Abstract
In this paper we propose the synthesis of (E)-1-(3-morpholinopropyl)-3-phenoxy-4-styryl azetidine-2-one as a new monocyclic β-lactam. Its structure has been confirmed by IR, 1H-NMR, 13C-NMR and Mass spectroscopic data. In addition to its synthesis we present AM1 calculation to characterize the physical properties of the molecule.
Highlights
The synthesis of monocyclic β-lactams has received considerable attention in recent years due to their potential antibacterial activity
The reaction between ketenes and imines (Staudinger) is one of the most convenient forms to obtain 2-azetidinones (β-lactams) in a convergent and stereocontrolled manner. The importance of this reaction stems from the utility of β-lactams in medicinal chemistry and from the utility of the obtained cycloadducts in the synthesis of compounds of biological interest
Morpholine is a simple heterocyclic compound with a great industrial importance. It is used as anticorrosive agent and as chemical intermediate catalyst, solvent, antioxi-dant in the production of various pharmaceuticals and pesticides [3]
Summary
The synthesis of monocyclic β-lactams has received considerable attention in recent years due to their potential antibacterial activity. The reaction between ketenes and imines (Staudinger) is one of the most convenient forms to obtain 2-azetidinones (β-lactams) in a convergent and stereocontrolled manner.
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