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Syntheses of naturally occurring fatty acid esters of sucrose and heptose-containing oligosaccharides found in the Salmonella Ra core
Stockholm University, Faculty of Science, Department of Organic Chemistry.
1992 (English)Doctoral thesis, comprehensive summary (Other academic)
Abstract [en]

Nine sucrose esters, acylated in the glucopyranosyl moiety, have been synthesized from the same precursor, 3-0-allyl-3',4',6'-tri-0-benzyl-4,6-0- (4-metoxybenzylidene)sucrose. The sucrose esters synthesized include the major compounds found in tobacco and potato plants, i. e., 6-0-acetyl-2,3,4- tri-0-[3-(S)-methylpentanoyl]sucrose and 2,3-di-0-isobutyryl-6-0- decanoylsucrose.

Synthesis of the trisaccharide 2-(4-trifluoracetamidophenyl)ethyl 0-(Lglycero- a-D-manno-heptopyTanosyl)-(l->7)-0-(L-glycero-a-D-mannoheptopyranosyl)-( l -»3)-L-g/ycero-a-D-/nanno-heptopyranoside is described. While still protected, this oligosaccharide is suitable for further reactions. Using this strategy, a tetra-, a penta- and a hexasaccharide, all containing the same triheptoside, were synthesized. All oligosaccharides correspond to stmctures found in the Salmonella Ra core.

Place, publisher, year, edition, pages
Stockholm: Stockholm University, 1992. , p. 27
Series
Chemical communications, ISSN 0366-5607 ; 1992:2
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:su:diva-164494Libris ID: 7609003ISBN: 91-7146-983-4 (print)OAI: oai:DiVA.org:su-164494DiVA, id: diva2:1279499
Public defence
1992-04-24, Hörsal G, Arrheniuslaboratoriema, Svante Arrhenius väg 16, Stockholm, 10:00
Note

Härtill 5 uppsatser

Available from: 2019-01-16 Created: 2019-01-16 Last updated: 2019-01-16Bibliographically approved

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