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Convergent Synthesis of the Hexasaccharide Repeating Unit of the O ‐Antigenic OPS of Escherichia coli O133
Author(s) -
Mitra Ankita,
Mukhopadhyay Balaram
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201900815
Subject(s) - chemistry , moiety , monosaccharide , escherichia coli , stereoselectivity , uronic acid , stereochemistry , glycosylation , protecting group , convergent synthesis , catalysis , polysaccharide , biochemistry , organic chemistry , gene , alkyl
Synthesis of the hexasaccharide repeating unit of the O‐antigen from E. coli O133 has been accomplished with rational protecting group manipulations on commercially available monosaccharides and stereoselective glycosylations through a convergent protocol. A late stage TEMPO mediated oxidation is used to install the required uronic acid moiety. Chloroacetate group is used extensively as a temporary protecting group.