Synlett 1991; 1991(5): 365-368
DOI: 10.1055/s-1991-34742
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Syntheses of Larger Modified Oligosaccharides Containing "Opened Carbohydrate"Fragments

Tomoo Nukada* , Hans Lucas, Peter Konradsson, Constant A. A. van Boeckel
  • *AKZO Pharma Division, Organon International B.V., P.O. Box 20, 5340 BH Oss, The Netherlands
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Publication History

Publication Date:
07 March 2002 (online)

Based on the pentenyl glycosylation method, three modified oligosaccharides (a protected penta-, hepta- and nonamer compounds 7, 8 and 9, respectively) were prepared in high yield, using the repeating unit 4a [(R)-2-methoxycarbonyl-2-(4-pentenyloxymethoxy)ethyl 6-O-acetyl-4-O-allyl-2,3-di-O-benzyl-α-D-glucopyranoside], containing an "opened carbohydrate" moiety functionalized with a pentenyloxymethyl ether. Pentamer 7 was also deprotected and O-sulphonated to afford compound 10, which is an analogue of a heparin fragment.

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