154357-40-1

Basic information

• Product Name: 9,10-difluoro-2,3-dihydro-3S-methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid
• CAS NO: 154357-40-1
• Molecular Weight: 279.243
• Mol File: 154357-40-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 9,10-difluoro-2,3-dihydro-3S-methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 9,10-difluoro-2,3-dihydro-3S-methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid(154357-40-1)
• EPA Substance Registry System: 9,10-difluoro-2,3-dihydro-3S-methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid(154357-40-1)

Safety Data

• Hazardous Substances Data: 154357-40-1(Hazardous Substances Data)

Upstream product

• 80076-46-6 (+/-)-5,6-difluoro-2-methyl-1,2,3,4-tetrahydroquinoline 
• 131190-82-4 8-bromo-5,6-difluoro-2-methylquinoline 
• 87-13-8 diethyl 2-ethoxymethylenemalonate 
• 154357-38-7 (S)-5,6-difluoro-2-methyl-1,2,3,4-tetrahydroquinoline 

Relevant articles and documents

A practical synthesis of (S)-(-)-nadifloxacin: Novel acid-catalyzed racemization of tetrahydroquinaldine derivative

(S)-(-)-Nadifloxacin [(S)-(-)-9-fluro-6,7-dihydro-8-(4-hyroxy-1- piperidyl)-5-methyl-1-oxo-1H,5H-benzo[i,j]quinolizine-2-carboxylic acid, (S)- (-)-OPC-7251], an antibacterial agent, was synthesized from (S)-(-)-5,6- difluoro-2-methyl-1,2,3,4-tetrahydroquinoline (DFTQ), which was prepared by the optical resolution of racemic DFTQ with 2,3-di-O-benzoyl-L-tartaric acid. Racemization of the undesired enantiomer [(R)-(+)-DFTQ] was studied in the presence of various acids and the best result was obtained in the case of methanesulfonic acid. The absolute configuraton of (-)-nadifloxacin was determined as S by X-ray crystallographic analysis.