Synthesis of Glycosides with 4-(4-Hydroxyphenyl)-1,2,3-thia- and -selenadiazole Aglycones
- Authors: Pevzner L.M.1, Petrov M.L.1, Erkhitueva E.B.2, Polukeev V.A.3, Stepakov A.V.2
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Affiliations:
- St. Petersburg State Institute of Technology (Technical University)
- St. Petersburg State University
- Institute of Experimental Medicine
- Issue: Vol 89, No 7 (2019)
- Pages: 1398-1405
- Section: Article
- URL: https://journals.rcsi.science/1070-3632/article/view/222985
- DOI: https://doi.org/10.1134/S1070363219070089
- ID: 222985
Cite item
Abstract
Glycosylation of 4-(4-hydroxyphenyl)-1,2,3-thia(selena)diazoles with 1-α-bromo-2,3,4,6-tetra-O-acetyl-D-glucopyranose, 1-α-bromo-2,3,4,6-tetra-O-acetyl-D-galactopyranose, and 1-α-bromo-2,3,5-tri-O-acetyl-D-xylopyranose under the conditions of interphase catalysis has afforded the corresponding acetylated glycosides. An alternative pathway of selenadiasole glycosides synthesis from semicarbazones of 1-β-O-(4-acetylphenyl)-2,3,4,6-tetra-O-acetyl-D-glucopyranose, -2,3,4,6-tetra-O-acetyl-D-galactopyranose, and -2,3,5-tri-O-acetyl-D-xylopyranose via oxidation with selenium dioxide has been elaborated.
About the authors
L. M. Pevzner
St. Petersburg State Institute of Technology (Technical University)
Author for correspondence.
Email: pevzner_lm@list.ru
Russian Federation, Moskovskii pr. 26, St. Petersburg, 190013
M. L. Petrov
St. Petersburg State Institute of Technology (Technical University)
Email: pevzner_lm@list.ru
Russian Federation, Moskovskii pr. 26, St. Petersburg, 190013
E. B. Erkhitueva
St. Petersburg State University
Email: pevzner_lm@list.ru
Russian Federation, St. Petersburg
V. A. Polukeev
Institute of Experimental Medicine
Email: pevzner_lm@list.ru
Russian Federation, St. Petersburg
A. V. Stepakov
St. Petersburg State University
Email: pevzner_lm@list.ru
Russian Federation, St. Petersburg