Preparation of 3,5-bis-(β-D-glycopyranosyl)-1,2,4-thiadiazoles from C-(β-D-glycopyranosyl)thioformamides

Research output: Article

13 Citations (Scopus)

Abstract

Acylated C-glycopyranosyl thioformamides of D-gluco, D-galacto, and D-xylo configuration were obtained by treating the corresponding glycosyl cyanides with hydrogen sulfide in the presence of triethylamine. The thioformamides gave 3,5-bis-(β-D-glycopyranosyl)-1,2,4-thiadiazoles in reactions with potassium bromate and sodium dithionite in dichloromethane-water biphasic solvent mixture. Deprotected derivatives were prepared by Zemplén deacylation.

Original languageEnglish
Pages (from-to)5429-5434
Number of pages6
JournalTetrahedron
Volume57
Issue number25
DOIs
Publication statusPublished - jún. 18 2001

    Fingerprint

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this