ethyl 1,4-dihydro-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxoquinoline-1-[4-O-(phosphoric acid monobenzyl ester)phenyl]-3-carboxylate

Base Information

Chemical Name:ethyl 1,4-dihydro-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxoquinoline-1-[4-O-(phosphoric acid monobenzyl ester)phenyl]-3-carboxylate
CAS No.:402923-54-0
Molecular Formula:C₃₀H₃₁FN₃O₇P
Molecular Weight:595.564
Hs Code.:

Synonyms:ethyl 1,4-dihydro-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxoquinoline-1-[4-O-(phosphoric acid monobenzyl ester)phenyl]-3-carboxylate

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Chemical Property of ethyl 1,4-dihydro-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxoquinoline-1-[4-O-(phosphoric acid monobenzyl ester)phenyl]-3-carboxylate

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Technology Process of ethyl 1,4-dihydro-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxoquinoline-1-[4-O-(phosphoric acid monobenzyl ester)phenyl]-3-carboxylate

There total 6 articles about ethyl 1,4-dihydro-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxoquinoline-1-[4-O-(phosphoric acid monobenzyl ester)phenyl]-3-carboxylate 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: 30.0%

: 538-37-4
dibenzyl phosphochloridate

: 767306-85-4
ethyl 6,7-difluoro-1,4-dihydro-1-(4-dibenzylphosphonophenyl)-4-oxoquinoline-3-carboxylate

: 402923-54-0
ethyl 1,4-dihydro-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxoquinoline-1-[4-O-(phosphoric acid monobenzyl ester)phenyl]-3-carboxylate

Guidance literature:: ethyl 6,7-difluoro-1,4-dihydro-1-(4-dibenzylphosphonophenyl)-4-oxoquinoline-3-carboxylate; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; N,N-dimethyl-formamide; at 0 ℃; for 0.166667h;

dibenzyl phosphochloridate; In tetrahydrofuran; N,N-dimethyl-formamide; benzene; at 20 ℃; for 18h;
DOI:10.1021/jm0497895

Reference yield:

: 88419-56-1
2,4,5-trifluorobenzoyl chloride

: 402923-54-0
ethyl 1,4-dihydro-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxoquinoline-1-[4-O-(phosphoric acid monobenzyl ester)phenyl]-3-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: MgCl₂; Et₃N / acetonitrile / 2.5 h / 20 - 25 °C

1.2: 90 percent / Et₃N / acetonitrile / 18 h / 20 °C

2.1: Ac₂O / 4 h / Heating

3.1: dimethylsulfoxide / 18 h / 20 °C

4.1: K₂CO₃ / dimethylsulfoxide / 1.17 h / 95 °C

5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dimethylformamide; tetrahydrofuran / 0.17 h

5.2: 45 percent / dimethylformamide; tetrahydrofuran; benzene / 18 h / 20 °C

6.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dimethylformamide; tetrahydrofuran / 0.17 h / 0 °C

6.2: 30 percent / dimethylformamide; tetrahydrofuran; benzene / 18 h / 20 °C

With acetic anhydride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; magnesium chloride; In tetrahydrofuran; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm0497895

Reference yield:

: 98349-24-7
ethyl 2,4,5-trifluorobenzoylacetate

: 402923-54-0
ethyl 1,4-dihydro-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxoquinoline-1-[4-O-(phosphoric acid monobenzyl ester)phenyl]-3-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: Ac₂O / 4 h / Heating

2.1: dimethylsulfoxide / 18 h / 20 °C

3.1: K₂CO₃ / dimethylsulfoxide / 1.17 h / 95 °C

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dimethylformamide; tetrahydrofuran / 0.17 h

4.2: 45 percent / dimethylformamide; tetrahydrofuran; benzene / 18 h / 20 °C

5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dimethylformamide; tetrahydrofuran / 0.17 h / 0 °C

5.2: 30 percent / dimethylformamide; tetrahydrofuran; benzene / 18 h / 20 °C

With acetic anhydride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jm0497895