Technology Process of (3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-(5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl)-9-hydroxy-1-isopropyl-5a,5b,8,8,11a-pentamethyl-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-2-one
There total 11 articles about (3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-(5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl)-9-hydroxy-1-isopropyl-5a,5b,8,8,11a-pentamethyl-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-2-one 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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![(3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-(5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl)-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-9-yl acetate](/Databaselist/images/loading.webp)
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1449796-85-3
(3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-(5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl)-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-9-yl acetate
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1449796-86-4
(3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-(5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl)-9-hydroxy-1-isopropyl-5a,5b,8,8,11a-pentamethyl-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-2-one
- Guidance literature:
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With
water; sodium hydroxide;
In
tetrahydrofuran; methanol;
at 20 ℃;
for 6h;
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374901-99-2
(3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-9-acetoxy-1-iso propyl-5a,5b,8,8,8,11a-pentamethyl-2-oxo-2,3,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-3aH-cyclopenta[a]chrysene-3a-carboxylic acid
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1449796-86-4
(3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-(5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl)-9-hydroxy-1-isopropyl-5a,5b,8,8,11a-pentamethyl-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-2-one
- Guidance literature:
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Multi-step reaction with 5 steps
1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0.5 h / 20 °C
2: hydrazine hydrate / dichloromethane / 1 h / 0 °C
3: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 20 °C / Inert atmosphere
4: N-ethyl-N,N-diisopropylamine; p-toluenesulfonyl chloride / dichloromethane / 20 °C
5: sodium hydroxide; water / tetrahydrofuran; methanol / 3 h / 20 °C
With
oxalyl dichloride; water; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; p-toluenesulfonyl chloride; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; sodium hydroxide;
In
tetrahydrofuran; methanol; dichloromethane;
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1449796-86-4
(3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-(5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl)-9-hydroxy-1-isopropyl-5a,5b,8,8,11a-pentamethyl-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-2-one
- Guidance literature:
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Multi-step reaction with 11 steps
1: toluene / 3 h / 100 °C
2: acetic anhydride; hydrogen bromide; acetic acid / toluene / 1.5 h / 105 °C
3: acetic anhydride; acetic acid; sodium acetate; sodium dichromate / toluene / 60 °C
4: potassium hydroxide / toluene; ethanol / 0.5 h / 20 °C
5: pyridinium chlorochromate; silica gel / dichloromethane / 2 h / 20 °C
6: methylbutane; sodium dihydrogenphosphate; sodium chlorite / tert-butyl alcohol; water / 1 h / 20 °C
7: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0.5 h / 20 °C
8: hydrazine hydrate / dichloromethane / 1 h / 0 °C
9: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 20 °C / Inert atmosphere
10: N-ethyl-N,N-diisopropylamine; p-toluenesulfonyl chloride / dichloromethane / 20 °C
11: sodium hydroxide; water / tetrahydrofuran; methanol / 3 h / 20 °C
With
sodium chlorite; sodium dihydrogenphosphate; sodium dichromate; oxalyl dichloride; methylbutane; water; hydrogen bromide; sodium acetate; acetic anhydride; silica gel; hydrazine hydrate; acetic acid; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; p-toluenesulfonyl chloride; pyridinium chlorochromate; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; potassium hydroxide; sodium hydroxide;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene; tert-butyl alcohol;
