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https://doi.org/10.5562/cca2122

An Efficient Synthesis of Novel Adamantane β-Amino Acid: 2-(Adamant-2-yl)-3-aminopropanoic Acid

Vesna Petrović Peroković ; Department of Chemistry, Faculty of Science, University of Zagreb, Horvatovac 102a, 10000 Zagreb, Croatia
Rosana Ribić   ORCID icon orcid.org/0000-0001-7611-538X ; Department of Chemistry, Faculty of Science, University of Zagreb, Horvatovac 102a, 10000 Zagreb, Croatia
Biserka Prugovečki ; Department of Chemistry, Faculty of Science, University of Zagreb, Horvatovac 102a, 10000 Zagreb, Croatia
Dubravka Matković-Čalogović ; Department of Chemistry, Faculty of Science, University of Zagreb, Horvatovac 102a, 10000 Zagreb, Croatia
Srđanka Tomić ; Department of Chemistry, Faculty of Science, University of Zagreb, Horvatovac 102a, 10000 Zagreb, Croatia

Puni tekst: engleski, pdf (2 MB) str. 419-423 preuzimanja: 1.617* citiraj
APA 6th Edition
Petrović Peroković, V., Ribić, R., Prugovečki, B., Matković-Čalogović, D. i Tomić, S. (2012). An Efficient Synthesis of Novel Adamantane β-Amino Acid: 2-(Adamant-2-yl)-3-aminopropanoic Acid. Croatica Chemica Acta, 85 (4), 419-423. https://doi.org/10.5562/cca2122
MLA 8th Edition
Petrović Peroković, Vesna, et al. "An Efficient Synthesis of Novel Adamantane β-Amino Acid: 2-(Adamant-2-yl)-3-aminopropanoic Acid." Croatica Chemica Acta, vol. 85, br. 4, 2012, str. 419-423. https://doi.org/10.5562/cca2122. Citirano 25.02.2021.
Chicago 17th Edition
Petrović Peroković, Vesna, Rosana Ribić, Biserka Prugovečki, Dubravka Matković-Čalogović i Srđanka Tomić. "An Efficient Synthesis of Novel Adamantane β-Amino Acid: 2-(Adamant-2-yl)-3-aminopropanoic Acid." Croatica Chemica Acta 85, br. 4 (2012): 419-423. https://doi.org/10.5562/cca2122
Harvard
Petrović Peroković, V., et al. (2012). 'An Efficient Synthesis of Novel Adamantane β-Amino Acid: 2-(Adamant-2-yl)-3-aminopropanoic Acid', Croatica Chemica Acta, 85(4), str. 419-423. https://doi.org/10.5562/cca2122
Vancouver
Petrović Peroković V, Ribić R, Prugovečki B, Matković-Čalogović D, Tomić S. An Efficient Synthesis of Novel Adamantane β-Amino Acid: 2-(Adamant-2-yl)-3-aminopropanoic Acid. Croatica Chemica Acta [Internet]. 2012 [pristupljeno 25.02.2021.];85(4):419-423. https://doi.org/10.5562/cca2122
IEEE
V. Petrović Peroković, R. Ribić, B. Prugovečki, D. Matković-Čalogović i S. Tomić, "An Efficient Synthesis of Novel Adamantane β-Amino Acid: 2-(Adamant-2-yl)-3-aminopropanoic Acid", Croatica Chemica Acta, vol.85, br. 4, str. 419-423, 2012. [Online]. https://doi.org/10.5562/cca2122

Sažetak
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. (doi: 10.5562/cca2122)

Ključne riječi
adamantane; β-amino acid synthesis; nitrile reduction; crystal structure

Hrčak ID: 93729

URI
https://hrcak.srce.hr/93729

Posjeta: 1.960 *