Technology Process of ethyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-3a-((2-(4-(methylsulfonyl)piperidin-1-yl)ethyl)amino)-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)cyclohex-3-enecarboxylate
There total 16 articles about ethyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-3a-((2-(4-(methylsulfonyl)piperidin-1-yl)ethyl)amino)-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)cyclohex-3-enecarboxylate 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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1449661-91-9
ethyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-(aziridin-1-yl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)cyclohex-3-enecarboxylate
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1449661-93-1
ethyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-3a-((2-(4-(methylsulfonyl)piperidin-1-yl)ethyl)amino)-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)cyclohex-3-enecarboxylate
- Guidance literature:
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With
N-ethyl-N,N-diisopropylamine;
In
1,4-dioxane;
at 100 ℃;
for 20.5h;
Inert atmosphere;
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1449661-93-1
ethyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-3a-((2-(4-(methylsulfonyl)piperidin-1-yl)ethyl)amino)-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)cyclohex-3-enecarboxylate
- Guidance literature:
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Multi-step reaction with 10 steps
1: triethylamine; diphenyl phosphoryl azide / 1,4-dioxane / 26 h / Inert atmosphere; Reflux
2: pyridinium chlorochromate / dichloromethane / 6.75 h / 20 °C / Inert atmosphere
3: hydrogenchloride; water / 1,4-dioxane / 6 h / 20 °C / Inert atmosphere
4: sodium hydrogencarbonate / dichloromethane / Inert atmosphere
5: tetrahydrofuran / 48 h / 20 °C / Inert atmosphere
6: potassium hexamethylsilazane / tetrahydrofuran / 2 h / -78 - 20 °C / Inert atmosphere
7: trifluoroacetic acid / dichloromethane / 1.5 h / 20 °C / Inert atmosphere
8: potassium phosphate; palladium diacetate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / 1,4-dioxane; water / 15 h / 75 °C / Inert atmosphere; Sealed tube
9: potassium phosphate / acetonitrile / 17.5 h / 120 °C / Inert atmosphere; Sealed tube
10: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 20.5 h / 100 °C / Inert atmosphere
With
dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; hydrogenchloride; potassium phosphate; diphenyl phosphoryl azide; water; palladium diacetate; potassium hexamethylsilazane; sodium hydrogencarbonate; triethylamine; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; trifluoroacetic acid;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water; acetonitrile;
8: |Suzuki Coupling;
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672958-04-2
(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-isocyanato-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysen-9-ol
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1449661-93-1
ethyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-3a-((2-(4-(methylsulfonyl)piperidin-1-yl)ethyl)amino)-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)cyclohex-3-enecarboxylate
- Guidance literature:
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Multi-step reaction with 8 steps
1: hydrogenchloride; water / 1,4-dioxane / 15 h / 60 °C / Inert atmosphere
2: sodium hydrogencarbonate / 1,4-dioxane; water / 16 h / 20 °C / Inert atmosphere
3: pyridinium chlorochromate / dichloromethane / 6 h / 20 °C / Inert atmosphere
4: potassium hexamethylsilazane / tetrahydrofuran / 2 h / -78 - 20 °C / Inert atmosphere
5: trifluoroacetic acid / dichloromethane / 1.5 h / 20 °C / Inert atmosphere
6: potassium phosphate; palladium diacetate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / 1,4-dioxane; water / 15 h / 75 °C / Inert atmosphere; Sealed tube
7: potassium phosphate / acetonitrile / 17.5 h / 120 °C / Inert atmosphere; Sealed tube
8: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 20.5 h / 100 °C / Inert atmosphere
With
dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; hydrogenchloride; potassium phosphate; water; palladium diacetate; potassium hexamethylsilazane; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; trifluoroacetic acid;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water; acetonitrile;
6: |Suzuki Coupling;