Abstract: Glycosyl halides are historically one of the first glycosyl donors used in glycosylation reactions, and interest in glycosylation reactions involving this class of glycosyl donors is currently increasing. New methods for their activation have been proposed and effective syntheses of oligosaccharides with their participation have been developed. At the same time, the possibilities of using these approaches to the synthesis of sialosides are restricted by the limited diversity of known sialyl halides (previously, mainly sialyl chlorides, less often sialyl bromides and sialyl fluorides, with acetyl (Ac) groups at the oxygen atoms and AcNH, Ac2N and N3 groups at C-5 were used). This work describes the synthesis of six new N-acetyl- and N-trifluoroacetyl-sialyl chlorides and bromides with O-chloroacetyl and O-trifluoroacetyl protective groups. Preparation of N,O-trifluoroacetyl protected derivatives was made possible due to development of the synthesis of sialic acid methyl ester pentaol with N-trifluoroacetyl group.

Cite: Mamirgova Z.Z. , Zinin A.I. , Chizhov A.O. , Kononov L.O.
Synthesis of sialyl halides with various acyl protective groups
Carbohydrate Research. 2024. V.536. 109033 . DOI: 10.1016/j.carres.2024.109033 WOS Scopus OpenAlex

Identifiers:

Web of science:	WOS:001175553300001
Scopus:	2-s2.0-85183583992
OpenAlex:	W4390773814

Citing: Пока нет цитирований

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