Technology Process of (E)-N-(1-(4-chlorophenyl)cyclopropyl)-3-((3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS)-9-hydroxy-1-isopropyl-5a,5b,8,8,11a-pentamethyl-2-oxo-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-3a-yl)-2-methylacrylamide
There total 8 articles about (E)-N-(1-(4-chlorophenyl)cyclopropyl)-3-((3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS)-9-hydroxy-1-isopropyl-5a,5b,8,8,11a-pentamethyl-2-oxo-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-3a-yl)-2-methylacrylamide 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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1443513-41-4
(E)-3-((3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS)-9-hydroxy-1-isopropyl-5a,5b,8,8,11a-pentamethyl-2-oxo-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-3a-yl)-2-methylacrylic acid
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1443513-43-6
(E)-N-(1-(4-chlorophenyl)cyclopropyl)-3-((3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS)-9-hydroxy-1-isopropyl-5a,5b,8,8,11a-pentamethyl-2-oxo-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-3a-yl)-2-methylacrylamide
- Guidance literature:
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With
N-ethyl-N,N-diisopropylamine; HATU;
In
N,N-dimethyl-formamide;
at 0 - 20 ℃;
for 1h;
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1443513-43-6
(E)-N-(1-(4-chlorophenyl)cyclopropyl)-3-((3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS)-9-hydroxy-1-isopropyl-5a,5b,8,8,11a-pentamethyl-2-oxo-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-3a-yl)-2-methylacrylamide
- Guidance literature:
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Multi-step reaction with 7 steps
1.1: acetic anhydride; hydrogen bromide; acetic acid / toluene / 1.5 h / 105 °C
2.1: acetic anhydride; acetic acid; sodium dichromate dihydrate; sodium acetate / toluene / 60 °C
3.1: potassium hydroxide / toluene; ethanol / 1 h / 20 °C
4.1: pyridinium chlorochromate; silica gel / dichloromethane / 1 h / 20 °C
5.1: sodium hydride / N,N-dimethyl-formamide / 0.75 h / 0 - 20 °C / Inert atmosphere
5.2: Inert atmosphere
6.1: sodium hydroxide / tetrahydrofuran; methanol; water / 2 h / 20 °C
7.1: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1 h / 0 - 20 °C
With
sodium dichromate dihydrate; hydrogen bromide; sodium acetate; acetic anhydride; silica gel; sodium hydride; acetic acid; N-ethyl-N,N-diisopropylamine; HATU; pyridinium chlorochromate; potassium hydroxide; sodium hydroxide;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
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1443513-43-6
(E)-N-(1-(4-chlorophenyl)cyclopropyl)-3-((3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS)-9-hydroxy-1-isopropyl-5a,5b,8,8,11a-pentamethyl-2-oxo-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-3a-yl)-2-methylacrylamide
- Guidance literature:
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Multi-step reaction with 8 steps
1.1: triethylamine; dmap / dichloromethane / 20 °C / Reflux
2.1: acetic anhydride; hydrogen bromide; acetic acid / toluene / 1.5 h / 105 °C
3.1: acetic anhydride; acetic acid; sodium dichromate dihydrate; sodium acetate / toluene / 60 °C
4.1: potassium hydroxide / toluene; ethanol / 1 h / 20 °C
5.1: pyridinium chlorochromate; silica gel / dichloromethane / 1 h / 20 °C
6.1: sodium hydride / N,N-dimethyl-formamide / 0.75 h / 0 - 20 °C / Inert atmosphere
6.2: Inert atmosphere
7.1: sodium hydroxide / tetrahydrofuran; methanol; water / 2 h / 20 °C
8.1: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1 h / 0 - 20 °C
With
dmap; sodium dichromate dihydrate; hydrogen bromide; sodium acetate; acetic anhydride; silica gel; sodium hydride; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; pyridinium chlorochromate; potassium hydroxide; sodium hydroxide;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;