4-(2-(N-tert-butoxycarbonylazetidin-2(S)-yl)ethoxy)-7-chloro-2-oxo-3-(3,4,5-trimethylphenyl)-1,2-dihydoquinoline-6-carboxylic acid

Base Information

Chemical Name:4-(2-(N-tert-butoxycarbonylazetidin-2(S)-yl)ethoxy)-7-chloro-2-oxo-3-(3,4,5-trimethylphenyl)-1,2-dihydoquinoline-6-carboxylic acid
CAS No.:335293-24-8
Molecular Formula:C₂₉H₃₃ClN₂O₆
Molecular Weight:541.044
Hs Code.:

Synonyms:4-(2-(N-tert-butoxycarbonylazetidin-2(S)-yl)ethoxy)-7-chloro-2-oxo-3-(3,4,5-trimethylphenyl)-1,2-dihydoquinoline-6-carboxylic acid

Suppliers and Price of 4-(2-(N-tert-butoxycarbonylazetidin-2(S)-yl)ethoxy)-7-chloro-2-oxo-3-(3,4,5-trimethylphenyl)-1,2-dihydoquinoline-6-carboxylic acid

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of 4-(2-(N-tert-butoxycarbonylazetidin-2(S)-yl)ethoxy)-7-chloro-2-oxo-3-(3,4,5-trimethylphenyl)-1,2-dihydoquinoline-6-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 4-(2-(N-tert-butoxycarbonylazetidin-2(S)-yl)ethoxy)-7-chloro-2-oxo-3-(3,4,5-trimethylphenyl)-1,2-dihydoquinoline-6-carboxylic acid

There total 9 articles about 4-(2-(N-tert-butoxycarbonylazetidin-2(S)-yl)ethoxy)-7-chloro-2-oxo-3-(3,4,5-trimethylphenyl)-1,2-dihydoquinoline-6-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: 86.0%

: 228868-29-9
tert-butyl (2S)-2-(2-hydroxyethyl)azetidine-1-carboxylate

: 335293-17-9
6-carbomethoxy-7-chloro-4-hydroxy-3-(3,4,5-trimethylphenyl)-1H-quinolin-2-one

: 335293-24-8
4-(2-(N-tert-butoxycarbonylazetidin-2(S)-yl)ethoxy)-7-chloro-2-oxo-3-(3,4,5-trimethylphenyl)-1,2-dihydoquinoline-6-carboxylic acid

Guidance literature:: tert-butyl (2S)-2-(2-hydroxyethyl)azetidine-1-carboxylate; 6-carbomethoxy-7-chloro-4-hydroxy-3-(3,4,5-trimethylphenyl)-1H-quinolin-2-one; With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 16h;

With lithium hydroxide; In ethanol; at 80 ℃; for 6.5h; Further stages.;
DOI:10.1021/jm000275p

Reference yield:

: 5900-58-3
2-amino-4-chloro-benzoic acid methyl ester

: 335293-24-8
4-(2-(N-tert-butoxycarbonylazetidin-2(S)-yl)ethoxy)-7-chloro-2-oxo-3-(3,4,5-trimethylphenyl)-1,2-dihydoquinoline-6-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: I₂; Ag₂SO₄ / methanol / 0.75 h / 20 °C

2.1: 93 percent / 1,2-dichloro-ethane / 3 h / 80 °C

3.1: 74 percent / Et₃N; (PPh₃)2PdCl₂ / dimethylformamide / 16 h / 80 °C / 760.05 Torr

4.1: 80 percent / H₂SO₄; MeOH / 1 h / Heating

5.1: 78 percent / 1,2-dichloro-ethane / 12 h / 80 °C

6.1: 82 percent / LIN(TMS)2 / tetrahydrofuran / 1 h / 0 °C

7.1: PPh₃; DEAD / tetrahydrofuran / 16 h / 20 °C

7.2: 86 percent / LiOH*H₂O / aq. ethanol / 6.5 h / 80 °C

With methanol; bis-triphenylphosphine-palladium(II) chloride; sulfuric acid; iodine; silver sulfate; triethylamine; triphenylphosphine; lithium hexamethyldisilazane; diethylazodicarboxylate; In tetrahydrofuran; methanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 7.1: Mitsunobu reaction;
DOI:10.1021/jm000275p

Reference yield:

: 51719-67-6
3,4,5-trimethylphenylacetic acid

: 335293-24-8
4-(2-(N-tert-butoxycarbonylazetidin-2(S)-yl)ethoxy)-7-chloro-2-oxo-3-(3,4,5-trimethylphenyl)-1,2-dihydoquinoline-6-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: (COCl)2; DMF / CH₂Cl₂ / 20 °C

2.1: 78 percent / 1,2-dichloro-ethane / 12 h / 80 °C

3.1: 82 percent / LIN(TMS)2 / tetrahydrofuran / 1 h / 0 °C

4.1: PPh₃; DEAD / tetrahydrofuran / 16 h / 20 °C

4.2: 86 percent / LiOH*H₂O / aq. ethanol / 6.5 h / 80 °C

With oxalyl dichloride; N,N-dimethyl-formamide; triphenylphosphine; lithium hexamethyldisilazane; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; 4.1: Mitsunobu reaction;
DOI:10.1021/jm000275p