Solid phase synthesis of thio-oligosaccharides

C - Chemistry – Metallurgy – 07 – H

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C07H 5/10 (2006.01) C07H 15/203 (2006.01)

Patent

CA 2337752

Solid phase synthetic methods of forming sulfur-linked disaccharides and oligosccharides are described, wherein a saccharide or oligosaccharide bearing a protected thiol-group at the anomeric carbon is immobilized onto a solid support at any position other than the anomeric carbon atom of the reducing sugar. The resultant immobilized thiol, or a derivative thereof, undergoes nucleophilic saccharide addition to provide a di- or oligosaccharide.

L'invention concerne des procédés de synthèse en phase solide, destinés à former des disaccharides et oligosaccharides à liaison soufre, et consistant à immobiliser un saccharide ou un oligosaccharide porteur d'un groupe thiol protégé, au niveau du carbone anomérique, sur un support solide, à n'importe quelle position autre que celle de l'atome de carbone anomérique du sucre réducteur, et à soumettre le thiol immobilisé ainsi obtenu, ou un dérivé de celui-ci, à un ajout de saccharide nucléophile, afin de produire un di- ou oligosaccharide.

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