Technology Process of (8R,9S,10R,11S,13S,14S,17S)-17-(3,3-dimethylbut-1-yn-1-yl)-17-hydroxy-11-(4-(isopropyl(methyl)amino)phenyl)-13-methyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one
There total 14 articles about (8R,9S,10R,11S,13S,14S,17S)-17-(3,3-dimethylbut-1-yn-1-yl)-17-hydroxy-11-(4-(isopropyl(methyl)amino)phenyl)-13-methyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-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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(8R,9S,10R,11S,13S,14S,17S)-17-(3,3-dimethylbut-1-yn-1-yl)-11-(4-(isopropyl(methyl)amino)phenyl)-13-methyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dithiolan]-17-ol
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2222344-98-9
(8R,9S,10R,11S,13S,14S,17S)-17-(3,3-dimethylbut-1-yn-1-yl)-17-hydroxy-11-(4-(isopropyl(methyl)amino)phenyl)-13-methyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one
- Guidance literature:
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With
hydrogenchloride; water; acetic acid; Glyoxilic acid;
at 20 ℃;
for 20h;
Inert atmosphere;
DOI:10.1021/acs.jmedchem.8b00743
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(8S,9R,11S,13S,14S,17S)-17-hydroxy-11-(4-(isopropyl(methyl)amino)phenyl)-13-methyl-1,2,4,6,7,8,9,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one
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2222344-98-9
(8R,9S,10R,11S,13S,14S,17S)-17-(3,3-dimethylbut-1-yn-1-yl)-17-hydroxy-11-(4-(isopropyl(methyl)amino)phenyl)-13-methyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one
- Guidance literature:
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Multi-step reaction with 5 steps
1.1: hydrogenchloride / water; ethanol / 16 h / 65 °C / Inert atmosphere
2.1: toluene-4-sulfonic acid; acetic acid / 2 h / 20 °C / Inert atmosphere
3.1: cyclohexanone; aluminum isopropoxide / toluene / 4 h / 105 °C / Inert atmosphere
4.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere
4.2: 4 h / -78 - 25 °C / Inert atmosphere
5.1: hydrogenchloride; Glyoxilic acid; water; acetic acid / 20 h / 20 °C / Inert atmosphere
With
hydrogenchloride; n-butyllithium; water; cyclohexanone; aluminum isopropoxide; toluene-4-sulfonic acid; acetic acid; Glyoxilic acid;
In
tetrahydrofuran; ethanol; hexane; water; toluene;
3.1: |Oppenauer Oxidation;
DOI:10.1021/acs.jmedchem.8b00743
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(8R,9S,10R,11S,13S,14S,17S)-17-hydroxy-11-(4-(isopropyl(methyl)amino)phenyl)-13-methyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one
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2222344-98-9
(8R,9S,10R,11S,13S,14S,17S)-17-(3,3-dimethylbut-1-yn-1-yl)-17-hydroxy-11-(4-(isopropyl(methyl)amino)phenyl)-13-methyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: toluene-4-sulfonic acid; acetic acid / 2 h / 20 °C / Inert atmosphere
2.1: cyclohexanone; aluminum isopropoxide / toluene / 4 h / 105 °C / Inert atmosphere
3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere
3.2: 4 h / -78 - 25 °C / Inert atmosphere
4.1: hydrogenchloride; Glyoxilic acid; water; acetic acid / 20 h / 20 °C / Inert atmosphere
With
hydrogenchloride; n-butyllithium; water; cyclohexanone; aluminum isopropoxide; toluene-4-sulfonic acid; acetic acid; Glyoxilic acid;
In
tetrahydrofuran; hexane; toluene;
2.1: |Oppenauer Oxidation;
DOI:10.1021/acs.jmedchem.8b00743