- Synthesis of a spacer-containing trimeric fragment of the capsular polysaccharide from Escherichia coli K100
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Stereoselective β-glycosidation of 1,3,4-tri-O-benzyl-5-O-pivaloyl-D-ribitol, prepared from L-ribose, with 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose gave, after protecting-group manipulations, the properly protected terminal and non-terminal units.Elongation (2*) of the terminal unit with the incoming non-terminal unit could be acomplished using the bifunctional phosphorylating reagent, bis(1-benzotriazolyl) 2-chlorophenyl phosphate.The trimeric unit thus obtained was condensed, using the same phosphorylating reagent, with the spacer N2-(benzyloxycarbonyl)-N1-(3-hydroxypropyl)glycinamide, to give, after complete deblocking, the spacer-containing trimeric unit of Escherichia coli K100.
- Elie, C. J. J.,Hoogerhout, P.,Muntendam, H. J.,Werken, G. van de,Marel, G. A. van der,Boom, J. H. van
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p. 467 - 473
(2007/10/02)
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