Synthesis of new bicyclic analogues of glutamic acid

被引：25

作者：

Conti, P

Dallanoce, C

De Amici, M

De Micheli, C

Fruttero, R

机构：

[1] Univ Milan, Ist Chim Farmaceut & Tossicol, I-20131 Milan, Italy

[2] Univ Turin, Dipartimento Sci & Tecnol Farm, I-10125 Turin, Italy

来源：

TETRAHEDRON | 1999年 / 55卷 / 17期

关键词：

bicyclic amino acids; glutamic acid analogues;

D O I：

10.1016/S0040-4020(99)00228-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：5623 / 5634

页数：12

共 32 条

[21] IBOTENIC ACID ANALOGS - SYNTHESIS AND BIOLOGICAL TESTING OF 2 BICYCLIC 3-ISOXAZOLOL AMINO-ACIDS [J].