Asymmetric synthesis of a neuroprotective and orally active N-methyl-D-aspartate receptor ion-channel blocker, CNS 5788

被引：65

作者：

Padmanabhan, S ^{[1
]}

Lavin, RC ^{[1
]}

Durant, GJ ^{[1
]}

机构：

[1] Cambridge NeuroSci Inc, Cambridge, MA 02139 USA

来源：

TETRAHEDRON-ASYMMETRY | 2000年 / 11卷 / 17期

关键词：

D O I：

10.1016/S0957-4166(00)00328-1

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Asymmetric synthesis of N-(2-chloro-5-methylthiophenyl)-N'-(3-methylsulfinylphenyl)-N'-methyl-guanidine (CNS 5788) was achieved in high enantiomeric excess through condensation of the cyanamide derivative, 6 and the sulfinylaniline hydrochloride, 5. The key step involved the asymmetric oxidation of N-methyl-3-methylthioaniline using a Davis reagent. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：3455 / 3457

页数：3

共 5 条

[1]

BURKHART BM, UNPUB

[2]

CHEN BC, 1995, ORG SYNTH, V73, P159

[3]

DURANT GJ, 1998, Patent No. 21395

[4] Synthesis and pharmacological evaluation of N-(2,5-disubstituted phenyl)-N′-(3-substituted phenyl)-N′-methylguanidines as N-methyl-D-aspartate receptor ion-channel blockers [J].