Synthesis of N-Glycolyl-8-O-sulfoneuraminic Acid

Makoto TANAKA; Toshitsugu KAI; Xue-Long SUN; Hiroaki TAKAYANAGI; Kimio FURUHATA

doi:10.1248/cpb.43.2095

Makoto TANAKA, Toshitsugu KAI, Xue-Long SUN, Hiroaki TAKAYANAGI, Kimio FURUHATA

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Keywords: N-glycolyl-8-O-sulfoneuraminic acid, sialic acid, sulfur trioxide trimethylamine complex, sulfation, saponification

JOURNAL FREE ACCESS

1995 Volume 43 Issue 12 Pages 2095-2098

DOI https://doi.org/10.1248/cpb.43.2095

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Abstract

N-Glycolyl-8-O-sulfoneuraminic acid (1) was synthesized for the first time in good yield. The key intermediates for synthesis of 1, neuraminic acid O-benzyl α-glycoside (3) and neuraminic acid S-methyl α-glycoside (10) were prepared from readily available N-acetylneuraminic acid. The structures of these compounds were confirmed by analysis of their NMR spectra.

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