Heterocyclic thioglycosides in carbohydrate research: Synthesis of thiophene thioglycosides

Nucleosides Nucleotides Nucleic Acids. 2017 Aug 3;36(8):511-519. doi: 10.1080/15257770.2017.1332371. Epub 2017 Jul 7.

Abstract

A novel synthesis of thiophene thioglycosides is carried out via a one-pot reaction of sodium thiophenethiolates with α-halogeno sugars. The sodium thiophenethiolate salts were prepared using sodium cyanoethylene thiolate salts. The structures of the reaction products were established on the basis of their elemental analysis and spectral data (IR, 1H NMR, MS, and 13C NMR).

Keywords: Mercaptothiophenes; antimetabolites; glycosides; ketene dithioacetals; sodium thiophenethiolates; thiophene thioglycosides.

MeSH terms

  • Chemistry Techniques, Synthetic
  • Thioglycosides / chemical synthesis*
  • Thioglycosides / chemistry*
  • Thiophenes / chemistry*

Substances

  • Thioglycosides
  • Thiophenes