(S)-6-(3-chloro-2-fluorobenzyl)-1-(1-hydroxy-3-methylbutan-2-yl)-5-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

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Chemical Name:(S)-6-(3-chloro-2-fluorobenzyl)-1-(1-hydroxy-3-methylbutan-2-yl)-5-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
CAS No.:1333141-32-4
Molecular Formula:C₂₃H₂₃ClFNO₅
Molecular Weight:447.891
Hs Code.:

Synonyms:(S)-6-(3-chloro-2-fluorobenzyl)-1-(1-hydroxy-3-methylbutan-2-yl)-5-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

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Chemical Property of (S)-6-(3-chloro-2-fluorobenzyl)-1-(1-hydroxy-3-methylbutan-2-yl)-5-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

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Technology Process of (S)-6-(3-chloro-2-fluorobenzyl)-1-(1-hydroxy-3-methylbutan-2-yl)-5-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

There total 9 articles about (S)-6-(3-chloro-2-fluorobenzyl)-1-(1-hydroxy-3-methylbutan-2-yl)-5-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

: 1333141-33-5
methyl (S)-6-(3-chloro-2-fluorobenzyl)-5-fluoro-1-(1-hydroxy-3-methylbutan-2-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylate

: 124-41-4
sodium methylate

: 1333141-32-4
(S)-6-(3-chloro-2-fluorobenzyl)-1-(1-hydroxy-3-methylbutan-2-yl)-5-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Guidance literature:: methyl (S)-6-(3-chloro-2-fluorobenzyl)-5-fluoro-1-(1-hydroxy-3-methylbutan-2-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylate; sodium methylate; In methanol; water; for 20h; Reflux;

With hydrogenchloride; water; In methanol; pH=2;
DOI:10.1016/j.bmc.2011.06.020

Reference yield:

: 1333140-87-6
methyl 3-(3-chloro-2-fluorobenzyl)-2,6-difluorobenzoate

: 1333141-32-4
(S)-6-(3-chloro-2-fluorobenzyl)-1-(1-hydroxy-3-methylbutan-2-yl)-5-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium hydroxide / tetrahydrofuran; water / 3 h / 50 °C

1.2: pH 2

2.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 2 h / 20 °C

2.2: 50 °C

3.1: tetrahydrofuran / 3 h / 50 °C

4.1: tetrahydrofuran / 50 °C

5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 60 - 90 °C

6.1: methanol; water / 20 h / Reflux

6.2: pH 2

With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,1'-carbonyldiimidazole; lithium hydroxide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.06.020

Reference yield:

: 1333140-88-7
3-(3-chloro-2-fluorobenzyl)-2,6-difluorobenzoic acid

: 1333141-32-4
(S)-6-(3-chloro-2-fluorobenzyl)-1-(1-hydroxy-3-methylbutan-2-yl)-5-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 2 h / 20 °C

1.2: 50 °C

2.1: tetrahydrofuran / 3 h / 50 °C

3.1: tetrahydrofuran / 50 °C

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 60 - 90 °C

5.1: methanol; water / 20 h / Reflux

5.2: pH 2

With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,1'-carbonyldiimidazole; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.06.020