Technology Process of (S)-4-(1-benzyl-4-ethyl-1H-indol-7-yl)pentanenitrile
There total 10 articles about (S)-4-(1-benzyl-4-ethyl-1H-indol-7-yl)pentanenitrile which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: potassium hydroxide / dimethyl sulfoxide / 0.5 h
1.2: 12 h / 20 °C
2.1: palladium dichloride; triethylamine; tris-(o-tolyl)phosphine / acetonitrile / 15 h / 110 °C / Schlenk technique; Inert atmosphere
3.1: magnesium; methanol / 13 h / Reflux
4.1: Amano lipase PS-IM (immobilized on diatomaceous earth) / water; di-isopropyl ether / 65 h / 40 °C / Resolution of racemate; Enzymatic reaction
5.1: copper(I) bromide dimethylsulfide complex; methanol / diethyl ether / 5 h / 0 - 20 °C / Reflux
6.1: pyridine; dmap / dichloromethane / 13 h / 20 °C
7.1: dimethyl sulfoxide / 10 h / 60 °C
With
pyridine; methanol; dmap; copper(I) bromide dimethylsulfide complex; Amano lipase PS-IM (immobilized on diatomaceous earth); magnesium; triethylamine; tris-(o-tolyl)phosphine; potassium hydroxide; palladium dichloride;
In
diethyl ether; dichloromethane; di-isopropyl ether; water; dimethyl sulfoxide; acetonitrile;
DOI:10.1002/chem.201202413
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: sodium tetrahydroborate / methanol / 0.5 h / 0 - 20 °C
2.1: 1H-imidazole; triphenylphosphine; iodine / dichloromethane / 3 h / 0 °C
2.2: 0.5 h / 0 - 20 °C
3.1: tetrahydrofuran / 0.75 h / -45 °C / Schlenk technique; Inert atmosphere
4.1: potassium hydroxide / dimethyl sulfoxide / 0.5 h
4.2: 12 h / 20 °C
5.1: palladium dichloride; triethylamine; tris-(o-tolyl)phosphine / acetonitrile / 15 h / 110 °C / Schlenk technique; Inert atmosphere
6.1: magnesium; methanol / 13 h / Reflux
7.1: Amano lipase PS-IM (immobilized on diatomaceous earth) / water; di-isopropyl ether / 65 h / 40 °C / Resolution of racemate; Enzymatic reaction
8.1: copper(I) bromide dimethylsulfide complex; methanol / diethyl ether / 5 h / 0 - 20 °C / Reflux
9.1: pyridine; dmap / dichloromethane / 13 h / 20 °C
10.1: dimethyl sulfoxide / 10 h / 60 °C
With
pyridine; 1H-imidazole; methanol; dmap; sodium tetrahydroborate; copper(I) bromide dimethylsulfide complex; Amano lipase PS-IM (immobilized on diatomaceous earth); iodine; magnesium; triethylamine; triphenylphosphine; tris-(o-tolyl)phosphine; potassium hydroxide; palladium dichloride;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; di-isopropyl ether; water; dimethyl sulfoxide; acetonitrile;
3.1: |Bartoli Indole Synthesis;
DOI:10.1002/chem.201202413
