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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 10, 1980 - Issue 10
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Original Articles

Azlactone Synthesis. 2-Phenyl-2-Oxazolin-5-One

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Pages 761-766 | Published online: 05 Dec 2006
 

Abstract

2-Phenyl-2-oxazolin-5-one (3) has been used as an intermediate in the synthesis of α-amino acids1, derivatives of α-amino acids,2 and peptides.3 Procedures for the dehydration/cyclization of hippuric acid (1) leading to the isolation of azlactone 3, have been reported using acetic anhydride,4 phosphorus trihalides5, and N, N′-dicyclohexylcarbodiimide.6 We report herein an alternative, high yield procedure utilizing a water soluble carbodiimide.

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