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Solid-Phase Synthesis of Thio-oligosaccharides

✍ Scribed by Gerd Hummel; Ole Hindsgaul


Publisher
John Wiley and Sons
Year
1999
Tongue
English
Weight
104 KB
Volume
38
Category
Article
ISSN
0044-8249

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The new lactosyl donor 8, bearing an Fmoc-protected hydroxy group, has been prepared from lactose for the solidphase synthesis of lactose-containing oligosaccharides. In addition to the preparation of 3b-O-fucosyllactoside 1 (with donor 4), use of this new building block has permitted the syntheses

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Complicated oligosaccharides such as dodecasaccharide 1 can be constructed by a new solid-phase strategy. The attachment to the polymeric support (gray sphere) is through a photolabile linker (structure I), and thioglycosides serve as carbohydrate donors. Bn=benzyl, Bz=benzoyl.

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Dendrimers are highly ordered, hyperbranched polymers with potential for a whole range of chemical applications. Solution-phase synthesis of dendrimers is often challenging, requiring long reaction times and nontrivial purification; solid-phase methodology, on the other hand, enables reactions to be