3-Ethyl-8-methoxy-4-(2,3,4,6-tetra-O-acetyl-β-d-glucopyranosyloxy)quinolin-2(1H)-one

The structure of the title compound, C26H31NO12, contains an essentially planar quinoline skeleton, with the maximum deviation from the best plane being 0.055 (2) Å, and an oxane ring in a classical chair conformation with the following Cremer and Pople pucke...

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Bibliographic Details
Main Authors: Roman Kimmel, Marek Nečas, Stanislav Kafka, Janez Košmrlj, Robert Vícha
Format: Article
Language:English
Published: International Union of Crystallography 2010-06-01
Series:Acta Crystallographica Section E
Online Access:http://scripts.iucr.org/cgi-bin/paper?S1600536810016636
Description
Summary:The structure of the title compound, C26H31NO12, contains an essentially planar quinoline skeleton, with the maximum deviation from the best plane being 0.055 (2) Å, and an oxane ring in a classical chair conformation with the following Cremer and Pople puckering parameters: Q = 0.586 (2) Å, θ = 11.5 (2)° and ϕ = 309.4 (10)°. One acetyl group displays rotational disorder with occupancies of 0.634 (8):0.366 (8). The crystal packing is stabilized by N—H...O hydrogen bonds, which link molecules into chains along the a axis. The packing is further stabilized by weak C—H...O interactions. The absolute configurations on the carbons in the oxane ring correspond to those of the commercial starting material and are unchanged in the well known mechanism of the Koenigs–Knorr synthesis.
ISSN:1600-5368