SYNTHESIS OF HOMOCHIRAL R-BACLOFEN FROM S-GLUTAMIC ACID

被引：98

作者：

HERDEIS, C

HUBMANN, HP

机构：

[1] Institut für Pharmazie

来源：

TETRAHEDRON-ASYMMETRY | 1992年 / 3卷 / 09期

关键词：

D O I：

10.1016/S0957-4166(00)82107-2

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A stereoselective synthesis of R-Baclofen is presented, starting from S-pyroglutamic acid derivative 3. The key steps are the 1,4-conjugate addition of Grignard cuprate (p-ClPh)2CuMgCl to 3 and Barton-Decarboxylation of 6e to 7e.

引用

页码：1213 / 1221

页数：9

共 24 条

[1] ORGANOCOPPER CONJUGATE ADDITION-REACTION IN THE PRESENCE OF TRIMETHYLCHLOROSILANE
ALEXAKIS, A
BERLAN, J
BESACE, Y
[J]. TETRAHEDRON LETTERS, 1986, 27 (09) : 1047 - 1050
[2] (L)-PYROGLUTAMIC ACID AS A CHIRAL STARTING MATERIAL FOR ASYMMETRIC-SYNTHESIS
BALDWIN, JE
MOLONEY, MG
SHIM, SB
[J]. TETRAHEDRON LETTERS, 1991, 32 (10) : 1379 - 1380
[3] MANIPULATION OF THE CARBOXYL GROUPS OF ALPHA-AMINO-ACIDS AND PEPTIDES USING RADICAL CHEMISTRY BASED ON ESTERS OF N-HYDROXY-2-THIOPYRIDONE
BARTON, DHR
HERVE, Y
POTIER, P
THIERRY, J
[J]. TETRAHEDRON, 1988, 44 (17) : 5479 - 5486
[4] CHARACTERISTICS OF GABAB RECEPTOR-BINDING SITES ON RAT WHOLE BRAIN SYNAPTIC-MEMBRANES
BOWERY, NG
HILL, DR
HUDSON, AL
[J]. BRITISH JOURNAL OF PHARMACOLOGY, 1983, 78 (01) : 191 - 206
[5] (-) BACLOFEN DECREASES NEUROTRANSMITTER RELEASE IN THE MAMMALIAN CNS BY AN ACTION AT A NOVEL GABA RECEPTOR
BOWERY, NG
HILL, DR
HUDSON, AL
DOBLE, A
MIDDLEMISS, DN
SHAW, J
TURNBULL, M
[J]. NATURE, 1980, 283 (5742) : 92 - 94
[6] CHEMOENZYMATIC SYNTHESIS OF BOTH ENANTIOMERS OF BACLOFEN
CHENEVERT, R
DESJARDINS, M
[J]. TETRAHEDRON LETTERS, 1991, 32 (34) : 4249 - 4250
[7] EVIDENCE FOR A REVERSIBLE D,PI-STAR-COMPLEXATION, BETA-CUPRATION SEQUENCE IN THE CONJUGATE ADDITION-REACTION OF GILMAN REAGENTS WITH ALPHA-ENONES, BETA-ENONES
COREY, EJ
BOAZ, NW
[J]. TETRAHEDRON LETTERS, 1985, 26 (49) : 6015 - 6018
[8] GRIECO PA, 1983, J ORG CHEM, V48, P2424
[9] HAGEN TJ, 1990, SYNLETT, P63
[10] HANESSIAN S, 1991, SYNTHESIS-STUTTGART, P1083

← 1 2 3 →