Reaction Products from Fischer's Methylation of 3-Deoxy-D-glycero-D-galacto-2-nonulosonic Acid (KDN)

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

doi:10.1248/cpb.44.208

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

著者情報

キーワード: sialic acid, Fischer's glycosylation, furan derivative, 4, 8-anhydro product, crystalline KDN, β-elimination

ジャーナルフリー

1996 年 44 巻 1 号 p. 208-211

DOI https://doi.org/10.1248/cpb.44.208

詳細

抄録

Several compounds were isolated from the Fischer's methylation reaction mixture of 3-deoxy-D-glycero-D-galacto-2-nonulosonic acid (KDN) with hydrochloric acid or methanesulfonic acid in methanol. The major product was methyl (methyl 3-deoxy-β-D-glycero-D-galacto-2-nonulopyranosid)onate (2), which we have already reported. New furan derivatives and a 4, 8-anhydro product were also isolated. The structures of these compounds were elucidated by nuclear magnetic resonance spectroscopy and X-ray crystallographic analysis.

責任著者(Corresponding author)

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