Technology Process of (1S,8aS)-7,7-diallyl-N-((R)-1-(3-methoxy-5-(trifluoromethyl)phenyl)ethyl)-N-methyl-6-oxo-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxamide
There total 19 articles about (1S,8aS)-7,7-diallyl-N-((R)-1-(3-methoxy-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)-7,7-diallyl-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-6(7H)-one;
With
dmap; triethylamine;
In
ethyl acetate;
at 0 ℃;
for 1.5h;
(R)-1-(3-methoxy-5-(trifluoromethyl)phenyl)-N-methylethanamine;
With
triethylamine;
In
ethyl acetate;
at 50 ℃;
for 48h;
- Guidance literature:
-
Multi-step reaction with 11 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: potassium carbonate; bis-triphenylphosphine-palladium(II) chloride / water; tetrahydrofuran / 5 h / 80 °C / Inert atmosphere
8.1: dihydrogen peroxide; sodium hydroxide / tetrahydrofuran / 2 h / 0 - 20 °C
9.1: potassium carbonate / tetrahydrofuran / 2 h / Inert atmosphere
10.1: hydrogenchloride / methanol / 0.25 h / Inert atmosphere
11.1: triethylamine; dmap / ethyl acetate / 1.5 h / 0 °C
11.2: 48 h / 50 °C
With
titanium(IV) isopropylate; hydrogenchloride; dmap; bis-triphenylphosphine-palladium(II) chloride; oxalyl dichloride; dihydrogen peroxide; diisobutylaluminium hydride; potassium carbonate; triethylamine; N,N-dimethyl-formamide; sodium hydroxide; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; toluene;
- Guidance literature:
-
Multi-step reaction with 9 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: potassium carbonate; bis-triphenylphosphine-palladium(II) chloride / water; tetrahydrofuran / 5 h / 80 °C / Inert atmosphere
6.1: dihydrogen peroxide; sodium hydroxide / tetrahydrofuran / 2 h / 0 - 20 °C
7.1: potassium carbonate / tetrahydrofuran / 2 h / Inert atmosphere
8.1: hydrogenchloride / methanol / 0.25 h / Inert atmosphere
9.1: triethylamine; dmap / ethyl acetate / 1.5 h / 0 °C
9.2: 48 h / 50 °C
With
titanium(IV) isopropylate; hydrogenchloride; dmap; bis-triphenylphosphine-palladium(II) chloride; dihydrogen peroxide; diisobutylaluminium hydride; potassium carbonate; triethylamine; sodium hydroxide; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; toluene;
