3-Ethyl-8-meth-oxy-4-(2,3,4,6-tetra-O-acetyl-β-d-glucopyranos-yloxy)quinolin-2(1H)-one
Abstract:
The structure of the title compound, C(26)H(31)NO(12), 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 mol-ecules 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.
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