synthesis and physical characterization of 1-(2,4-dimethoxyphenyl)-4-(4-nitrophenyl)-3-phenoxyazetidin-2-one的合成和物理特征1 -(2,4-dimethoxyphenyl)4 -(4-nitrophenyl)3-phenoxyazetidin-2-one.pdf

Molbank 2006 /molbank/molbank2006/m497.ht Molbank 2006, M497 /molbank/ Synthesis and physical characterization of 1-(2,4-dimethoxyphenyl)-4-(4- nitrophenyl)-3-phenoxyazetidin-2-one 1 *2 1 A. A. Jarrahpour* , A. F. Jalbout , S. Rezaei 1 Department of Chemistry, College of Sciences, Shiraz University, Shiraz 71454, Iran 2 Department of Chemistry, The University of Arizona, Tucson, AZ 85721 USA Phone: +98 711 2284822, Fax: +98 711 2280926 E-mail: aliasghar6683@ or jarrah@chem.susc.ac.ir * Author to whom correspondence should be addressed Received: 3 May 2006 / Accepted: 27 May 2006 / Published: 1 September 2006 Keywords: Azetidin-2-one, monocyclic β-lactam, Staudinger reaction, AM1. Abstract: In this paper we propose the synthesis of 1-(2,4-dimethoxyphenyl)-4-(4-nitrophenyl)-3- 1 phenoxyazetidin-2-one as a new monocyclic β-lactam. Its structure has been confirmed by IR, H-NMR, 13 C-NMR and Mass spectroscopic data. In addition to its synthesis we present AM1 calculations to characterize the physical properties of the molecule. Introduction: It is generally appreciated that β-lactam based antibiotics have a limited future given increased resistance demonstrated by many strains of bacteria [1]. There is an urgent need for the development of new classes of antibiotic and many laboratories have made significant progress in this area, especially with the introduction of peptide-based a