6-Quinolinepropanoic acid, 3-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-4-(4-methylphenyl)-2-(2- methylpropyl)-

Base Information

• Chemical Name: 6-Quinolinepropanoic acid, 3-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-4-(4-methylphenyl)-2-(2- methylpropyl)-
• CAS No.: 660451-15-0
• Molecular Formula: C29H36N2O4
• Molecular Weight: 476.616
• Mol file: 660451-15-0.mol

Synonyms:

Chemical Property of 6-Quinolinepropanoic acid, 3-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-4-(4-methylphenyl)-2-(2- methylpropyl)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-Quinolinepropanoic acid, 3-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-4-(4-methylphenyl)-2-(2- methylpropyl)-

There total 13 articles about 6-Quinolinepropanoic acid, 3-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-4-(4-methylphenyl)-2-(2- methylpropyl)- 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: 93.0%

ethyl 3-[3-{[(tert-butoxycarbonyl)amino]methyl}-4-(4-methylphenyl)-2-(2-methylpropyl)quinolin-6-yl]propanoate (1262394-33-1) → 3-[3-{[(tert-butoxycarbonyl)amino]methyl}-4-(4-methylphenyl)-2-(2-methylpropyl)quinolin-6-yl]propanoic acid (660451-15-0)

Guidance literature:

ethyl 3-[3-{[(tert-butoxycarbonyl)amino]methyl}-4-(4-methylphenyl)-2-(2-methylpropyl)quinolin-6-yl]propanoate; With sodium hydroxide; In tetrahydrofuran; ethanol; at 20 ℃; for 4h;

With hydrogenchloride; In tetrahydrofuran; ethanol; water;

DOI:10.1021/jm101236h

Reference yield:

2-amino-5-bromo-N-methoxy-N-methyl-benzamide (304854-54-4) → 3-[3-{[(tert-butoxycarbonyl)amino]methyl}-4-(4-methylphenyl)-2-(2-methylpropyl)quinolin-6-yl]propanoic acid (660451-15-0)

Guidance literature:

Multi-step reaction with 10 steps

1.1: tetrahydrofuran; diethyl ether / 0.5 h / 0 °C

2.1: methanesulfonic acid / toluene / 17 h / Reflux

3.1: palladium diacetate; 2,2'-bis(diphenylphosphino)biphenyl / tert-butyl alcohol / 15 h / 70 °C / Inert atmosphere

4.1: trifluoroacetic acid / tetrahydrofuran / 4 h / 20 °C

5.1: ammonia; hydrogen / tetrahydrofuran; methanol / 8 h / 70 °C / 3750.38 Torr

6.1: tetrahydrofuran / 3 h / 20 °C

7.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 °C

7.2: 0.5 h / 20 °C

8.1: bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 6 h / 70 °C

9.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; ethanol / 2 h / 20 °C

10.1: sodium hydroxide / tetrahydrofuran; ethanol / 4 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; methanesulfonic acid; palladium 10% on activated carbon; ammonia; hydrogen; palladium diacetate; sodium hydride; 2,2'-bis(diphenylphosphino)biphenyl; triethylamine; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; methanol; diethyl ether; ethanol; N,N-dimethyl-formamide; toluene; mineral oil; tert-butyl alcohol; 8.1: Heck reaction;

DOI:10.1021/jm101236h

Reference yield:

C21H24N2O → 3-[3-{[(tert-butoxycarbonyl)amino]methyl}-4-(4-methylphenyl)-2-(2-methylpropyl)quinolin-6-yl]propanoic acid (660451-15-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: tetrahydrofuran / 3 h / 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 °C

2.2: 0.5 h / 20 °C

3.1: bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 6 h / 70 °C

4.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; ethanol / 2 h / 20 °C

5.1: sodium hydroxide / tetrahydrofuran; ethanol / 4 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; palladium 10% on activated carbon; hydrogen; sodium hydride; triethylamine; sodium hydroxide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; mineral oil; 3.1: Heck reaction;

DOI:10.1021/jm101236h

upstream raw materials:

2-amino-5-bromo-N-methoxy-N-methyl-benzamide

ethyl 3-[3-{[(tert-butoxycarbonyl)amino]methyl}-4-(4-methylphenyl)-2-(2-methylpropyl)quinolin-6-yl]propanoate

ethyl (2E)-3-[3-{[(tert-butoxycarbonyl)amino]methyl}-4-(4-methylphenyl)-2-(2-methylpropyl)quinolin-6-yl]prop-2-enoate

6-bromo-4-(4-methylphenyl)-2-(2-methylpropyl)quinoline-3-carbonitrile

Downstream raw materials:

benzyl 2-[3-{[(tert-butoxycarbonyl)amino]methyl}-2-isobutyl-4-(4-methylphenyl)quinolin-6-yl]ethylcarbamate

Refernces