Technology Process of (3S)-3-(4-{[(1R)-4-(Difluoromethyl)-2,3-dihydro-1H-inden-1-yl]oxy}phenyl)-3-ethoxypropan-1-ol
There total 11 articles about (3S)-3-(4-{[(1R)-4-(Difluoromethyl)-2,3-dihydro-1H-inden-1-yl]oxy}phenyl)-3-ethoxypropan-1-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(1S)-4-(Difluoromethyl)indan-1-ol; 4-{(1S)-1-ethoxy-3-[(triisopropylsilyl)oxy]propyl}phenol;
With
ethyl 3-ethoxy-3-[4-({4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}methoxy)phenyl]propionate; triphenylphosphine;
In
tetrahydrofuran;
at 20 - 50 ℃;
Inert atmosphere;
With
tetrabutyl ammonium fluoride;
In
tetrahydrofuran;
at 0 ℃;
Inert atmosphere;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: triethylamine; formic acid / Noyori's catalyst / dichloromethane / 20 °C / Inert atmosphere
2.1: sodium hydride / tetrahydrofuran / 0 °C
2.2: 20 °C
3.1: n-butyllithium / tetrahydrofuran / -78 °C / Inert atmosphere
4.1: dichloromethane; ethanol / 20 °C
5.1: ethanol / 2 h / Heating
5.2: 20 °C
6.1: triphenylphosphine; ethyl 3-ethoxy-3-[4-({4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}methoxy)phenyl]propionate / tetrahydrofuran / 20 - 50 °C / Inert atmosphere
6.2: 0 °C / Inert atmosphere
With
n-butyllithium; formic acid; ethyl 3-ethoxy-3-[4-({4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}methoxy)phenyl]propionate; sodium hydride; triethylamine; triphenylphosphine;
Noyori's catalyst;
In
tetrahydrofuran; ethanol; dichloromethane;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: triethylamine; formic acid / 0 - 35 °C / Inert atmosphere
1.2: 2 h / 35 °C / Inert atmosphere
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
3.1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 20 °C
4.1: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C
5.1: hydrogen / Raney nickel / tetrahydrofuran / 14 h / 20 °C
6.1: triphenylphosphine; ethyl 3-ethoxy-3-[4-({4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}methoxy)phenyl]propionate / tetrahydrofuran / 20 - 50 °C / Inert atmosphere
6.2: 0 °C / Inert atmosphere
With
1H-imidazole; lithium aluminium tetrahydride; formic acid; ethyl 3-ethoxy-3-[4-({4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}methoxy)phenyl]propionate; hydrogen; sodium hydride; triethylamine; triphenylphosphine;
Raney nickel;
In
tetrahydrofuran; N,N-dimethyl-formamide;
