A one-pot reaction of a sodium 2-cyanoethylene-1-thiolate salt with 2,3,4,6-tetra-O-acetyl-α-D-gluco- and galactopyranosyl bromides affords a new class of cyanoethylene thioglycosides. The conversion to the corresponding 5-aminopyrazoles confirms the E-configuration of these cyanoethylene thioglycosides.
Galal Elgemeie, Nahed Fathy, Wafaa Zaghary, Ayman Farag. S-glycosides in medicinal chemistry: Novel synthesis of cyanoethylene thioglycosides and their pyrazole derivatives. Nucleosides, nucleotides & nucleic acids. 2017 Mar 04;36(3):198-212
PMID: 28045592
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