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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 9, 1979 - Issue 5
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Original Articles

A Convenient Preparative Method for χ, β -Diamino Acids

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Pages 351-361 | Received 06 Nov 1978, Published online: 06 Dec 2006
 

Abstract

A general method for the synthesis of χ, β -diamino acids from azlactones is described. Treatment of azlactones with ammonia and then with hydroxylamine yielded χ -N-benzoyl-aminoacrylic acid amides and α-N-benzoylamino-β-hydroxylamino acid amides respectively. Catalytic hydrogenation of α-N-benzoylamino-β-hydroxylamino acid amides in ethanol using palladium-charcoal (10% Pd) as a catalyst generally gave high yields of α-N-benzoylamino-β-amino acid amides. Hydrolysis of the reduced products, using a variety of conditions, produced the required α, β-diamino acids.

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