Practical synthesis of DQ-113, a new quinolone antibacterial agent, by using the intramolecular Horner-Wadsworth-Emmons reaction

被引:7
|
作者
Inagaki, H [1 ]
Takeda, T [1 ]
Miyauchi, RN [1 ]
Kawakami, K [1 ]
Takahashi, H [1 ]
Takemura, M [1 ]
机构
[1] Daiichi Pharmaceut Co Ltd, Med Chem Res Lab, Edogawa Ku, Tokyo 1348630, Japan
关键词
D O I
10.3987/COM-03-9972
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A practical route was developed for synthesizing the C-7 substituent of DQ-113 (6, 5-amino-7-[(3S,4R)-4-(1-aminocycloprop-l-yl)-3-fluoro-pyrrolidin-l-yl]-6-fluoro-l-[(IR,2S)-2-fluorocyclopropan-l-yl]-1,4-dihydro- 8-methyl-4-oxoquinolin-3-carboxylic acid), a new quinolone antibacterial agent for serious infections caused by Gram-positive pathogens. The key step was the intramolecular Homer-Wadsworth-Emmons reaction. In addition, the yield of the final aromatic micleophilic substitution reaction was improved.
引用
收藏
页码:699 / 706
页数:8
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