Technology Process of methyl 4-((1S,3aS,5aR,5bR,7aS,9S,11aS,11bR,13aR,13bR)-3a-(chlorocarbonyl)-1-isopropyl-5a,5b,8,8,11a-pentamethylicosahydro-1H-cyclopenta[a]chrysen-9-yl)benzoate
There total 6 articles about methyl 4-((1S,3aS,5aR,5bR,7aS,9S,11aS,11bR,13aR,13bR)-3a-(chlorocarbonyl)-1-isopropyl-5a,5b,8,8,11a-pentamethylicosahydro-1H-cyclopenta[a]chrysen-9-yl)benzoate which
guide to synthetic route it.
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synthetic route:
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1351278-85-7
(1S,3aS,5aR,5bR,7aS,9S,11aS,11bR,13aR,13bR)-1-isopropyl-9-(4-(methoxycarbonyl)phenyl)-5a,5b,8,8,11a-pentamethylicosahydro-1H-cyclopenta[a]chrysene-3a-carboxylic acid
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1351278-86-8
methyl 4-((1S,3aS,5aR,5bR,7aS,9S,11aS,11bR,13aR,13bR)-3a-(chlorocarbonyl)-1-isopropyl-5a,5b,8,8,11a-pentamethylicosahydro-1H-cyclopenta[a]chrysen-9-yl)benzoate
- Guidance literature:
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With
thionyl chloride;
In
dichloromethane;
at 20 ℃;
for 3h;
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192211-42-0
benzyl (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)icosahydro-3aH-cyclopenta[a]chrysene-3a-carboxylate
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1351278-86-8
methyl 4-((1S,3aS,5aR,5bR,7aS,9S,11aS,11bR,13aR,13bR)-3a-(chlorocarbonyl)-1-isopropyl-5a,5b,8,8,11a-pentamethylicosahydro-1H-cyclopenta[a]chrysen-9-yl)benzoate
- Guidance literature:
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Multi-step reaction with 5 steps
1: pyridinium chlorochromate / dichloromethane / 5.5 h
2: potassium hexamethylsilazane / tetrahydrofuran / 1 h / -78 °C
3: sodium carbonate monohydrate / tetrakis(triphenylphosphine) palladium(0) / isopropyl alcohol; 1,4-dioxane; water / Inert atmosphere; Reflux
4: hydrogen; acetic acid / palladium 10% on activated carbon / 1,4-dioxane; ethanol / 1551.49 - 2068.65 Torr / Inert atmosphere
5: thionyl chloride / dichloromethane / 3 h / 20 °C
With
thionyl chloride; sodium carbonate monohydrate; hydrogen; potassium hexamethylsilazane; acetic acid; pyridinium chlorochromate;
tetrakis(triphenylphosphine) palladium(0); palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; isopropyl alcohol;
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1351278-86-8
methyl 4-((1S,3aS,5aR,5bR,7aS,9S,11aS,11bR,13aR,13bR)-3a-(chlorocarbonyl)-1-isopropyl-5a,5b,8,8,11a-pentamethylicosahydro-1H-cyclopenta[a]chrysen-9-yl)benzoate
- Guidance literature:
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Multi-step reaction with 6 steps
1: potassium carbonate / N,N-dimethyl-formamide / 3.5 h / 60 °C
2: pyridinium chlorochromate / dichloromethane / 5.5 h
3: potassium hexamethylsilazane / tetrahydrofuran / 1 h / -78 °C
4: sodium carbonate monohydrate / tetrakis(triphenylphosphine) palladium(0) / isopropyl alcohol; 1,4-dioxane; water / Inert atmosphere; Reflux
5: hydrogen; acetic acid / palladium 10% on activated carbon / 1,4-dioxane; ethanol / 1551.49 - 2068.65 Torr / Inert atmosphere
6: thionyl chloride / dichloromethane / 3 h / 20 °C
With
thionyl chloride; sodium carbonate monohydrate; hydrogen; potassium hexamethylsilazane; potassium carbonate; acetic acid; pyridinium chlorochromate;
tetrakis(triphenylphosphine) palladium(0); palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;