Block synthesis of A tetrasaccharides (types 1, 3, and 4) related to the human ABO blood group system

Blood group A tetrasaccharides of different types have the same terminal trisaccharide fragment that allows using a block scheme in their synthesis. 3-Aminopropyl glycosides of tetrasaccharides GalNAcα1-3(Fucα1-2)Galβ1-3GlcNAcβ (A type 1), GalNAcα1-3(Fucα1-2)Galβ1-3GalNAcα (A type 3), and GalNAcα1-3(Fucα1-2)Galβ1-3GalNAcβ (A type 4) were synthesised using acetylated Galα1-3(Fucα1-2)Gal trichloroacetimidate as a glycosyl donor at the key stage.

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► Trichloroacetimidate of peracetylated A trisaccharide as glycosyl donor.
► Synthesis of 3-aminopropyl glycoside of A (type 1) tetrasaccharide.
► Synthesis of 3-aminopropyl glycosides of A (type 3) and A (type 4) tetrasaccharides.