Synthesis of methyl (methyl d- and l-idopyranosid) uronates from myo-inositol

Noritaka Chida, Eriko Yamada, Seiichiro Ogawa

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Abstract

Methyl (methyl α-D- (9a), α-L- (9b), β-D- (10a), and β-L- (10b) idopyranosid)uronates were synthesized from myo-inositol. Baeyer-Villiger oxidation of the optically resolved inosose derivatives (3a and 3b) proceeded regioselectively to afford 4a and 4b in high yields, respectively. Ring-opening of the 7-membered hemiacetal-lactones (4a and 4b) with acid and subsequent deprotection gave the title compounds.

Original languageEnglish
Pages (from-to)555-570
Number of pages16
JournalJournal of Carbohydrate Chemistry
Volume7
Issue number3
DOIs
Publication statusPublished - 1988

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ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry

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