Technology Process of 4-methyl-N-((2R,3S,4S,4aR)-3,4a,8,8-tetramethyl-4-(2-(4-(trifluoromethyl)benzamido)ethyl)-decahydronaphthalen-2-yl)piperazine-1-carboxamide
There total 12 articles about 4-methyl-N-((2R,3S,4S,4aR)-3,4a,8,8-tetramethyl-4-(2-(4-(trifluoromethyl)benzamido)ethyl)-decahydronaphthalen-2-yl)piperazine-1-carboxamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
dicyclohexyl-carbodiimide;
In
dichloromethane;
at 20 ℃;
for 18h;
Inert atmosphere;
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: 1H-imidazole / N,N-dimethyl-formamide / 18 h / 0 - 20 °C / Inert atmosphere
2.1: borane-THF / tetrahydrofuran / 20 h / 0 - 20 °C / Inert atmosphere
2.2: 3 h / 0 °C / Reflux
3.1: 2-iodoxybenzoic acid / acetonitrile / 3.5 h / 75 °C / Inert atmosphere
4.1: sodium hydroxide / tetrahydrofuran; methanol; water / 1.5 h / Reflux
5.1: acetic acid; sodium tris(acetoxy)borohydride / dichloromethane / 17 h / 20 °C / Inert atmosphere
6.1: palladium 10% on activated carbon; ammonium formate / methanol; ethyl acetate / 18 h / Reflux; Inert atmosphere
7.1: triethylamine / dichloromethane / 18 h / 0 - 20 °C / Inert atmosphere
8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / Inert atmosphere; Reflux
9.1: pyridine / dichloromethane / 1 h / 0 °C / Inert atmosphere
10.1: dimethyl sulfoxide / 16 h / 60 °C / Inert atmosphere
11.1: lithium aluminium tetrahydride / tetrahydrofuran / 18 h / 0 °C / Inert atmosphere; Reflux
11.2: 1 h / 0 - 20 °C
12.1: dicyclohexyl-carbodiimide / dichloromethane / 18 h / 20 °C / Inert atmosphere
With
pyridine; 1H-imidazole; lithium aluminium tetrahydride; borane-THF; 2-iodoxybenzoic acid; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; ammonium formate; sodium tris(acetoxy)borohydride; acetic acid; triethylamine; dicyclohexyl-carbodiimide; sodium hydroxide;
In
tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 2-iodoxybenzoic acid / acetonitrile / 3.5 h / 75 °C / Inert atmosphere
2.1: sodium hydroxide / tetrahydrofuran; methanol; water / 1.5 h / Reflux
3.1: acetic acid; sodium tris(acetoxy)borohydride / dichloromethane / 17 h / 20 °C / Inert atmosphere
4.1: palladium 10% on activated carbon; ammonium formate / methanol; ethyl acetate / 18 h / Reflux; Inert atmosphere
5.1: triethylamine / dichloromethane / 18 h / 0 - 20 °C / Inert atmosphere
6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / Inert atmosphere; Reflux
7.1: pyridine / dichloromethane / 1 h / 0 °C / Inert atmosphere
8.1: dimethyl sulfoxide / 16 h / 60 °C / Inert atmosphere
9.1: lithium aluminium tetrahydride / tetrahydrofuran / 18 h / 0 °C / Inert atmosphere; Reflux
9.2: 1 h / 0 - 20 °C
10.1: dicyclohexyl-carbodiimide / dichloromethane / 18 h / 20 °C / Inert atmosphere
With
pyridine; lithium aluminium tetrahydride; 2-iodoxybenzoic acid; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; ammonium formate; sodium tris(acetoxy)borohydride; acetic acid; triethylamine; dicyclohexyl-carbodiimide; sodium hydroxide;
In
tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; acetonitrile;