7-phenoxy-3,4-dihydro-2H-quinoline-1-carboxylic acid benzyl ester-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione

Base Information

• Chemical Name: 7-phenoxy-3,4-dihydro-2H-quinoline-1-carboxylic acid benzyl ester-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione
• CAS No.: 620598-19-8
• Molecular Formula: C₃₅H₃₀N₄O₅
• Molecular Weight: 586.647
• Mol file: 620598-19-8.mol

Synonyms:7-phenoxy-3,4-dihydro-2H-quinoline-1-carboxylic acid benzyl ester-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione

Chemical Property of 7-phenoxy-3,4-dihydro-2H-quinoline-1-carboxylic acid benzyl ester-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-phenoxy-3,4-dihydro-2H-quinoline-1-carboxylic acid benzyl ester-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione

There total 8 articles about 7-phenoxy-3,4-dihydro-2H-quinoline-1-carboxylic acid benzyl ester-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione 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: 62.0%

(N-triisopropylsilyl-1H-indol-3-yl)-N,N,N-trimethylmethanaminium iodide (620598-21-2) + 7-phenoxy-3,4-dihydro-2H-quinoline-1-carboxylic acid benzyl ester-4-spiro-5'-3'-methyl-imidazolidine-2',4'-dione (620598-18-7) → 7-phenoxy-3,4-dihydro-2H-quinoline-1-carboxylic acid benzyl ester-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione (620598-19-8)

Guidance literature:

7-phenoxy-3,4-dihydro-2H-quinoline-1-carboxylic acid benzyl ester-4-spiro-5'-3'-methyl-imidazolidine-2',4'-dione; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

(N-triisopropylsilyl-1H-indol-3-yl)-N,N,N-trimethylmethanaminium iodide; With tetrabutyl ammonium fluoride; In N,N-dimethyl-formamide; at 20 ℃; for 8h;

DOI:10.1016/j.bmc.2003.08.022

Reference yield:

3-(Dimethylaminomethyl)indole (87-52-5) → 7-phenoxy-3,4-dihydro-2H-quinoline-1-carboxylic acid benzyl ester-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione (620598-19-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide / 0.5 h / 0 °C

1.2: 87.3 percent / dimethylformamide / 2 h / 20 °C

2.1: 99 percent / benzene / 2 h

3.1: NaH / dimethylformamide / 0.5 h / 0 °C

3.2: 62 percent / TBAF / dimethylformamide / 8 h / 20 °C

With sodium hydride; In N,N-dimethyl-formamide; benzene;

DOI:10.1016/j.bmc.2003.08.022

Reference yield:

3-phenoxyaniline (3586-12-7) → 7-phenoxy-3,4-dihydro-2H-quinoline-1-carboxylic acid benzyl ester-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione (620598-19-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: EDC; DMAP / CH₂Cl₂ / 0.5 h / 20 °C

2.1: 100 percent / KOH; 18-crown-6 / CH₂Cl₂ / 3 h / 20 °C

3.1: 36 percent / TFA / 1 h / Heating

4.1: 95 percent / DIPEA / CH₂Cl₂ / 48 h

5.1: 70 percent / aq. ethanol / 72 h / Heating

6.1: 99 percent / CsHCO₃ / dimethylformamide / 24 h / 20 °C

7.1: NaH / dimethylformamide / 0.5 h / 0 °C

7.2: 62 percent / TBAF / dimethylformamide / 8 h / 20 °C

With dmap; potassium hydroxide; cesium bicarbonate; 18-crown-6 ether; sodium hydride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2003.08.022

upstream raw materials:

(N-triisopropylsilyl-1H-indol-3-yl)-N,N,N-trimethylmethanaminium iodide

7-phenoxy-3,4-dihydro-2H-quinoline-1-carboxylic acid benzyl ester-4-spiro-5'-3'-methyl-imidazolidine-2',4'-dione

3-(Dimethylaminomethyl)indole

3-phenoxyaniline

Downstream raw materials:

7-phenoxy-3,4-dihydro-1-[4-(N-tert-butoxycarbonyl-N-benzylamino)butyryl]-2H-quinoline-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione

7-phenoxy-3,4-dihydro-1-[4-(N-tert-butoxycarbonyl-N-benzylamino)butyl]-2H-quinoline-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione

7-phenoxy-3,4-dihydro-1-(4-benzylaminobutyl)-2H-quinoline-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione

7-phenoxy-3,4-dihydro-2H-quinoline-1-(4-butylamine)-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione