Technology Process of (S)-2-(difluoromethyl)-4-(2,4-dimethoxybenzyl)-1,4-oxazepan-5-one
There total 5 articles about (S)-2-(difluoromethyl)-4-(2,4-dimethoxybenzyl)-1,4-oxazepan-5-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(S)-4-(2,4-dimethoxybenzyl)-2-(hydroxymethyl)-1,4-oxazepan-5-one;
With
oxalyl dichloride;
In
tetrahydrofuran; dimethyl sulfoxide;
at -78 ℃;
for 1h;
Inert atmosphere;
With
N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; dimethyl sulfoxide;
at 20 ℃;
for 1.16667h;
With
(bis-(2-methoxyethyl)amino)sulfur trufluoride;
In
dichloromethane;
at -78 - 20 ℃;
for 15h;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: bis(trifluoromethane)sulfonimide lithium / dichloromethane / 20 h / 20 °C / Cooling
2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 20 °C
3.1: pyridinium p-toluenesulfonate / 5,5-dimethyl-1,3-cyclohexadiene / 6 h / Reflux
4.1: 20% palladium hydroxide-activated charcoal; hydrogen / ethanol; water; acetic acid / 50 h / 70 °C / 30003 - 37503.8 Torr
5.1: oxalyl dichloride / tetrahydrofuran; dimethyl sulfoxide / 1 h / -78 °C / Inert atmosphere
5.2: 1.17 h / 20 °C
5.3: 15 h / -78 - 20 °C
With
oxalyl dichloride; 20% palladium hydroxide-activated charcoal; hydrogen; pyridinium p-toluenesulfonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; bis(trifluoromethane)sulfonimide lithium;
In
tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; ethanol; dichloromethane; water; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 20 °C
2.1: pyridinium p-toluenesulfonate / 5,5-dimethyl-1,3-cyclohexadiene / 6 h / Reflux
3.1: 20% palladium hydroxide-activated charcoal; hydrogen / ethanol; water; acetic acid / 50 h / 70 °C / 30003 - 37503.8 Torr
4.1: oxalyl dichloride / tetrahydrofuran; dimethyl sulfoxide / 1 h / -78 °C / Inert atmosphere
4.2: 1.17 h / 20 °C
4.3: 15 h / -78 - 20 °C
With
oxalyl dichloride; 20% palladium hydroxide-activated charcoal; hydrogen; pyridinium p-toluenesulfonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; ethanol; water; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide;