Synthesis of carborane analogues of gamma-aminobutanoic acid

Synthesis of carborane analogues of gamma-aminobutanoic acid / V. A. Ol'shevskaya, R. Ayuob, Z. G. Brechko, P. V. Petrovskii, G. L. Levit, V. P. Krasnov, V. N. Charushin, O. N. Chupakhin, V. N. Kalinin // Journal of Organometallic Chemistry. - 2005. - Vol. 690, № 11. - P. 2761-2765.

Год: 

2005

Связанные персоналии: 

Нет

Рубрики: 

  • Химические науки

Вид издания: 

  • статья из журнала

Коллекции:
Нет

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Аннотация

Аннотация

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