Technology Process of 4-((4-aminophenyl)buta-1,3-diyn-1-yl)-N-((1S,2R)-2-hydroxy-2-(4-hydroxyphenyl)-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)propyl)benzamide
There total 13 articles about 4-((4-aminophenyl)buta-1,3-diyn-1-yl)-N-((1S,2R)-2-hydroxy-2-(4-hydroxyphenyl)-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)propyl)benzamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine;
In
N,N-dimethyl-formamide;
at 0 - 20 ℃;
for 25h;
Inert atmosphere;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: triethylamine; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 36 h / 70 °C / Inert atmosphere
2.1: boron trifluoride diethyl etherate / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere
2.2: 0.5 h
3.1: dichloromethane / -78 °C / Inert atmosphere
3.2: 2.08 h / -78 °C / Inert atmosphere
3.3: 0.67 h / -78 - 0 °C
4.1: dichloromethane; diethyl ether / 0.03 h / -78 °C / Inert atmosphere; Cooling with ice
4.2: 0.25 h
5.1: dichloromethane / -78 °C / Inert atmosphere
5.2: 4.58 h / -78 °C / Inert atmosphere
5.3: 0.67 h / -78 - 0 °C
6.1: tetrahydrofuran / 1.55 h / 20 °C / Inert atmosphere; Cooling with ice
6.2: 0.25 h / pH 7
7.1: hydrogen / palladium 10% on activated carbon / methanol / 14 h / 20 °C
8.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 25 h / 0 - 20 °C / Inert atmosphere
With
boron trifluoride diethyl etherate; hydrogen; tetra-(n-butyl)ammonium iodide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: boron trifluoride diethyl etherate / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere
1.2: 0.5 h
2.1: dichloromethane / -78 °C / Inert atmosphere
2.2: 2.08 h / -78 °C / Inert atmosphere
2.3: 0.67 h / -78 - 0 °C
3.1: dichloromethane; diethyl ether / 0.03 h / -78 °C / Inert atmosphere; Cooling with ice
3.2: 0.25 h
4.1: dichloromethane / -78 °C / Inert atmosphere
4.2: 4.58 h / -78 °C / Inert atmosphere
4.3: 0.67 h / -78 - 0 °C
5.1: tetrahydrofuran / 1.55 h / 20 °C / Inert atmosphere; Cooling with ice
5.2: 0.25 h / pH 7
6.1: hydrogen / palladium 10% on activated carbon / methanol / 14 h / 20 °C
7.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 25 h / 0 - 20 °C / Inert atmosphere
With
boron trifluoride diethyl etherate; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;