Technology Process of (1R,5S,7aS)-1-(3,5-bis(trifluoromethyl)phenyl)-5-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5- (trifluoromethyl)phenyl)tetrahydropyrrolo[1,2-c]oxazol-3(1H)-one
There total 18 articles about (1R,5S,7aS)-1-(3,5-bis(trifluoromethyl)phenyl)-5-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5- (trifluoromethyl)phenyl)tetrahydropyrrolo[1,2-c]oxazol-3(1H)-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
1,1'-bis(di-tert-butylphosphino)ferrocene palladium dichloride; potassium acetate;
In
N,N-dimethyl acetamide;
at 80 ℃;
for 20h;
Glovebox;
- Guidance literature:
-
Multi-step reaction with 5 steps
1: tetrahydrofuran / 0 - 20 °C
2: Helmchen dibenzo[a,e]cyclooctatetraene (dbcot) iridium phosphoramidite catalyst complex / dichloromethane / 48 h / 33 °C
3: 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene[2-(i-propoxy)-5-(N,N-dimethylaminosulfonyl)phenyl]methyleneruthenium(II) dichloride / toluene / 2 h / 60 °C / Inert atmosphere
4: Wilkinson's catalyst; hydrogen / ethanol / 2068.65 Torr
5: potassium acetate; 1,1'-bis(di-tert-butylphosphino)ferrocene palladium dichloride / N,N-dimethyl acetamide / 20 h / 80 °C / Glovebox
With
Wilkinson's catalyst; 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene[2-(i-propoxy)-5-(N,N-dimethylaminosulfonyl)phenyl]methyleneruthenium(II) dichloride; 1,1'-bis(di-tert-butylphosphino)ferrocene palladium dichloride; hydrogen; potassium acetate;
In
tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl acetamide; toluene;
- Guidance literature:
-
Multi-step reaction with 6 steps
1: hydrazine / tetrahydrofuran / 1 h / 20 °C
2: tert.-butylnitrite; hydrogenchloride / 1,4-dioxane; isopropyl alcohol / 2 h / 50 °C
3: Helmchen dibenzo[a,e]cyclooctatetraene (dbcot) iridium phosphoramidite catalyst complex / dichloromethane / 48 h / 33 °C
4: 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene[2-(i-propoxy)-5-(N,N-dimethylaminosulfonyl)phenyl]methyleneruthenium(II) dichloride / toluene / 2 h / 60 °C / Inert atmosphere
5: Wilkinson's catalyst; hydrogen / ethanol / 2068.65 Torr
6: potassium acetate; 1,1'-bis(di-tert-butylphosphino)ferrocene palladium dichloride / N,N-dimethyl acetamide / 20 h / 80 °C / Glovebox
With
hydrogenchloride; Wilkinson's catalyst; tert.-butylnitrite; 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene[2-(i-propoxy)-5-(N,N-dimethylaminosulfonyl)phenyl]methyleneruthenium(II) dichloride; 1,1'-bis(di-tert-butylphosphino)ferrocene palladium dichloride; hydrogen; potassium acetate; hydrazine;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl acetamide; isopropyl alcohol; toluene;