T. Chupakhina, V. Kur’yanov
Nov 1, 2020
Citations
0
Influential Citations
0
Citations
Journal
Russian Journal of Bioorganic Chemistry
Abstract
Abstract The reaction of 2-acetamido-3,4,6-tri- O -acetyl-2-deoxy-α-D-glucopyranosyl chloride with 2‑mercaptobenzimidazole under conditions of the phase transfer catalysis was studied and specific features of the phase transfer process were evaluated. It was found that the corresponding N - and S -β-D-glucosaminides were the major glucosaminylation products. Glucosaminylation of 2-mercaptobenzimidazole in an anhydrous methylene chloride–sodium hydride phase transfer catalytic system was shown to proceed regiospecifically. The structures of the synthesized compounds were characterized using 1 H NMR spectroscopy and mass spectrometry.