Technology Process of (1S,8aS)-N-((R)-1-(3-isopropyl-5-(trifluoromethyl)phenyl)ethyl)-N-methyl-6-oxo-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxamide
There total 15 articles about (1S,8aS)-N-((R)-1-(3-isopropyl-5-(trifluoromethyl)phenyl)ethyl)-N-methyl-6-oxo-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
bis(trichloromethyl) carbonate; (1S,8aS)-1-o-tolylhexahydropyrrolo[1,2-a]pyrazin-6(7H)-one;
With
dmap; triethylamine;
In
ethyl acetate;
at 0 ℃;
for 1.5h;
(R)-1-(3-isopropyl-5-(trifluoromethyl)phenyl)-N-methylethanamine;
With
triethylamine;
In
ethyl acetate;
at 50 ℃;
for 48h;
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0.5 h / 0 °C
2.1: triethylamine / dichloromethane / 1 h / 0 °C
3.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 0.33 h / -40 - 20 °C
4.1: titanium(IV) isopropylate / tetrahydrofuran / 6 h / 0 - 20 °C
5.1: dichloromethane; tetrahydrofuran / 2 h / -40 - 20 °C
6.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.25 h / -60 °C / Inert atmosphere
6.2: 1 h / -60 - 20 °C
7.1: tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran / 4 h / Inert atmosphere; Reflux
8.1: palladium on activated charcoal; hydrogen / methanol / 24 h / 20 °C / 2585.81 Torr / Inert atmosphere
9.1: hydrogenchloride / methanol / 1 h / Inert atmosphere
10.1: triethylamine; dmap / ethyl acetate / 1.5 h / 0 °C
10.2: 48 h / 50 °C
With
titanium(IV) isopropylate; hydrogenchloride; dmap; tetrakis(triphenylphosphine) palladium(0); oxalyl dichloride; palladium on activated charcoal; hydrogen; diisobutylaluminium hydride; triethylamine; N,N-dimethyl-formamide; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; dichloromethane; ethyl acetate; toluene;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 0.33 h / -40 - 20 °C
2.1: titanium(IV) isopropylate / tetrahydrofuran / 6 h / 0 - 20 °C
3.1: dichloromethane; tetrahydrofuran / 2 h / -40 - 20 °C
4.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.25 h / -60 °C / Inert atmosphere
4.2: 1 h / -60 - 20 °C
5.1: tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran / 4 h / Inert atmosphere; Reflux
6.1: palladium on activated charcoal; hydrogen / methanol / 24 h / 20 °C / 2585.81 Torr / Inert atmosphere
7.1: hydrogenchloride / methanol / 1 h / Inert atmosphere
8.1: triethylamine; dmap / ethyl acetate / 1.5 h / 0 °C
8.2: 48 h / 50 °C
With
titanium(IV) isopropylate; hydrogenchloride; dmap; tetrakis(triphenylphosphine) palladium(0); palladium on activated charcoal; hydrogen; diisobutylaluminium hydride; triethylamine; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; dichloromethane; ethyl acetate; toluene;
