Technology Process of 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
There total 13 articles about 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 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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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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1449661-77-1
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
- Guidance literature:
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Multi-step reaction with 7 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
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;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water;
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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1449661-77-1
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
- 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 hydrogencarbonate / dichloromethane / Inert atmosphere
6: tetrahydrofuran / 48 h / 20 °C / Inert atmosphere
7: potassium hexamethylsilazane / tetrahydrofuran / 2 h / -78 - 20 °C / Inert atmosphere
8: trifluoroacetic acid / dichloromethane / 1.5 h / 20 °C / Inert atmosphere
9: potassium phosphate; palladium diacetate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / 1,4-dioxane; water / 15 h / 75 °C / Inert atmosphere; Sealed tube
10: acetic acid; hydrogen; palladium 10% on activated carbon / 1,4-dioxane; ethanol / 16 h / 760.05 Torr / Inert atmosphere
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; sodium hydrogencarbonate; acetic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; tert-butyl alcohol;
9: |Suzuki Coupling;
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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
- Guidance literature:
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Multi-step reaction with 10 steps
1: 4-methylmorpholine N-oxide; tetrapropylammonium perruthennate / dichloromethane; acetonitrile / 20 °C / Inert atmosphere; Molecular sieve
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 hydrogencarbonate / dichloromethane / Inert atmosphere
6: tetrahydrofuran / 48 h / 20 °C / Inert atmosphere
7: potassium hexamethylsilazane / tetrahydrofuran / 2 h / -78 - 20 °C / Inert atmosphere
8: trifluoroacetic acid / dichloromethane / 1.5 h / 20 °C / Inert atmosphere
9: potassium phosphate; palladium diacetate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / 1,4-dioxane; water / 15 h / 75 °C / Inert atmosphere; Sealed tube
10: acetic acid; hydrogen; palladium 10% on activated carbon / 1,4-dioxane; ethanol / 16 h / 760.05 Torr / Inert atmosphere
With
dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; hydrogenchloride; sodium chlorite; potassium phosphate; tetrapropylammonium perruthennate; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; diphenyl phosphoryl azide; palladium 10% on activated carbon; water; hydrogen; palladium diacetate; potassium hexamethylsilazane; sodium hydrogencarbonate; acetic acid; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; acetonitrile; tert-butyl alcohol;
9: |Suzuki Coupling;