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Phosphoethanolamine derivatives of the bacterial saccharide l- glycero -d- manno -heptose have been prepared using a phosphoramidite-based coupling reaction at position 4 of a side-chain-protected 2,3- O -orthoester methyl heptoside and at position 3 of a 3,4-diol heptoside, respectively. Global deprotection afforded the corresponding 2-aminoethylphosphodiester derivatives as substrates for crystallographic and binding studies with lectins and antibodies targeting the inner core structure of bacterial lipopolysaccharides.

Synthesis of 3-O- and 4-O-(2-aminoethylphosphono) derivatives of methyl l-glycero-α-d-manno-heptopyranoside