Topic
Glycal
About: Glycal is a research topic. Over the lifetime, 897 publications have been published within this topic receiving 17422 citations.
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TL;DR: In this paper, the peracetylated N-acetylneuraminic acid glycal was obtained from the reaction mixture by simple filtration and subsequent evaporation of the solvent.
Abstract: Treatment of the readily available peracetylated N-acetylneuraminic acid glycosyl chloride [methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2-chloro-2,3,5-trideoxy-β-D-glycero-D-galactononulopyranosonate)] with anhydrous Na 2 HPO 4 in refluxing MeCN quantitatively affords the peracetylated N-acetylneuraminic acid glycal [methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2,6-anhydro-D-glycero-D-galacto-non-2-enonate], which can be isolated from the reaction mixture by simple filtration and subsequent evaporation of the solvent. No glycal formation was detected at room temperature even after prolonged treatment with Na 2 HPO 4 . The method proposed is experimentally simple and allows ready preparation of substantial amounts of the title compound, which is an important intermediate in sialic acid chemistry.
4 citations
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TL;DR: A pair of disaccharidic glycals thoroughly Obenzylated except the 4′- or the 6′-hydroxyl groups were prepared as the monomers for iodonium ion-promoted polymerization, which proceeded under dark conditions to give polysaccharides of more than DP 12 (24 saccharide) as discussed by the authors.
4 citations
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TL;DR: In this paper, the synthesis of the phenyl β-glycoside of avobiose, a disaccharide fragment present in the antibiotic avoparcin, is reported.
4 citations
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TL;DR: Two simple and rapid procedures affording 4β-acylamido- and 4 β-acetoxyneuraminic acid glycals acylated or perfluoroacylated at the 5-amino group are reported.
4 citations
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TL;DR: In this article, the preparation of furanoid glycal by elimination of the nucleobase from thymidine has been investigated and a number of catalysts for this reaction were tested, resulting in improved and scaleable synthesis.
Abstract: Preparation of furanoid glycal by elimination of the nucleobase from thymidine has been investigated. A number of catalysts for this reaction were tested, resulting in improved and scaleable synthesis. Hydrogenation of the resulting glycal afforded the 5-protected 1,4-anhydro-2-deoxy-D-ribitol derivative in a high yield.
4 citations