Synthesis, absolute configuration and intermediates of 9-fluoro-6,7-dihydro-5-methyl-1-oxo-1H,5H-benzo[i,j]quinolizine-2-carboxylic acid (flumequine)

被引：51

作者：

Bálint, J

Egri, G

Fogassy, E

Böcskei, Z

Simon, K

Gajáry, A

Friesz, A

机构：

[1] Tech Univ Budapest, Dept Organ Chem Technol, H-1521 Budapest, Hungary

[2] Chinoin Chem & Pharmaceut Works Ltd, H-1325 Budapest, Hungary

来源：

TETRAHEDRON-ASYMMETRY | 1999年 / 10卷 / 06期

基金：

匈牙利科学研究基金会;

关键词：

D O I：

10.1016/S0957-4166(99)00071-3

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The antibacterial agent 9-fluoro-6,7-dihydro-5-methyl- 1-oxo- 1H,5H-benzo[iJ]quinolizine-2-carboxylic acid (flumequine) was synthesized in optically active form from 6-fluoro-2-methyl-1,2,3,4-tetrahydroquinoline (FTHQ). Racemic FTHQ was resolved with the enantiomers of 3-bromocamphor-8-sulfonic acid. The configurations were established by X-ray structures of the two diastereoisomeric salts. Enantiomeric excesses were determined by H-1 NMR analysis. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：1079 / 1087

页数：9