Specific Features of Phase Transfer Catalytic Glycosylation of 2-Mercaptobenzimidazole

Autor: V. O. Kur’yanov, T. A. Chupakhina
Rok vydání: 2020
Předmět:
Zdroj: Russian Journal of Bioorganic Chemistry. 46:1285-1288
ISSN: 1608-330X
1068-1620
Popis: 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 1H NMR spectroscopy and mass spectrometry.
Databáze: OpenAIRE