Convenient Temporary Methyl Imidate Protection of N-Acetylglucosamine and Glycosylation at O-4

Cheng, A; Hendel, JL; Colangelo, K; Bonin, M; Auzanneau, FI

HERO ID

603059

Reference Type

Journal Article

Year

2008

Language

English

PMID

18767802

HERO ID 603059
In Press No
Year 2008
Title Convenient Temporary Methyl Imidate Protection of N-Acetylglucosamine and Glycosylation at O-4
Authors Cheng, A; Hendel, JL; Colangelo, K; Bonin, M; Auzanneau, FI
Journal Journal of Organic Chemistry
Volume 73
Issue 19
Page Numbers 7574-7579
Abstract The article discusses the methods for the preparation of antigens containing N-acetylglucosamine residues glycosylated at O-4. It discusses the synthesis of alkyl imidate protected glucosamine acceptors at position 4 and various protecting groups at O-3. It infers that alkyl imidate products were readily converted to their corresponding N-acetyl derivatives under mild conditions in all cases. Glycosylation reaction via alkyl imidate protected acceptor intermediates is also presented.
Doi 10.1021/jo801117y
Pmid 18767802
Is Certified Translation No
Dupe Override No
Is Public Yes
Language Text English
Keyword GLYCOSYLATION; ANTIGENS; GLUCOSAMINE; ALKYLATION; CHEMICAL reactions; ACETYLATION
Is Qa No