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Ethyl 3,6-di-O-benzyl-2-deoxy-N-phthalimido-1-thio-β-D-glucopyranoside
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Materials and Environmental Chemistry (MMK).
Stockholm University, Faculty of Science, Department of Organic Chemistry.
2010 (English)In: Acta Crystallographica Section E: Structure Reports Online, ISSN 1600-5368, E-ISSN 1600-5368, Vol. E66, o3250-o3251 p.Article in journal (Refereed) Published
Abstract [en]

In the title compound, C30H31NO6S, the plane of the N-phthalimido group is nearly orthogonal to the least-squares plane of the sugar ring (defined by atoms C2, C3, C5 and O5 using standard glucose nomenclature), making a dihedral angle of 72.8 (1)°. The thioethyl group has the exo-anomeric conformation. The hydroxy group forms an intermolecular hydrogen bond to the O atom in the sugar ring, generating [100] chains. There are four close - contacts with centroid-centroid distances less than 4.0 Å, all with dihedral angles between the interacting systems of only 8°, supporting energetically favourable stacking interactions

Place, publisher, year, edition, pages
2010. Vol. E66, o3250-o3251 p.
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:su:diva-48345DOI: 10.1107/S1600536810047069OAI: oai:DiVA.org:su-48345DiVA: diva2:375375
Funder
Swedish Research Council
Note
Part: 12Available from: 2010-12-08 Created: 2010-12-08 Last updated: 2017-12-11Bibliographically approved

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Hamark, ChristofferEriksson, LarsWidmalm, Göran
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