Synthesis of protected precursors of chitin oligosaccharides by electrochemical polyglycosylation of thioglycosides as a monomer is described. Oligosaccharides up to hexasaccharide were synthesized under the optimized reaction conditions. The modified method by repeating electrolysis with additional monomers enabled synthesis of oligosaccharides up to octasaccharide. Mechanism of electrochemical polyglycosylation was also discussed based on the oxidation potentials of the monomer and oligosaccharides.
Keywords: electrochemical glycosylation; glucosamine; oligosaccharide; oxidation potential; polyglycosylation
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Rahman, M. A.; Kuroda, K.; Endo, H.; Sasaki, N.; Hamada, T.; Sakai, H.; Nokami, T. Beilstein Arch. 2022, 202258. doi:10.3762/bxiv.2022.58.v1
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