Synthesis of protected precursors of chitin oligosaccharides by electrochemical polyglycosylation of thioglycosides

Autor: Md Azadur Rahman, Kana Kuroda, Hirofumi Endo, Norihiko Sasaki, Tomoaki Hamada, Hiraku Sakai, Toshiki Nokami
Jazyk: angličtina
Rok vydání: 2022
Předmět:
Zdroj: Beilstein Journal of Organic Chemistry, Vol 18, Iss 1, Pp 1133-1139 (2022)
Druh dokumentu: article
ISSN: 1860-5397
DOI: 10.3762/bjoc.18.117
Popis: The synthesis of protected precursors of chitin oligosaccharides by electrochemical polyglycosylation of thioglycosides as monomer is described. Oligosaccharides up to the hexasaccharide were synthesized under optimized reaction conditions. Further, a modified method enabled the synthesis of oligosaccharides up to the octasaccharide by repeating electrolysis with additional monomers. The mechanism of the electrochemical polyglycosylation is also discussed, based on the oxidation potential of the monomer and oligosaccharides.
Databáze: Directory of Open Access Journals