Synthesis of Oligomers Derived from Amide-Linked Neuraminic Acid Analogues

Travis Q. Gregar, Jacquelyn Gervay-Hague

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Abstract

N-Fluoren-9-ylmethoxycarbonyl-protected sugar amino acids derived from α-O-methoxy- and 2,3-dehydroneuraminic acids have been prepared. Incorporation of these monomer units into solid-phase synthesis led to the efficient synthesis of two series of oligomers varying from one to eight units in length. The (1-5)-linked amides of 2,3-dehydroneuraminic acid were further subjected to hydrogenation giving a third series of oligomers with a β-hydrido substituent at the anomeric carbon.

Original languageEnglish (US)
Pages (from-to)1001-1009
Number of pages9
JournalJournal of Organic Chemistry
Volume69
Issue number4
DOIs
Publication statusPublished - Feb 20 2004

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ASJC Scopus subject areas

  • Organic Chemistry

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