Asymmetric synthesis of cis-(-)-(2R4S)-4-(phosphonomethyl)-2-piperidinecarboxylic acid, a potent NMDA receptor antagonist

被引：64

作者：

Skiles, JW

Giannousis, PP

Fales, KR

机构：

[1] Ciba, Pharmaceuticals Division, Summit, NJ 07901

[2] Wayne State University, Department of Chemistry, Detroit

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1996年 / 6卷 / 08期

关键词：

D O I：

10.1016/0960-894X(96)00150-3

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The asymmetric synthesis of cis-(-)-(2R4S)-4-(phosphononomethyl)-2-piperidinecarboxylic acid (1), a potent and specific NMDA receptor antagonist, via an olefin-iminium cyclization is described. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：963 / 966

页数：4

共 19 条

[11]

LEHMANN J, 1987, J PHARMACOL EXP THER, V240, P778

[12]

NAIR S, 1993, DRUG NEWS PRODUCTS, V6, P600

[13]

ORNSTEIN PL, 1994, DRUG NEWS PERSPEC, V7, P5

[14] NUCLEOPHILE-PROMOTED ELECTROPHILIC CYCLIZATION REACTIONS OF ALKYNES [J].

OVERMAN, LE ;

SHARP, MJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (02) :612-614

[15] ENANTIOSELECTIVE TOTAL SYNTHESIS OF THE PUMILIOTOXIN-A ALKALOIDS VIA REDUCTIVE IMINIUM ION-ALKYNE CYCLIZATIONS - TOTAL SYNTHESIS OF (+)-PUMILIOTOXIN-A [J].

OVERMAN, LE ;

SHARP, MJ .

TETRAHEDRON LETTERS, 1988, 29 (08) :901-904

[16]

Rubiralta M., 1991, PIPERIDINE STRUCTURE, DOI [10.1016/B978-0444-88348-3.50005-2, DOI 10.1016/B978-0444-88348-3.50005-2]

[17]

TENG TF, 1990, HETEROCYCLES, V31, P1201

[18]

WANG CLJ, 1992, ORG PREP PROCED INT, V24, P585

[19] AGONISTS AND ANTAGONISTS FOR EXCITATORY AMINO-ACID RECEPTORS [J].

WATKINS, JC ;

OLVERMAN, HJ .

TRENDS IN NEUROSCIENCES, 1987, 10 (07) :265-272

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