Technology Process of (-)-N-(2-((S)-1-allyl-3-((3aS,3'aR,8aS,8'aS)-8'-allyl-1,1'-dimethyl-2,2',3,3',8,8a,8',8'a-octahydro-1H,1'H-[3a,3'a-bipyrrolo[2,3-b]indol]-7-yl)-2-oxoindolin-3-yl)ethyl)-N,4-dimethylbenzenesulfonamide
There total 11 articles about (-)-N-(2-((S)-1-allyl-3-((3aS,3'aR,8aS,8'aS)-8'-allyl-1,1'-dimethyl-2,2',3,3',8,8a,8',8'a-octahydro-1H,1'H-[3a,3'a-bipyrrolo[2,3-b]indol]-7-yl)-2-oxoindolin-3-yl)ethyl)-N,4-dimethylbenzenesulfonamide which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
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1344977-38-3
(-)-(3aS,3'aR,8aS,8'aS)-8'-allyl-7-bromo-1,1'-dimethyl-2,2',3,3',8,8a,8',8'a-octahydro-1H,1'H-3a,3'a-bipyrrolo[2,3-b]indole
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1448523-03-2
(-)-N-(2-((S)-1-allyl-3-((3aS,3'aR,8aS,8'aS)-8'-allyl-1,1'-dimethyl-2,2',3,3',8,8a,8',8'a-octahydro-1H,1'H-[3a,3'a-bipyrrolo[2,3-b]indol]-7-yl)-2-oxoindolin-3-yl)ethyl)-N,4-dimethylbenzenesulfonamide
- Guidance literature:
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With
C12H27Pt*(x)BF4*H(1+); palladium diacetate; caesium carbonate;
In
toluene;
at 100 ℃;
for 2h;
Inert atmosphere;
DOI:10.1002/chem.201203150
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1448523-03-2
(-)-N-(2-((S)-1-allyl-3-((3aS,3'aR,8aS,8'aS)-8'-allyl-1,1'-dimethyl-2,2',3,3',8,8a,8',8'a-octahydro-1H,1'H-[3a,3'a-bipyrrolo[2,3-b]indol]-7-yl)-2-oxoindolin-3-yl)ethyl)-N,4-dimethylbenzenesulfonamide
- Guidance literature:
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Multi-step reaction with 5 steps
1: (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane; bis(η3-allyl-μ-chloropalladium(II)); potassium tert-butylate / toluene; 1,4-dioxane / 16 h / -15 - 0 °C / Inert atmosphere
2: sodium hexamethyldisilazane / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere
3: N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; ethylene dibromide / diethyl ether / 1.5 h / -78 - 0 °C / Inert atmosphere
4: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 16 h / 20 °C / Inert atmosphere
5: caesium carbonate; C12H27Pt*(x)BF4*H(1+); palladium diacetate / toluene / 2 h / 100 °C / Inert atmosphere
With
bis(η3-allyl-μ-chloropalladium(II)); N,N,N,N,-tetramethylethylenediamine; trimethylsilyl trifluoromethanesulfonate; C12H27Pt*(x)BF4*H(1+); potassium tert-butylate; sec.-butyllithium; palladium diacetate; sodium hexamethyldisilazane; caesium carbonate; (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane; ethylene dibromide;
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; toluene;
DOI:10.1002/chem.201203150
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1448523-03-2
(-)-N-(2-((S)-1-allyl-3-((3aS,3'aR,8aS,8'aS)-8'-allyl-1,1'-dimethyl-2,2',3,3',8,8a,8',8'a-octahydro-1H,1'H-[3a,3'a-bipyrrolo[2,3-b]indol]-7-yl)-2-oxoindolin-3-yl)ethyl)-N,4-dimethylbenzenesulfonamide
- Guidance literature:
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Multi-step reaction with 7 steps
1: trifluoroacetic acid; bis-[(trifluoroacetoxy)iodo]benzene / 5.5 h / -30 °C / Inert atmosphere
2: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 16 h / Inert atmosphere; Reflux
3: (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane; bis(η3-allyl-μ-chloropalladium(II)); potassium tert-butylate / toluene; 1,4-dioxane / 16 h / -15 - 0 °C / Inert atmosphere
4: sodium hexamethyldisilazane / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere
5: N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; ethylene dibromide / diethyl ether / 1.5 h / -78 - 0 °C / Inert atmosphere
6: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 16 h / 20 °C / Inert atmosphere
7: caesium carbonate; C12H27Pt*(x)BF4*H(1+); palladium diacetate / toluene / 2 h / 100 °C / Inert atmosphere
With
bis(η3-allyl-μ-chloropalladium(II)); N,N,N,N,-tetramethylethylenediamine; trimethylsilyl trifluoromethanesulfonate; C12H27Pt*(x)BF4*H(1+); potassium tert-butylate; sec.-butyllithium; palladium diacetate; sodium hexamethyldisilazane; caesium carbonate; (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane; ethylene dibromide; sodium bis(2-methoxyethoxy)aluminium dihydride; trifluoroacetic acid; bis-[(trifluoroacetoxy)iodo]benzene;
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; toluene;
DOI:10.1002/chem.201203150