Technology Process of (R)-1-[(3R,5R)-5-(4-chlorophenyl)-morpholine-3-yl]ethanol
There total 7 articles about (R)-1-[(3R,5R)-5-(4-chlorophenyl)-morpholine-3-yl]ethanol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(3R,5R)-3-((R)-1-benzyloxyethyl)-5-(4-chlorophenyl)morpholine;
With
trimethylsilyl iodide;
In
dichloromethane;
at 20 ℃;
for 144h;
With
sodium hydroxide;
In
dichloromethane; water;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C
1.2: 1 h / 20 °C
1.3: 0 °C
2.1: triethylamine / dmap / acetonitrile / 4 h / 20 °C
2.2: 0.5 h / 20 °C
3.1: sodium hydroxide; water / methanol / 3 h / 20 °C
3.2: pH 4
4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 20 °C
5.1: tetrahydrofuran / 1 h / -40 - 0 °C
6.1: hydrogenchloride / ethyl acetate / 1 h / 20 °C
6.2: 0 - 20 °C
7.1: trimethylsilyl iodide / dichloromethane / 140 h / 20 °C
With
hydrogenchloride; sodium hydroxide; trimethylsilyl iodide; water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
dmap;
In
tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: triethylamine / dmap / acetonitrile / 4 h / 20 °C
1.2: 0.5 h / 20 °C
2.1: sodium hydroxide; water / methanol / 3 h / 20 °C
2.2: pH 4
3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 20 °C
4.1: tetrahydrofuran / 1 h / -40 - 0 °C
5.1: hydrogenchloride / ethyl acetate / 1 h / 20 °C
5.2: 0 - 20 °C
6.1: trimethylsilyl iodide / dichloromethane / 140 h / 20 °C
With
hydrogenchloride; sodium hydroxide; trimethylsilyl iodide; water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine;
dmap;
In
tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;