182167-68-6Relevant articles and documents
Preparation of disaccharide haptens corresponding to Salmonella serogroups B and D
Zegelaar-Jaarsveld, Korien,Van Der Plas, Simon C.,Van Der Marel, Gijs A.,Van Boom, Jacques H.
, p. 665 - 689 (2007/10/03)
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.