Synthesis of cyclic α-1,4-oligo-N-acetylglucosamine ‘cyclokasaodorin’ via a one-pot electrochemical polyglycosylation–isomerization–cyclization process†,10.1039/D2CC02287G

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Lactoyl-CoA 全氟丁基戊烷白叶藤碱全氟己基辛烷新白叶藤碱壳寡糖特色专题-生物多肽

Synthesis of cyclic α-1,4-oligo-N-acetylglucosamine ‘cyclokasaodorin’ via a one-pot electrochemical polyglycosylation–isomerization–cyclization process†

Hirofumi Endo,Masaharu Ochi,Md Azadur Rahman,Tomoaki Hamada,Takahiro Kawano

Chemical Communications Pub Date : 06/24/2022 00:00:00 , DOI:10.1039/D2CC02287G

Abstract

Electrochemical synthesis of unnatural cyclic oligosaccharides composed of N-acetylglucosamine with α-1,4-glycosidic linkages has been accomplished. A thioglycoside monomer equipped with the 2,3-oxazolidinone protecting group was used to prepare linear oligosaccharides by electrochemical polyglycosylation. In the same pot, isomerization of the linear oligosaccharides and intramolecular electrochemical glycosylation for cyclization were also conducted sequentially to obtain the precursor of the cyclic α-1,4-oligo-N-acetylglucosamine ‘cyclokasaodorin’.