Structure and properties of 4-amino derivatives of 5-oxoproline / Krasnov Victor P.,Nizova Irina A.,Vigorov Alexey Yu.,Matveeva Tatyana V.,Levit Galina L.,Slepukhin Pavel A.,Ezhikova Marina A.,Kodess Mikhail I. // EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - 2008. - V. , l. 10. - P. 1802-1810.

ISSN/EISSN:

1434-193X / нет данных

Type:

Article

Abstract:

On the basis of the results obtained from NMR spectroscopy, X-ray analysis and chemical transformations, it was established that acidic hydrolysis of (2S,4S)-4-arylaminoglutamates results in the formation of lactams in which ring closure occurs with the participation of the gamma-amino and alpha-COOH groups; but isomeric lactams resulting from the participation of the a-amino and gamma-COOH groups are not formed. Isomeric lactams, that is, (2S,4S)-4-arylamino-5-oxoprolines, can be easily converted in acidic medium into more stable 4-amino-1-aryl-5-oxoprolines. ((C) Wiley-VCH Verlag GmbH \& Co. KGaA, 69451 Weinheim, Germany, 2008).

Author keywords:

amino acids; lactams; cyclization; NMR spectroscopy; structure elucidation ASYMMETRIC-SYNTHESIS; ACID

DOI:

10.1002/ejoc.200701154

Web of Science ID:

ISI:000254866200018

Соавторы в МНС:

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Другие поля

Поле	Значение
Month	APR
Publisher	WILEY-BLACKWELL
Address	COMMERCE PLACE, 350 MAIN ST, MALDEN 02148, MA USA
Language	English
Keywords-Plus	ASYMMETRIC-SYNTHESIS; ACID
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	ca@ios.uran.ru
Number-of-Cited-References	15
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	2
Journal-ISO	Eur. J. Org. Chem.
Doc-Delivery-Number	286SL