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Thiol addition to protected allyl glycosides: An improved method for the preparation of spacer-arm glycosides
Authors:Paul B van Seeventer  Johannes ALM van Dorst  John F Siemerink  Johannis P Kamerling  Johannes FG Vliegenthart
Institution:

Bijvoet Center, Department of Bio-Organic Chemistry, Utrecht University, P.O. Box 80.075, NL-3508 TB, Utrecht, The Netherlands

Abstract:A useful method for the preparation of differently functionalized sulfide spacer-arm glycosides is presented. Several protected allyl glycosides were variously elongated via a radical addition reaction with pentanethiol, methyl 3-mercaptopropionate, or 2-mercaptoethanol. The hydroxyl function of protected 3-(2-hydroxyethylthio)propyl glycosides was subsequently transformed into an azide function.
Keywords:Neoglycoconjugates  Allyl glycosides  Sulfide spacer-arm  3-(2-Azidoethylthio)propyl glycosides
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