, most of the anti-bacterially active macrolide antibiotics contain an aminosugar. After suitable protection and deprotection, reductive amination of a 4"-oxo intermediate gave the 4"-amino-4"-deoxy analogue as the major reaction product (Scheme 19). Since they also had observed better activity in the southern armyworm assay for certain monosaccharides, they prepared their 4 -amino derivatives as well as the... 

Isomeric glucosylated amino-alditol derivatives, 17, derived from reaction of 2-amino-2-deoxy-mannit-6-yl and -glucit-6-yl a-D-glucopyranosides with methyl methacrylate, were co-polymerized and the physical properties of the resulting polymers were examined in water. 

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