Direct Route to a New Class of Acrylamide Thioglycosides and Their Conversions to Pyrazole Derivatives

Abstract

A new method for preparation of a new class of acrylamide thioglycosides via a one-pot reaction of potassium 2-cyanoethylene-1-thiolate salts with 2,3,4,6-tetra-O-acetyl-α-D-gluco- and galactopyranosyl bromides has been studied. The E-configuration of these thioglycosides were proven by their transformations to the corresponding 5-aminopyrazoles.

Keywords:

• Acrylamide thioglycosides
• halosugars
• phenyl isothiocyanate
• potassium 2-cyanoethylene-1-thiolates
• pyrazoles