Study of the effect of the nature of the side chain in esters of alpha-amino acids on the diastereoselectivity of condensation with 5(4H)-oxazolone in the synthesis of dipeptides with N-terminal N-acetylphenylalanine / Krasnov VP,Zhdanova EA,Solieva NZ,Sadretdinova LS,Bukrina IM,Demin AM,Levit GL,Ezhikova MA,Kodess MI // RUSSIAN CHEMICAL BULLETIN. - 2004. - V. 53, l. 6. - P. 1331-1334.

ISSN/EISSN:

1066-5285 / нет данных

Type:

Article

Abstract:

Conditions for fast racemization of 5(4H)-oxazolones prepared from N-acylphenylalanine were found. Reactions of 4-benzyl-2-methyl-5(4H)-oxazolone with amino acid esters proceed diastereoselectively to give predominantly dipeptides comprising R-phenylalanine. The diastereoselectivity increases with complication of the structure of the side chain in the amino acid esters.

Author keywords:

dynamic kinetic resolution; dipeptides; amino acids; racemization; oxazolone; NMR DYNAMIC KINETIC RESOLUTION

DOI:

10.1023/B:RUCB.0000042296.1383

Web of Science ID:

ISI:000224147800031

Соавторы в МНС:

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Другие поля

Поле	Значение
Month	JUN
Publisher	CONSULTANTS BUREAU
Address	233 SPRING ST, NEW YORK, NY 10013 USA
Language	English
Keywords-Plus	DYNAMIC KINETIC RESOLUTION
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Multidisciplinary
Author-Email	ca@ios.uran.ru
ResearcherID-Numbers	Demin, Alexander/L-7353-2016
Number-of-Cited-References	10
Usage-Count-Since-2013	1
Journal-ISO	Russ. Chem. Bull.
Doc-Delivery-Number	857VR