Tetrahedron

Synthesis of a cell wall component of Haemophilus (Actinobacillus) Pleuropneumoniae Serotype 5

…, GH Veeneman, GA Van der Marel, JH Van Boom

Index: Klein, P. A. M. van der; Filemon, W.; Boons, G. J. P. H.; Veeneman, G. H.; Marel, G. A. van der; Boom, J. H. van Tetrahedron, 1992 , vol. 48, # 22 p. 4649 - 4658

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Citation Number: 12

Abstract

The disaccharide α-d-GlcNacp-(1-5)-β-KDO-2-OCH2CH2CH2NH2 containing a spacer β- linked to KDO is prepared via iodonium ion-assisted glycosylation of a suitable KDO acceptor with ethyl 2-azido-2-deoxy-3, 4-di-O-benzyl-1-thio-α/β-d-glucopyranoside. The key KDO building unit is synthesized in 7 steps starting with 2, 3: 5, 6-di-O-isopropylidene-d- mannitol.