An Efficient Synthesis of Novel Adamantane [Beta]-Amino Acid: 2-(Adamant-2-yl)-3-aminopropanoic Acid[dagger]

Novel adamantane-containing β-amino acid, 2-(adamant-2-yl)-3-aminopropanoic acid, interesting from the aspect of medicinal chemistry, was prepared and characterized. It was synthesized in a sequence of three steps with very good overall yield. In the first step ethyl adamant-2-ylidenecyanoacetate wa...

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Bibliographic Details
Published in:Croatica chemica acta 2012-10, Vol.85 (4), p.419
Main Authors: Perokovic, Vesna Petrovic, Ribic, Rosana, Prugovecki, Biserka, Matkovic-Calogovic, Dubravka, Tomic, Srðanka
Format: Article
Language:English
Subjects:
Amino acids
Chemistry
Crystal structure
Minerals
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Summary:Novel adamantane-containing β-amino acid, 2-(adamant-2-yl)-3-aminopropanoic acid, interesting from the aspect of medicinal chemistry, was prepared and characterized. It was synthesized in a sequence of three steps with very good overall yield. In the first step ethyl adamant-2-ylidenecyanoacetate was prepared and its crystal structure was determined. Reduction of this unsaturated cyanoacetate by catalytic hydrogenation gave the ethyl ester of the desired amino acid. 2-(Adamant-2-yl)-3-aminopropanoic acid was obtained following ester hydrolysis. [PUBLICATION ABSTRACT]
ISSN:0011-1643
1334-417X