Preparation of disaccharide haptens corresponding to Salmonella serogroups B and D

Article abstract of DOI:10.1080/07328309608005684

The properly protected ethyl 1-thio-abequopyranoside 11 and ethyl 1-thio-tyvelo-pyranoside 26 were prepared by a sequence of reactions, the key step of which was the regioselective hydride-mediated ring-opening of the cyclic sulfate function in compounds 8 and 18. Iodonium ion-assisted glycosylation of allyl mannopyranoside 30 with the individual ethyl 3,6-dideoxy-1-thio-D-hexopyranoside donors 11 and 26 furnished, after deprotection, the respective allyl 3-O-(α-D-abequopyranosyl)-α-D-mannopyranoside 1 and allyl 3-O-(α-D-tyvelopyranosyl)-α-D-mannopyranoside 2.

Full text of DOI:10.1080/07328309608005684

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Journal of Carbohydrate Chemistry
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Preparation of Disaccharide Haptens
Corresponding to Salmonella Serogroups
B and D
Korien Zegelaar-Jaarsveld a , Simon C. van der Plas a , Gijs A. van
der Marel a & Jacques H. van Boom a
a Leiden Institute of Chemistry, Gorlaeus Laboratoria, Leiden
University , P.O. Box 9502, 2300 RA, Leiden, The Netherlands
Published online: 22 Aug 2006.
To cite this article: Korien Zegelaar-Jaarsveld , Simon C. van der Plas , Gijs A. van der
Marel & Jacques H. van Boom (1996) Preparation of Disaccharide Haptens Corresponding
to Salmonella Serogroups B and D, Journal of Carbohydrate Chemistry, 15:6, 665-689, DOI:
10.1080/07328309608005684
To link to this article: http://dx.doi.org/10.1080/07328309608005684
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