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CAS 117528-63-9

ethyl 3-(cyclopropylamino)-2-(2,4-dichloro-3-cyano-5-fluorobenzoyl)acrylate

Codes:FINA-010

Application context (from source-drug indications)

外耳炎非那沙星分泌性中耳炎非那沙星中耳炎非那沙星泌尿系统感染非那沙星肾盂肾炎非那沙星革兰氏阴性细菌感染非那沙星

Source drugs (routes using this intermediate)

DrugTierExpiry
非那沙星FinafloxacinTier C — Watch / trade-

Position in synthesis routes (up/downstream chain)

Ordered by route registration; left → right is the synthesis direction. The highlighted node is the current CAS; others link to their own profiles.

非那沙星优化路线steps: 24total yield: 21 g
2,4-dichloro-3-cyano-5-fluorobenzoyl chloride→(Z)-ethyl 3-(dimethylamino)acrylate→ethyl 2-(2,4-dichloro-3-cyano-5-fluorobenzoyl)-3-(dimethylamino)acrylate→cyclopropanamine→ethyl 3-(cyclopropylamino)-2-(2,4-dichloro-3-cyano-5-fluorobenzoyl)acrylate→ethyl 7-chloro-8-cyano-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate→(E)-but-2-ene-1,4-diol→1-tosyl-2,5-dihydro-1H-pyrrole→3-tosyl-6-oxa-3-azabicyclo[3.1.0]hexane→2,4-dichloro-1-fluorobenzene→1-(2,4-dichloro-5-fluorophenyl)ethanone→2,4-dichloro-5-fluorobenzoic acid→2,4-dichloro-5-fluoro-3-nitrobenzoic acid→methyl 2,4-dichloro-5-fluoro-3-nitrobenzoate→methyl 3-amino-2,4-dichloro-5-fluorobenzoate→methyl 2,4-dichloro-3-cyano-5-fluorobenzoate→2,4-dichloro-3-cyano-5-fluorobenzoic acid→(4aS,7aS)-tert-butyl hexahydropyrrolo[3,4-b][1,4]oxazine-4(4aH)-carboxylate→(4aS,7aS)-tert-butyl 6-(8-cyano-1-cyclopropyl-3-(ethoxycarbonyl)-6-fluoro-4-oxo-1,4-dihydroquinolin-7-yl)hexahydropyrrolo[3,4-b][1,4]oxazine-4(4aH)-carboxylate→7-((4aS,7aS)-4-(tert-butoxycarbonyl)hexahydropyrrolo[3,4-b][1,4]oxazin-6(2H)-yl)-8-cyano-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid→(E)-1,4-dichlorobut-2-ene→(R)-1-phenylethan-1-amine→(3S,4S)-4-(((R)-1-phenylethyl)amino)-1-tosylpyrrolidin-3-ol→2-chloroacetyl chloride→2-chloro-N-((3S,4S)-4-hydroxy-1-tosylpyrrolidin-3-yl)-N-((R)-1-phenylethyl)acetamide→(4aS,7aS)-4-((R)-1-phenylethyl)-6-tosylhexahydropyrrolo[3,4-b][1,4]oxazin-3(2H)-one→(4aS,7aS)-4-((R)-1-phenylethyl)-6-tosyloctahydropyrrolo[3,4-b][1,4]oxazine→(4aS,7aS)-6-tosyloctahydropyrrolo[3,4-b][1,4]oxazine→(4aS,7aS)-tert-butyl 6-tosylhexahydropyrrolo[3,4-b][1,4]oxazine-4(4aH)-carboxylate

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