Regioisomeric 3-hydroxyisoxazolinyl prolines {[HIP-A (+/-)-6 and HIP-B (+/-)-7], which represent a restricted conformation of NMDA, AMPA, and kainic acid, potent and selective agonists at ionotropic glutamate receptors, have been prepared through two different strategies. In the first approach bromonitrile oxide was added to N-BOC-Delta(3)-pyrroline or N-BOC-Delta(3)-pyrrolin-2-one and the carboxylic group was subsequently appended. The alternative strategy is based on the cycloaddition of the same 1,3-dipole to NBOC-3,3-didehydroproline methyl ester, (C) 1999 Elsevier Science Ltd. All rights reserved.}

Synthesis of new bicyclic analogues of glutamic acid / P. Conti, C. Dallanoce, M. De Amici, C. De Micheli, R. Fruttero. - In: TETRAHEDRON. - ISSN 0040-4020. - 55:17(1999), pp. 5623-5634.

Synthesis of new bicyclic analogues of glutamic acid

P. Conti
Primo
;
C. Dallanoce
Secondo
;
M. De Amici;C. De Micheli
Penultimo
;
1999

Abstract

Regioisomeric 3-hydroxyisoxazolinyl prolines {[HIP-A (+/-)-6 and HIP-B (+/-)-7], which represent a restricted conformation of NMDA, AMPA, and kainic acid, potent and selective agonists at ionotropic glutamate receptors, have been prepared through two different strategies. In the first approach bromonitrile oxide was added to N-BOC-Delta(3)-pyrroline or N-BOC-Delta(3)-pyrrolin-2-one and the carboxylic group was subsequently appended. The alternative strategy is based on the cycloaddition of the same 1,3-dipole to NBOC-3,3-didehydroproline methyl ester, (C) 1999 Elsevier Science Ltd. All rights reserved.}
Bicyclic amino acids; Glutamic acid analogues
Settore CHIM/08 - Chimica Farmaceutica
1999
Article (author)
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/183368
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