Technology Process of ethyl 1-cyano-4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-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 1-cyano-4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-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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1449662-19-4
(1R,3aS,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-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 trifluoromethanesulfonate
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1449662-25-2
ethyl 1-cyano-4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-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
tetrakis(triphenylphosphine) palladium(0); sodium carbonate monohydrate;
In
1,4-dioxane; water;
at 65 ℃;
for 2h;
Inert atmosphere;
Sealed tube;
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1449662-25-2
ethyl 1-cyano-4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-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
1.1: triethylamine; diphenyl phosphoryl azide / 1,4-dioxane / 26 h / Inert atmosphere; Reflux
2.1: pyridinium chlorochromate / dichloromethane / 6.75 h / 20 °C / Inert atmosphere
3.1: hydrogenchloride; water / 1,4-dioxane / 6 h / 20 °C / Inert atmosphere
4.1: potassium phosphate / acetonitrile / 36 h / 130 °C / Inert atmosphere; Sealed tube
5.1: boron trifluoride diethyl etherate / toluene / 120 h / 20 °C / Inert atmosphere
6.1: potassium hexamethylsilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere
6.2: -78 - 20 °C / Inert atmosphere
7.1: sodium carbonate monohydrate; tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 2 h / 65 °C / Inert atmosphere; Sealed tube
With
hydrogenchloride; potassium phosphate; tetrakis(triphenylphosphine) palladium(0); sodium carbonate monohydrate; diphenyl phosphoryl azide; boron trifluoride diethyl etherate; water; potassium hexamethylsilazane; triethylamine; pyridinium chlorochromate;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water; toluene; acetonitrile;
7.1: |Suzuki Coupling;
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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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1449662-25-2
ethyl 1-cyano-4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-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 6 steps
1.1: pyridinium chlorochromate / dichloromethane / 6.75 h / 20 °C / Inert atmosphere
2.1: hydrogenchloride; water / 1,4-dioxane / 6 h / 20 °C / Inert atmosphere
3.1: potassium phosphate / acetonitrile / 36 h / 130 °C / Inert atmosphere; Sealed tube
4.1: boron trifluoride diethyl etherate / toluene / 120 h / 20 °C / Inert atmosphere
5.1: potassium hexamethylsilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere
5.2: -78 - 20 °C / Inert atmosphere
6.1: sodium carbonate monohydrate; tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 2 h / 65 °C / Inert atmosphere; Sealed tube
With
hydrogenchloride; potassium phosphate; tetrakis(triphenylphosphine) palladium(0); sodium carbonate monohydrate; boron trifluoride diethyl etherate; water; potassium hexamethylsilazane; pyridinium chlorochromate;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water; toluene; acetonitrile;
6.1: |Suzuki Coupling;