Synthesis of cyclic β-1,6-oligosaccharides from glucosamine monomers by electrochemical polyglycosylation

The synthesis of protected precursors of cyclic β-1,6-oligoglucosamines from thioglycosides as monomers is performed by electrochemical polyglycosylation. The monomer with a 2,3-oxazolidinone protecting group afforded the cyclic disaccharide exclusively. Cyclic oligosaccharides up to the trisacchari...

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Published inBeilstein journal of organic chemistry Vol. 20; no. 1; pp. 1421 - 1427
Main Authors Rahman, Md Azadur, Endo, Hirofumi, Yamamoto, Takashi, Okushiba, Shoma, Sasaki, Norihiko, Nokami, Toshiki
Format Journal Article
LanguageEnglish
Published Germany Beilstein-Institut 26.06.2024
Subjects
Chemistry
cyclic oligosaccharide
electrochemical glycosylation
Full Research Paper
glucosamine
polyglycosylation
electrochemical glycosylation
glucosamine
polyglycosylation
cyclic oligosaccharide
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Summary:The synthesis of protected precursors of cyclic β-1,6-oligoglucosamines from thioglycosides as monomers is performed by electrochemical polyglycosylation. The monomer with a 2,3-oxazolidinone protecting group afforded the cyclic disaccharide exclusively. Cyclic oligosaccharides up to the trisaccharide were obtained using the monomer with a 2-azido-2-deoxy group.
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ISSN:1860-5397
1860-5397
DOI:10.3762/bjoc.20.124