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- W2022942628 abstract "The synthesis of a linear trisaccharide epitope of the Trichinella spiralis N-linked glycan, in a form amenable to glycoconjugate formation, is reported. The trisaccharide contains the synthetically challenging LacdiNAc [beta-GalpNAc(1-->4)-beta-GlcpNAc] element, as well as a terminal 3,6-dideoxy-beta-D-arabino-hexopyranose (tyvelose) residue. An orthogonal protection strategy is described, which permits the protection and manipulation of three amino groups present in the disaccharide beta-GalNAc(1-->4)-beta-GlcNAc and the tether used to prepare neoglycoconjugates. The beta-linked dideoxyhexose was generated in excellent yield by the introduction of the dideoxyhexose unit as a beta-D-ribo-hexopyranoside (paratose) followed by an oxidation-reduction sequence to generate the beta-D-arabino configuration in high diastereomeric excess. The required dideoxyhexose donor was synthesized in a series of high-yielding steps from glucose utilizing the p-methoxyphenyl glycoside." @default.
- W2022942628 created "2016-06-24" @default.
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- W2022942628 date "2000-04-20" @default.
- W2022942628 modified "2023-09-23" @default.
- W2022942628 title "Efficient Synthesis of 3,6-Dideoxy-β-<scp>d</scp>-<i>a</i><i>rabino</i>-hexopyranosyl-Terminated LacdiNac Glycan Chains of the <i>Trichinella </i><i>s</i><i>piralis</i> Parasite" @default.
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- W2022942628 doi "https://doi.org/10.1021/jo991812k" @default.
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