3-Ethyl-8-meth-oxy-4-(2,3,4,6-tetra-O-acetyl-?-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, ? = 11.5?(2)° and ? = 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.

SUBMITTER: Kimmel R 

PROVIDER: S-EPMC2979627 | biostudies-literature | 2010 May

REPOSITORIES: biostudies-literature