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Tert-butyl (2S)-2-(9H-fluoren-9-ylmethoxy-carbonylamino)-3-(3′, 4′-dimethoxyphenyl)-propionate chloroform sesquisolvate

Lookup NU author(s): Emeritus Professor Bill Clegg, Dr Mark Elsegood

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Abstract

The title compound, C30H33NO6-1.5CHCl 3, a derivative of L-DOPA, forms chains in its crystal structure, via weak N - H⋯O=C hydrogen bonds involving the carbamate N - H and carbonyl groups of adjacent molecules, supported by N - H⋯O=C interactions of the same carbonyl. The staggered conformation about the C - C bond joining the dimethoxy-phenyl group to the chiral centre is similar to that in L-DOPA, but different from that in the iodo derivative from which the title compound was prepared. Extensive disorder of the chloroform solvent molecules, which could not be modelled by discrete atomic sites, prevents the confirmation of the absolute configuration of the main molecule on the basis of anomalous scattering effects of chlorine atoms, demonstrating a limitation of this otherwise useful technique. © 2003 International Union of Crystallography Printed in Great Britain - all rights reserved.


Publication metadata

Author(s): Clegg W, Elsegood MRJ

Publication type: Article

Publication status: Published

Journal: Acta Crystallographica Section E: Structure Reports Online

Year: 2003

Volume: 59

Issue: 12

Pages: o1946-o1948

ISSN (electronic): 1600-5368

Publisher: Wiley-Blackwell

URL: http://dx.doi.org/10.1107/S1600536803025819

DOI: 10.1107/S1600536803025819


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