(11aS)-8-Hydr­oxy-7-meth­oxy-2,3,5,10,11,11a-hexa­hydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-3,11-dione

Zhao, D.-M.; Ma, C.; Sha, Y.; Liu, J.-H.; Cheng, M.-S.

doi:10.1107/S1600536807066056

Acta Crystallographica Section E

Structure Reports Online

Volume 64, Part 1 (January 2008)

organic compounds

Acta Cryst. (2008). E64, o266 [ doi:10.1107/S1600536807066056 ]

(11aS)-8-Hydroxy-7-methoxy-2,3,5,10,11,11a-hexahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-3,11-dione

D.-M. Zhao, C. Ma, Y. Sha, J.-H. Liu and M.-S. Cheng

Abstract: The title chiral compound, C₁₃H₁₄N₂O₄, was prepared by an intracyclization reaction of methyl (S)-1-(4-hydroxy-5-methoxy-2-nitrobenzyl)-5-oxopyrrolidine-2-carboxylate in the presence of ethanol and iron. The five-membered substituted pyrrole ring adopts an approximate envelope conformation, while the seven-membered substituted diazepine ring displays a twist-boat conformation. Intermolecular O-HO and N-HO hydrogen bonding helps to stabilize the crystal structure.