4-(6-Cyclopentyloxycarbonylamino-1-methyl-4-oxo-1,4-dihydro-quinolin-2-ylmethyl)-3-methoxy-benzoic acid

Base Information

Chemical Name:4-(6-Cyclopentyloxycarbonylamino-1-methyl-4-oxo-1,4-dihydro-quinolin-2-ylmethyl)-3-methoxy-benzoic acid
CAS No.:195433-30-8
Molecular Formula:C₂₅H₂₆N₂O₆
Molecular Weight:450.491
Hs Code.:

Synonyms:4-(6-Cyclopentyloxycarbonylamino-1-methyl-4-oxo-1,4-dihydro-quinolin-2-ylmethyl)-3-methoxy-benzoic acid

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Chemical Property of 4-(6-Cyclopentyloxycarbonylamino-1-methyl-4-oxo-1,4-dihydro-quinolin-2-ylmethyl)-3-methoxy-benzoic acid

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Technology Process of 4-(6-Cyclopentyloxycarbonylamino-1-methyl-4-oxo-1,4-dihydro-quinolin-2-ylmethyl)-3-methoxy-benzoic acid

There total 13 articles about 4-(6-Cyclopentyloxycarbonylamino-1-methyl-4-oxo-1,4-dihydro-quinolin-2-ylmethyl)-3-methoxy-benzoic 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: 37.0%

: 195433-23-9
6-cyclopentyloxycarbonylamino-2-(2-methoxy-4-methoxycarbonylbenzyl)-1-methyl-4-oxo-1,4-dihydroquinoline

: 195433-30-8
4-(6-Cyclopentyloxycarbonylamino-1-methyl-4-oxo-1,4-dihydro-quinolin-2-ylmethyl)-3-methoxy-benzoic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; methanol; water; for 24h; Ambient temperature;
DOI:10.1016/S0223-5234(97)83282-5

Reference yield:

: 3556-83-0
methyl 4-methyl-3-methoxybenzoate

: 195433-30-8
4-(6-Cyclopentyloxycarbonylamino-1-methyl-4-oxo-1,4-dihydro-quinolin-2-ylmethyl)-3-methoxy-benzoic acid

Guidance literature:: Multi-step reaction with 9 steps

1: 97 percent / NBS, AIBN / CCl₄ / 4 h / Heating

2: 50 percent / Amberlite carbonate / benzene / 0.75 h / Heating

3: 78 percent / MnO₂ / CH₂Cl₂ / 15 h / Heating

4: 30 percent / LDA / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) -78 deg C, 30 min; room temperature, 2 h

5: 90 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

6: 31 percent / NaBH₄ / propan-2-ol / 3 h

7: 91 percent / H₂ / 10percent Pd-C / methanol; trifluoroacetic acid / 20 h

8: 65 percent / N-methylmorpholine / CH₂Cl₂ / 2 h

9: 37 percent / LiOH*H₂O / H₂O; methanol; tetrahydrofuran / 24 h / Ambient temperature

With 4-methyl-morpholine; manganese(IV) oxide; lithium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); Amberlite carbonate; hydrogen; triethylamine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; isopropyl alcohol; trifluoroacetic acid; benzene;
DOI:10.1016/S0223-5234(97)83282-5

Reference yield:

: 21873-49-4
6-nitroquinoline-4(1H)-one

: 195433-30-8
4-(6-Cyclopentyloxycarbonylamino-1-methyl-4-oxo-1,4-dihydro-quinolin-2-ylmethyl)-3-methoxy-benzoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 82 percent / KOH / methanol / 24 h / Ambient temperature

2: 30 percent / LDA / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) -78 deg C, 30 min; room temperature, 2 h

3: 90 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

4: 31 percent / NaBH₄ / propan-2-ol / 3 h

5: 91 percent / H₂ / 10percent Pd-C / methanol; trifluoroacetic acid / 20 h

6: 65 percent / N-methylmorpholine / CH₂Cl₂ / 2 h

7: 37 percent / LiOH*H₂O / H₂O; methanol; tetrahydrofuran / 24 h / Ambient temperature

With 4-methyl-morpholine; potassium hydroxide; lithium hydroxide; sodium tetrahydroborate; hydrogen; triethylamine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; isopropyl alcohol; trifluoroacetic acid;
DOI:10.1016/S0223-5234(97)83282-5