Asymmetric synthesis and properties of the enantiomers of the antibacterial agent 7-(3-aminopyrrolidin-1-yl)-1-(2,4-difluorophenyl)-1,4-dihydro-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid hydrochloride

1988 ◽  
Vol 31 (8) ◽  
pp. 1586-1590 ◽  
Author(s):  
Terry Rosen ◽  
Daniel T. W. Chu ◽  
Isabella M. Lico ◽  
Prabhavathi B. Fernandes ◽  
Linus Shen ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Asymmetric Synthesis ◽  
Antibacterial Agent ◽  
Acid Hydrochloride

An alternative synthesis of temafloxacin, a potent antibacterial agent

1992 ◽  
Vol 70 (5) ◽  
pp. 1323-1327 ◽  
Author(s):  
Daniel T. W. Chu ◽  
Isabella M. Lico ◽  
Akiyo K. Claiborne ◽  
Hermann Faubl
Keyword(s):  
Carboxylic Acid ◽  
Antibacterial Agent ◽  
Cyclization Reaction ◽  
Alternative Synthesis ◽  
Nucleophilic Displacement ◽  
Acid Hydrochloride

An alternative synthesis of (±)-7-(3-methylpiperazin-1-yl)-6-fluoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid hydrochloride 4, a potent antibacterial agent, was developed. The method was characterized by regiospecific displacement of the 4-fluoro of the 2,4,5-trifluoroacetophenone by 2-methylpiperazine to produce the key intermediate, 2,5-difluoro-4-(3-methylpiperazin-1-yl)acetophenone 12, which was subsequently converted to 4 via an intramolecular nucleophilic displacement cyclization reaction.

scholarly journals A Novel Strategy Towards the Asymmetric Synthesis of Orthogonally Funtionalised 2-N-Benzyl-N-α-methylbenzylamino- 5-carboxymethyl-cyclopentane-1-carboxylic acid.

Molecules ◽  
2004 ◽  
Vol 9 (5) ◽  
pp. 373-382 ◽  
Author(s):  
Narciso Garrido ◽  
Mohamed El Hammoumi ◽  
David Díez ◽  
Mercedes García ◽  
Julio Urones
Keyword(s):  
Carboxylic Acid ◽  
Asymmetric Synthesis ◽  
Novel Strategy

ChemInform Abstract: Asymmetric Synthesis of α-Methyl Carboxylic Acid Derivatives. Stereochemistry in Acidic Ring Opening of Epoxides.

ChemInform ◽  
2010 ◽  
Vol 22 (51) ◽  
pp. no-no
Author(s):  
M. FUKUMASA ◽  
K. FURUHASHI ◽  
J. UMEZAWA ◽  
O. TAKAHASHI ◽  
T. HIRAI
Keyword(s):  
Carboxylic Acid ◽  
Asymmetric Synthesis ◽  
Ring Opening ◽  
Ring Opening Of Epoxides
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