Chassagne, Pierre published the artcileConcise synthesis of di- and trisaccharides related to the O-antigens from Shigella flexneri serotypes 6 and 6a, based on late stage mono-O-acetylation and/or site-selective oxidation, Synthetic Route of 4972-31-0, the publication is Tetrahedron (2013), 69(48), 10337-10350, database is CAplus.
Shigella flexneri serotypes 6 and 6a are closely related bacteria causing Shigellosis in human. Their O-antigens are {(→4)-β-D-GalpA-(1→3)-β-D-GalpNAc-(1→2)-[3Ac/4Ac]-α-L-Rhap-(1→2)-α-L-Rhap-(1→)}n acidic polysaccharides ({ABAcCD}n), which only differ in the degree of O-acetylation. A concise synthesis of two disaccharides and four trisaccharides, representing portions and/or analogs of the O-antigens, is described. A protected intermediate compatible with late stage O-acetylation, and/or galactosyl to galacturonic acid conversion, was designed and assembled from trichloroacetimidate and thioglycoside donors tuned for high yielding glycosylation and excellent stereocontrol. The galacturonic moiety was efficiently introduced from galactose using a TEMPO/NaOCl/NaClO2-based oxidation protocol optimized for full compatibility with sensitive moieties, such as allyl ethers and acetates. BC and ABC oligosaccharides are also portions of the O-antigen from Escherichia coli O147, which causes diarrhea in pigs.
Tetrahedron published new progress about 4972-31-0. 4972-31-0 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-(Phenylsulfinyl)piperidine, and the molecular formula is C11H15NOS, Synthetic Route of 4972-31-0.
Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem