Technology Process of ethyl 4-((1S,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-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 15 articles about ethyl 4-((1S,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-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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![ethyl 4-((1S,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-amino-1-isopropyl-5a,5b,8,8,11a-pentamethyl-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](/Databaselist/images/loading.webp)
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1449661-77-1
ethyl 4-((1S,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-amino-1-isopropyl-5a,5b,8,8,11a-pentamethyl-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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1449661-79-3
ethyl 4-((1S,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-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
potassium phosphate; potassium iodide;
In
acetonitrile;
at 100 ℃;
for 15.5h;
Inert atmosphere;
Sealed tube;
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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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1449661-79-3
ethyl 4-((1S,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-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: acetic acid; hydrogen; palladium 10% on activated carbon / 1,4-dioxane; ethanol / 16 h / 760.05 Torr / Inert atmosphere
8: potassium iodide; potassium phosphate / acetonitrile / 15.5 h / 100 °C / Inert atmosphere; Sealed tube
With
dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; hydrogenchloride; potassium phosphate; palladium 10% on activated carbon; water; hydrogen; palladium diacetate; potassium hexamethylsilazane; sodium hydrogencarbonate; acetic acid; pyridinium chlorochromate; trifluoroacetic acid; potassium iodide;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; acetonitrile;
6: |Suzuki Coupling;
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1072913-62-2
(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13bR)-3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysen-9-ol
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1449661-79-3
ethyl 4-((1S,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-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; oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.42 h / -15 °C / Inert atmosphere
2: 2-methyl-but-2-ene; sodium chlorite; sodium dihydrogen phosphate monohydrate / water; tert-butyl alcohol / 2 h / 20 °C / Inert atmosphere
3: diphenyl phosphoryl azide; N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 16.66 h / 20 - 102 °C / Inert atmosphere
4: hydrogenchloride; water / 1,4-dioxane / 6 h / 20 °C / Inert atmosphere
5: sodium hydroxide / 1,4-dioxane; water; dichloromethane; methanol / 28.5 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: acetic acid; hydrogen; palladium 10% on activated carbon / 1,4-dioxane; ethanol / 16 h / 760.05 Torr / Inert atmosphere
10: potassium iodide; potassium phosphate / acetonitrile / 15.5 h / 100 °C / Inert atmosphere; Sealed tube
With
dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; hydrogenchloride; sodium chlorite; potassium phosphate; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; oxalyl dichloride; diphenyl phosphoryl azide; palladium 10% on activated carbon; water; hydrogen; palladium diacetate; potassium hexamethylsilazane; acetic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; potassium iodide; sodium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; acetonitrile; tert-butyl alcohol;
8: |Suzuki Coupling;
