Technology Process of <3aS-(3aα,9aα,9bβ)>-3β-((tert-butyldimethylsilyl)oxy)-3aβ-methyl-6-<2-(2-methyl-1,3-dioxolan-2-yl)ethyl>-1,2,3,3a,4,5,8,9,9a,9b-decahydro-7H-benzinden-7-one
There total 1 articles about <3aS-(3aα,9aα,9bβ)>-3β-((tert-butyldimethylsilyl)oxy)-3aβ-methyl-6-<2-(2-methyl-1,3-dioxolan-2-yl)ethyl>-1,2,3,3a,4,5,8,9,9a,9b-decahydro-7H-benzinden-7-one which
guide to synthetic route it.
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synthetic route:
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95935-96-9
<3aS-(3aα,9aα,9bβ)>-3β-((tert-butyldimethylsilyl)oxy)-3aβ-methyl-6-<2-(2-methyl-1,3-dioxolan-2-yl)ethyl>-1,2,3,3a,4,5,8,9,9a,9b-decahydro-7H-benzinden-7-one
- Guidance literature:
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Multi-step reaction with 4 steps
1: 78 percent / LiBr, TMSCl / acetonitrile / 15 h / Heating
2: 96 percent / p-TsOH / benzene / 5 h / Heating
3: 32 percent / Na / diethyl ether; dimethylformamide / 1 h / 95 °C
4: 1.) BuLi / 1.) THF, -78 deg C, 1 h, 2.) THF, a) -78 deg C, 4 h, b) 20 deg C, 12 h
With
n-butyllithium; chloro-trimethyl-silane; sodium; toluene-4-sulfonic acid; lithium bromide;
In
diethyl ether; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1002/jlcr.2580360806
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95935-96-9
<3aS-(3aα,9aα,9bβ)>-3β-((tert-butyldimethylsilyl)oxy)-3aβ-methyl-6-<2-(2-methyl-1,3-dioxolan-2-yl)ethyl>-1,2,3,3a,4,5,8,9,9a,9b-decahydro-7H-benzinden-7-one
- Guidance literature:
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Multi-step reaction with 4 steps
1: pyridinium p-toluenesulfonate / acetone; water / 5 h / 60 °C
2: potassium tert-butylate / toluene; tert-butyl alcohol / 5 h / 20 °C
3: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C
4: Jones reagent / acetone / 0 °C
With
Jones reagent; potassium tert-butylate; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate;
In
tetrahydrofuran; water; acetone; toluene; tert-butyl alcohol;
4: |Jones Oxidation;
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95935-96-9
<3aS-(3aα,9aα,9bβ)>-3β-((tert-butyldimethylsilyl)oxy)-3aβ-methyl-6-<2-(2-methyl-1,3-dioxolan-2-yl)ethyl>-1,2,3,3a,4,5,8,9,9a,9b-decahydro-7H-benzinden-7-one
- Guidance literature:
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Multi-step reaction with 3 steps
1: pyridinium p-toluenesulfonate / acetone; water / 5 h / 60 °C
2: potassium tert-butylate / toluene; tert-butyl alcohol / 5 h / 20 °C
3: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C
With
potassium tert-butylate; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate;
In
tetrahydrofuran; water; acetone; toluene; tert-butyl alcohol;