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Synlett 1997; 1997(9): 1065-1066
DOI: 10.1055/s-1997-1549
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Total Synthesis of Neu5Ac via Alkylation of 2-Alkoxy-2-cyanoacetate with a Sugar-Derived Bromide

T. Takahashi* , H. Tsukamoto, M. Kurosaki, H. Yamada
  • *Department of Chemical Engineering, Tokyo Institute of Technology, Ookayama, Meguro, Tokyo 152, Japan, e-mail: ttakashi@o.cc.titech.ac.jp
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Publication Date:
31 December 2000 (online)

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N-Acetylneuraminic acid was synthesized via alkylation of 2-alkoxy-2-cyanoacetate anion, an acyl anion equivalent of alkyl glyoxylate, with a sugar-derived bromide prepared from D-glycero-D-gulo-heptose-1,4-lactone.

N-acetylneuraminic acid - alkylation of 2-alkoxy-2-cyanoacetate - acyl anion equivalent of alkyl glyoxylate - sugar-derived bromide - D-glycero-D-gulo-heptose-1,4-lactone