Transformation of aldoses into glycosylamine 1,2-(cyclic carbamates) (glyco-oxazolidin-2-ones) by reaction with potassium cyanate

József Kovács, István Pintér, Ursula Lendering, Peter Köll

Research output: Contribution to journalArticle

29 Citations (Scopus)

Abstract

Treatment of pentoses and some hexoses with potassium cyanate in aqueous solutions, buffered with sodium dihydrogen phosphate or ammonium chloride, gave glycosylamine 1,2-(cyclic carbamates) {glycofurano(or pyrano)[1,2-d]oxazolidin-2-ones}. Most of the products had furanoid structures, but d-mannose and d-lyxose gave preponderantly pyranose derivatives. Epimerisation at C-2 was observed in certain reactions. The products and their acetylated derivatives were characterised by 1H- and 13C-n.m.r. spectroscopy.

Original languageEnglish
Pages (from-to)155-166
Number of pages12
JournalCarbohydrate Research
Volume210
Issue numberC
DOIs
Publication statusPublished - Mar 20 1991

    Fingerprint

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry

Cite this