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Synthesis and absolute configuration of methyl(-)-(3R)-8-(4-bromophenyl)-7-(naphthalen-1-yl-methyl)-5-oxo-2,3-dihydro-5H-thiazolo 3,2-a pyridine-3-carboxylate
KTH, Superseded Departments, Chemistry.
2002 (English)In: Acta Crystallographica Section E: Structure Reports Online, ISSN 1600-5368, E-ISSN 1600-5368, Vol. 58, o812-o814 p.Article in journal (Refereed) Published
Abstract [en]

The title molecule, C26H20BrNO3S, contains a ring-fused 2-pyridinone framework substituted with a 4-bromo-phenyl-, a naphthalen-1-ylmethyl and a methoxycarbonyl substituent. The main goal of this work was to confirm the stereochemistry for the methoxycarbonyl substituent, which proved to be 3R. Moreover, the 4-bromophenyl substituent was shown to be rotated out of the plane of the 2-pyridinone ring, with a torsion angle of 61.2 (5)degrees. To allow the best packing arrangement, the naphthalen-1-ylmethyl substituent is positioned to mediate an intermolecular pi-pi interaction.

Place, publisher, year, edition, pages
2002. Vol. 58, o812-o814 p.
Keyword [en]
converting enzyme-inhibitors, streptomyces-chromofuscus, elucidation, a58365a
URN: urn:nbn:se:kth:diva-21766DOI: 10.1107/s1600536802011480ISI: 000177147300040OAI: diva2:340464
QC 20100525Available from: 2010-08-10 Created: 2010-08-10Bibliographically approved

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