Efficient stereoselective synthesis of γ-N-glycosyl asparagines by N-glycosylation of primary amide groups

Hiroshi Tanaka, Yuki Iwata, Daisuke Takahashi, Masaatsu Adachi, Takashi Takahashi

研究成果: Article

62 被引用数 (Scopus)

抄録

The efficient and elegant synthesis of N-glycosides by N-glycosylation of asparagine-containing peptides is described. Glycosylation of primary amides with glycosyl N-phenyltrifluoroimidates in the presence of a catalytic amount of TMSOTf in nitromethane smoothly proceeded to provide the corresponding N-glycosyl amino acids in excellent yields. This coupling method was adaptable to the coupling of various glycosyl donors with amino acids and peptides.

本文言語English
ページ(範囲)1630-1631
ページ数2
ジャーナルJournal of the American Chemical Society
127
6
DOI
出版ステータスPublished - 2005 2 16
外部発表はい

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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