Synthesis of carborane analogues of gamma-aminobutanoic acid / Ol'shevskaya VA,Ayuob R,Brechko ZG,Petrovskii PV,Kononova EG,Levit GL,Krasnov VP,Charushin VN,Chupakhin ON,Kalinin VN // JOURNAL OF ORGANOMETALLIC CHEMISTRY. - 2005. - V. 690, l. 11. - P. 2761-2765.

ISSN/EISSN:

0022-328X / нет данных

Type:

Article; Proceedings Paper

Abstract:

General method for preparation of high yields of novel N-protected carborane amino acid derivatives, 3-acylamino-1-carboxymethyl-2-R-o-carboranes (R = H, Me, Ph), is reported. The synthesis starts from readily available 3-amino-o-carboranes and includes the protection of amino group, introduction of carboxymethyl function to the carbon atom of polyhedron via the metallation of carborane CH bond with sodium amide in liquid ammonia, and treatment of corresponding sodium carboranes with sodium bromoacetate. Deprotection of N-acylated carborane amino acids is studied in acidic media. Depending on the procedure employed, closo- or nido-carborane amino acids were obtained. (c) 2005 Elsevier B.V. All rights reserved.

Author keywords:

3-amino-o-carboranes; amino acids; protection; deprotection; acidic hydrolysis CHEMISTRY

DOI:

10.1016/j.jorganchem.2005.01.0

Web of Science ID:

ISI:000229813800011

Соавторы в МНС:

Другие поля

Поле	Значение
Month	JUN 1
Note	3rd European Meeting on Boron Chemistry (EUROBORON 30, Dinard, FRANCE, 2002
Publisher	ELSEVIER SCIENCE SA
Address	PO BOX 564, 1001 LAUSANNE, SWITZERLAND
Language	English
Keywords-Plus	CHEMISTRY
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Inorganic \& Nuclear; Chemistry, Organic
Author-Email	olshevsk@ineos.ac.ru
Number-of-Cited-References	9
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	5
Journal-ISO	J. Organomet. Chem.
Doc-Delivery-Number	935WJ