Technology Process of (4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-4b,12-difluoro-6b-(2-fluoro-acetyl)-5-hydroxy-4a,6a-dimethyl-8-phenyl-4b,5,6,6a,6b,7,8,9,9a,10,10a,10b,11,12-tetradecahydro-4aH-8-aza-pentaleno[2,1-a]phenanthren-2-one
There total 8 articles about (4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-4b,12-difluoro-6b-(2-fluoro-acetyl)-5-hydroxy-4a,6a-dimethyl-8-phenyl-4b,5,6,6a,6b,7,8,9,9a,10,10a,10b,11,12-tetradecahydro-4aH-8-aza-pentaleno[2,1-a]phenanthren-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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1323943-46-9
(4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-4b,12-difluoro-6b-(2-fluoro-acetyl)-5-hydroxy-4a,6a-dimethyl-4b,5,6,6a,6b,7,8,9,9a,10,10a,10b,11,12-tetradecahydro-4aH-8-aza-pentaleno[2,1-a]phenanthren-2-one hydrochloride
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1421745-81-4
(4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-4b,12-difluoro-6b-(2-fluoro-acetyl)-5-hydroxy-4a,6a-dimethyl-8-phenyl-4b,5,6,6a,6b,7,8,9,9a,10,10a,10b,11,12-tetradecahydro-4aH-8-aza-pentaleno[2,1-a]phenanthren-2-one
- Guidance literature:
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With
water; cesium fluoride;
In
acetonitrile;
at 20 ℃;
for 24h;
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1270039-29-6
(6S,8S,9R,10S,11S,13S,14S)-6,9-difluoro-11-hydroxy-17-(2-hydroxy-acetyl)-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15-decahydro cyclopenta[a]phenanthrene-3-one
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1421745-81-4
(4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-4b,12-difluoro-6b-(2-fluoro-acetyl)-5-hydroxy-4a,6a-dimethyl-8-phenyl-4b,5,6,6a,6b,7,8,9,9a,10,10a,10b,11,12-tetradecahydro-4aH-8-aza-pentaleno[2,1-a]phenanthren-2-one
- Guidance literature:
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Multi-step reaction with 5 steps
1.1: methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 0.5 h / 20 °C / Inert atmosphere
1.2: 1 h / 60 °C
1.3: 4 h / 60 °C
2.1: trifluoroacetic acid / 1,4-dioxane / 1 h / 100 °C
3.1: sodium hydrogencarbonate / acetonitrile / 1 h / 50 °C
4.1: hydrogenchloride / 1,4-dioxane; dichloromethane / 5 h / 20 °C
5.1: water; cesium fluoride / acetonitrile / 24 h / 20 °C
With
hydrogenchloride; water; sodium hydrogencarbonate; methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; cesium fluoride; trifluoroacetic acid;
In
1,4-dioxane; dichloromethane; acetonitrile;
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1421745-81-4
(4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-4b,12-difluoro-6b-(2-fluoro-acetyl)-5-hydroxy-4a,6a-dimethyl-8-phenyl-4b,5,6,6a,6b,7,8,9,9a,10,10a,10b,11,12-tetradecahydro-4aH-8-aza-pentaleno[2,1-a]phenanthren-2-one
- Guidance literature:
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Multi-step reaction with 7 steps
1.1: potassium acetate / N,N-dimethyl-formamide / 1.5 h / 100 °C / Inert atmosphere
2.1: Candida antarctica lipase / ethanol / 37 °C / Enzymatic reaction
3.1: methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 0.5 h / 20 °C / Inert atmosphere
3.2: 1 h / 60 °C
3.3: 4 h / 60 °C
4.1: trifluoroacetic acid / 1,4-dioxane / 1 h / 100 °C
5.1: sodium hydrogencarbonate / acetonitrile / 1 h / 50 °C
6.1: hydrogenchloride / 1,4-dioxane; dichloromethane / 5 h / 20 °C
7.1: water; cesium fluoride / acetonitrile / 24 h / 20 °C
With
hydrogenchloride; Candida antarctica lipase; water; potassium acetate; sodium hydrogencarbonate; methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; cesium fluoride; trifluoroacetic acid;
In
1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;