7-(1-Benzyloxycarbonylamino-cyclopropyl)-1-(4-benzyloxy-phenyl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

Base Information

• Chemical Name: 7-(1-Benzyloxycarbonylamino-cyclopropyl)-1-(4-benzyloxy-phenyl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid
• CAS No.: 1026174-43-5
• Molecular Formula: C₃₄H₂₇FN₂O₆
• Molecular Weight: 578.597

Synonyms:7-(1-Benzyloxycarbonylamino-cyclopropyl)-1-(4-benzyloxy-phenyl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

Chemical Property of 7-(1-Benzyloxycarbonylamino-cyclopropyl)-1-(4-benzyloxy-phenyl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 7-(1-Benzyloxycarbonylamino-cyclopropyl)-1-(4-benzyloxy-phenyl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

There total 15 articles about 7-(1-Benzyloxycarbonylamino-cyclopropyl)-1-(4-benzyloxy-phenyl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-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:

7-(1-Benzyloxycarbonylamino-cyclopropyl)-1-(4-benzyloxy-phenyl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester (1026412-79-2) → 7-(1-Benzyloxycarbonylamino-cyclopropyl)-1-(4-benzyloxy-phenyl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (1026174-43-5)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; ethanol; for 3h; Yield given; Ambient temperature;

DOI:10.1248/cpb.42.2063

Reference yield:

2,4,5-trifluorobenzoic acid (446-17-3) → 7-(1-Benzyloxycarbonylamino-cyclopropyl)-1-(4-benzyloxy-phenyl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (1026174-43-5)

Guidance literature:

Multi-step reaction with 15 steps

1: NaH / dimethylformamide / 12 h / Ambient temperature

2: 1.) TFA / 1.) RT, 20 h, 2.) toluene, reflux, 2 h

3: diethyl ether; petroleum ether / Ambient temperature

4: acetic anhydride / dimethylsulfoxide / 2 h / Ambient temperature

5: dimethylsulfoxide / 0.5 h / 15 - 20 °C

6: TFA, anisole / 2 h / Ambient temperature

7: Et₃N / acetone / 1.5 h / -25 - -20 °C

8: NaN₃ / H₂O; acetone / 0.5 h / 5 °C

9: dioxane / 2 h / Heating

10: 1 N aq. NaOH / ethanol; dioxane / 2 h / Ambient temperature

11: tetrahydrofuran / 1 h / Ambient temperature

12: tetrahydrofuran / 20 h / Ambient temperature

13: 1.) benzene, reflux, 30 min., 2.) toluene, RT, 17 h

14: K₂CO₃ / dimethylformamide / 3 h / 90 - 100 °C

15: 1 N aq. NaOH / ethanol; dioxane / 3 h / Ambient temperature

With sodium hydroxide; sodium azide; acetic anhydride; sodium hydride; potassium carbonate; methoxybenzene; triethylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; Petroleum ether;

DOI:10.1248/cpb.42.2063

Reference yield:

4-Carboxymethyl-2,5-difluoro-benzoic acid ethyl ester (1026089-57-5) → 7-(1-Benzyloxycarbonylamino-cyclopropyl)-1-(4-benzyloxy-phenyl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (1026174-43-5)

Guidance literature:

Multi-step reaction with 13 steps

1: diethyl ether; petroleum ether / Ambient temperature

2: acetic anhydride / dimethylsulfoxide / 2 h / Ambient temperature

3: dimethylsulfoxide / 0.5 h / 15 - 20 °C

4: TFA, anisole / 2 h / Ambient temperature

5: Et₃N / acetone / 1.5 h / -25 - -20 °C

6: NaN₃ / H₂O; acetone / 0.5 h / 5 °C

7: dioxane / 2 h / Heating

8: 1 N aq. NaOH / ethanol; dioxane / 2 h / Ambient temperature

9: tetrahydrofuran / 1 h / Ambient temperature

10: tetrahydrofuran / 20 h / Ambient temperature

11: 1.) benzene, reflux, 30 min., 2.) toluene, RT, 17 h

12: K₂CO₃ / dimethylformamide / 3 h / 90 - 100 °C

13: 1 N aq. NaOH / ethanol; dioxane / 3 h / Ambient temperature

With sodium hydroxide; sodium azide; acetic anhydride; potassium carbonate; methoxybenzene; triethylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; Petroleum ether;

DOI:10.1248/cpb.42.2063

upstream raw materials:

7-(1-Benzyloxycarbonylamino-cyclopropyl)-1-(4-benzyloxy-phenyl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

2,4,5-trifluorobenzoic acid

4-Carboxymethyl-2,5-difluoro-benzoic acid ethyl ester

4-(1-Carboxy-cyclopropyl)-2,5-difluoro-benzoic acid ethyl ester

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