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

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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Veröffentlicht in:Beilstein journal of organic chemistry 2024-06, Vol.20 (1), p.1421-1427
Hauptverfasser: Rahman, Md Azadur, Endo, Hirofumi, Yamamoto, Takashi, Okushiba, Shoma, Sasaki, Norihiko, Nokami, Toshiki
Format: Artikel
Sprache:eng
Schlagworte:
Chemistry
cyclic oligosaccharide
electrochemical glycosylation
Full Research Paper
glucosamine
polyglycosylation
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Zusammenfassung: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.
ISSN:1860-5397
1860-5397
DOI:10.3762/bjoc.20.124