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

Base Information

Chemical Name:7-phenoxy-3,4-dihydro-1-[4-(tert-butoxycarbonylamino)butyryl]-2H-quinoline-4-spiro-5'-1'-methyl-3'-(1-tert-butoxycarbonyl-1H-indol-3-ylmethyl)-imidazolidine-2',4'-dione
CAS No.:620598-25-6
Molecular Formula:C₄₁H₄₇N₅O₈
Molecular Weight:737.853
Hs Code.:

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

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

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

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

There total 14 articles about 7-phenoxy-3,4-dihydro-1-[4-(tert-butoxycarbonylamino)butyryl]-2H-quinoline-4-spiro-5'-1'-methyl-3'-(1-tert-butoxycarbonyl-1H-indol-3-ylmethyl)-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: 25.0%

: 57294-38-9
N-(tert-butoxycarbonyl)-4-aminobutanoic acid

: 620598-16-5
7-phenoxy-3,4-dihydro-2H-quinoline-4-spiro-5'-3'-(1-tert-butoxycarbonyl-1H-indol-3-ylmethyl)-1'-methyl-imidazolidine-2',4'-dione

: 620598-25-6
7-phenoxy-3,4-dihydro-1-[4-(tert-butoxycarbonylamino)butyryl]-2H-quinoline-4-spiro-5'-1'-methyl-3'-(1-tert-butoxycarbonyl-1H-indol-3-ylmethyl)-imidazolidine-2',4'-dione

Guidance literature:: With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1016/j.bmc.2003.08.022

Reference yield:

: 487-89-8,1228547-52-1
Indole-3-carboxaldehyde

: 620598-25-6
7-phenoxy-3,4-dihydro-1-[4-(tert-butoxycarbonylamino)butyryl]-2H-quinoline-4-spiro-5'-1'-methyl-3'-(1-tert-butoxycarbonyl-1H-indol-3-ylmethyl)-imidazolidine-2',4'-dione

Guidance literature:: Multi-step reaction with 7 steps

1: TEA; DMAP / CH₂Cl₂

2: NaBH₄ / ethanol

3: 73 percent / TEA / CH₂Cl₂ / 0.25 h / 0 °C

4: 76 percent / CsHCO₃ / dimethylformamide / 48 h / 20 °C

5: 100 percent / K₂CO₃ / dimethylformamide / 18 h / 20 °C

6: 100 percent / ammonium formate / Pd/C / methanol / 1 h / 60 °C

7: 25 percent / EDC; DIPEA; DMAP / CH₂Cl₂ / 24 h / 20 °C

With dmap; sodium tetrahydroborate; cesium bicarbonate; TEA; ammonium formate; potassium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2003.08.022

Reference yield:

: 57476-50-3
1-tert-butoxycarbonyl-3-formylindole

: 620598-25-6
7-phenoxy-3,4-dihydro-1-[4-(tert-butoxycarbonylamino)butyryl]-2H-quinoline-4-spiro-5'-1'-methyl-3'-(1-tert-butoxycarbonyl-1H-indol-3-ylmethyl)-imidazolidine-2',4'-dione

Guidance literature:: Multi-step reaction with 6 steps

1: NaBH₄ / ethanol

2: 73 percent / TEA / CH₂Cl₂ / 0.25 h / 0 °C

3: 76 percent / CsHCO₃ / dimethylformamide / 48 h / 20 °C

4: 100 percent / K₂CO₃ / dimethylformamide / 18 h / 20 °C

5: 100 percent / ammonium formate / Pd/C / methanol / 1 h / 60 °C

6: 25 percent / EDC; DIPEA; DMAP / CH₂Cl₂ / 24 h / 20 °C

With dmap; sodium tetrahydroborate; cesium bicarbonate; TEA; ammonium formate; potassium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2003.08.022