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

Base Information

• Chemical Name: 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
• CAS No.: 620597-55-9
• Molecular Formula: C₄₃H₄₇N₅O₅
• Molecular Weight: 713.877
• Mol file: 620597-55-9.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 12 articles about 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 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: 73.2%

4-[N-benzyl-N-(tert-butyloxycarbonyl)]-amino-1-butanal (213772-31-7) + 7-phenoxy-3,4-dihydro-2H-quinoline-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione (620598-20-1) → 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 (620597-55-9)

Guidance literature:

With sodium tris(acetoxy)borohydride; In dichloromethane; 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-1-[4-(N-tert-butoxycarbonyl-N-benzylamino)butyl]-2H-quinoline-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione (620597-55-9)

Guidance literature:

Multi-step reaction with 5 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

4.1: 83 percent / ammonium formate / Pd/C / methanol / 60 °C

5.1: 73.2 percent / NaBH(OAc)3 / CH₂Cl₂ / 8 h / 20 °C

With ammonium formate; sodium tris(acetoxy)borohydride; sodium hydride; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1016/j.bmc.2003.08.022

Reference yield:

1-(N-triisopropylsilyl-1H-indol-3-yl)-N,N-dimethylmethanamine (146886-51-3) → 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 (620597-55-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 99 percent / benzene / 2 h

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

2.2: 62 percent / TBAF / dimethylformamide / 8 h / 20 °C

3.1: 83 percent / ammonium formate / Pd/C / methanol / 60 °C

4.1: 73.2 percent / NaBH(OAc)3 / CH₂Cl₂ / 8 h / 20 °C

With ammonium formate; sodium tris(acetoxy)borohydride; sodium hydride; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1016/j.bmc.2003.08.022

upstream raw materials:

4-[N-benzyl-N-(tert-butyloxycarbonyl)]-amino-1-butanal

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

3-(Dimethylaminomethyl)indole

1-(N-triisopropylsilyl-1H-indol-3-yl)-N,N-dimethylmethanamine

Downstream raw materials:

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