Technology Process of (1S,8aS)-7,7-bis(2-hydroxyethyl)-N-methyl-N-((R)-1-(3-methyl-5-(trifluoromethyl)phenyl)ethyl)-6-oxo-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxamide
There total 18 articles about (1S,8aS)-7,7-bis(2-hydroxyethyl)-N-methyl-N-((R)-1-(3-methyl-5-(trifluoromethyl)phenyl)ethyl)-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:
-
(1S,8aS)-7,7-diallyl-N-methyl-N-((R)-1-(3-methyl-5-(trifluoromethyl)phenyl)ethyl)-6-oxo-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxamide;
With
oxygen; ozone;
In
dichloromethane;
at -78 ℃;
With
sodium tetrahydroborate;
In
dichloromethane;
at -78 - 20 ℃;
for 20h;
Inert atmosphere;
- 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); caesium carbonate / N,N-dimethyl-formamide / 1.25 h / 110 °C / Inert atmosphere; Microwave irradiation
6.1: hydrogenchloride / methanol / 0.25 h / Inert atmosphere
7.1: triethylamine; dmap / ethyl acetate / 1.5 h / 0 °C
7.2: 48 h / 50 °C
8.1: ozone; oxygen / dichloromethane / -78 °C
8.2: 20 h / -78 - 20 °C / Inert atmosphere
With
titanium(IV) isopropylate; hydrogenchloride; dmap; tetrakis(triphenylphosphine) palladium(0); oxygen; diisobutylaluminium hydride; caesium carbonate; ozone; triethylamine; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: triethylamine / dichloromethane / 1 h / 0 °C
2.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 0.33 h / -40 - 20 °C
3.1: titanium(IV) isopropylate / tetrahydrofuran / 6 h / 0 - 20 °C
4.1: dichloromethane; tetrahydrofuran / 2 h / -40 - 20 °C
5.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.25 h / -60 °C / Inert atmosphere
5.2: 1 h / -60 - 20 °C
6.1: tetrakis(triphenylphosphine) palladium(0); caesium carbonate / N,N-dimethyl-formamide / 1.25 h / 110 °C / Inert atmosphere; Microwave irradiation
7.1: hydrogenchloride / methanol / 0.25 h / Inert atmosphere
8.1: triethylamine; dmap / ethyl acetate / 1.5 h / 0 °C
8.2: 48 h / 50 °C
9.1: ozone; oxygen / dichloromethane / -78 °C
9.2: 20 h / -78 - 20 °C / Inert atmosphere
With
titanium(IV) isopropylate; hydrogenchloride; dmap; tetrakis(triphenylphosphine) palladium(0); oxygen; diisobutylaluminium hydride; caesium carbonate; ozone; triethylamine; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;