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An Efficient Synthesis of γ-Aminobutyric Acid-Derived Phospholipase A2 Inhibitors from Acyl Cyanophosphoranes and Amine Derivatives
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 Title & Authors
An Efficient Synthesis of γ-Aminobutyric Acid-Derived Phospholipase A2 Inhibitors from Acyl Cyanophosphoranes and Amine Derivatives
Lee, Kie-Seung; Kim, Dae-Keun;
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 Abstract
A series of -aminobutyric acid-derived, potent human cytosolic phospholipase A inhibitors have been prepared from acyl cyanophosphoranes and amine derivatives in a convergent manner. The -keto amide functionalities in the inhibitors have been introduced as electrophilic fragments via direct coupling reactions between the labile -diketo nitriles and -aminobutyric acid t-butyl ester derivatives at -78 in moderate to good yields.
 Keywords
Lipase Inhibition;Phospholipase A Inhibitor;-Keto Amide;Acyl Cyanophosphorane;
 Language
Korean
 Cited by
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Diethyl [3-Cyano-2-Oxo-3-(Triphenylphosphoranylidene)propyl]phosphonate: A Useful Horner-Wadsworth-Emmons Reagent for α-Keto (Cyanomethylene)triphenylphosphoranes from Carbonyl Compounds,;

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3-Oxo-2-(triphenyl-λ5-phosphanylidene)-4-(phenylsulfinyl)butanenitrile:An Efficient Reagent for α-Keto (Cyanomethylene)triphenylphosphoranesfrom Alkyl Bromides,;

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3-Oxo-2-(triphenyl-λ5-phosphanylidene)-4-(phenylsulfinyl)butanenitrile:An Efficient Reagent for α-Keto (Cyanomethylene)triphenylphosphoranesfrom Alkyl Bromides, Bulletin of the Korean Chemical Society, 2009, 30, 11, 2521  crossref(new windwow)
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Recent Developments in General Methodologies for the Synthesis of α-Ketoamides, Chemical Reviews, 2016, 116, 5, 3241  crossref(new windwow)
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