Jeong E. Nam Shin

Synthesis of 2′-Azidoethyl Trisaccharide, α-D-Gal-(1→2)-6d-α-D-Altro-Hepp-(1→3)-(β-D-GlcNAc, an o-antigenic repeating unit of C.jejuni 0:23 and 0:36

A trisaccharide, the O-antigenic repeating unit ofC. jejuni serotype 0:23 and 0:36, was synthesized as a 2′-azidoethyl glycoside by block addition of perbenzylated thiogalactoside donors to α-altroHepp-(1→3)-GlcNPhth disaccharide acceptor in presence of IDCP promoter. The αlinkedaltro heptopyranoside moiety in the glycosyl acceptor was effectively prepared bySwern oxidation of α-mannohepp-(1→3)-GlcNPhth disaccharide followed by mild reduction with NaCNBH3.