A synthetic approach to aromatic aminoglycoside as a neamine mimic

Ryo Inoue, Sho Matsuda, Yoshiki Oda, Hirofumi Ooyama, Akihiro Yoshida, Keita Hamasaki, Takashi Yamanoi

Research output: Contribution to journalArticlepeer-review

Abstract

This paper describes the synthetic approach to an aromatic a-glycoside as a mimic of neamine, which is a common core structure of some aminoglycoside antibiotics. We achieved the synthesis of the protected precursor of the neamine mimic, 4-(2,6-diamino-2,6-dideoxy-α-D-glucopyranosyloxy)-1,3- phenylenediamine, from N-acetyl-D-glucosamine and 2,4-diaminophenol as the starting materials using a glycosylation technique.

Original languageEnglish
Pages (from-to)1335-1343
Number of pages9
JournalHeterocycles
Volume84
Issue number2
DOIs
Publication statusPublished - 2012

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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