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Synthesis of Tetrameric Arabinogalactans Based on 1,2-Anhydrosugars (1998)

Timmers, Cornelis M. ; Wigchert, Suzanne C. M. ; Leeuwenburgh, Michiel A. ; [et al.]

Weinheim : Wiley-Blackwell

Liebigs Annalen 1998 (1998), S. 91-97

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ISSN: 1434-193X

Keywords: Carbohydrates ; Glycals ; Arabinogalactans ; 1,2-Anhydrosugars ; Monoclonal antibodies ; CCRC-M7 ; Thioethyl furanosides ; Chemistry ; General Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: The spacer-containing tetrameric arabinogalactans 1-3, suitable for CCRC-M7 epitope characterization, are readily accessible by ZnCl2-assisted stepwise elongation of 11-methoxycarbonylundecanol 9 with the 1,2-anhydrogalactose building unit 6. NIS/cat. TfOH-mediated glycosylation of the newly formed 2-OH, 2′-OH, or 2′′-OH function in the β-(1→6)-galactoside backbone with the 1-thioarabinofuranoside donor 8, followed by deprotection, provided the target tetramers in high overall yield.

Type of Medium: Electronic Resource

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