Technology Process of 2-(2-(2-chloro-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-2-yl)benzyl)thiazol-5-yl)-1,3,4-thiadiazole
There total 10 articles about 2-(2-(2-chloro-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-2-yl)benzyl)thiazol-5-yl)-1,3,4-thiadiazole which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
Lawessons reagent;
In
tetrahydrofuran;
for 3h;
Reflux;
Inert atmosphere;
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: pyridine; phosphorus tribromide / diethyl ether / 16 h / 0 °C / Reflux; Inert atmosphere
2.1: ethanol; water / 15 h / Reflux
3.1: sodium hydroxide; water / ethanol / Reflux
3.2: 20 °C
4.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 5.25 h / 0 - 20 °C / Inert atmosphere
5.1: ammonium hydroxide / tetrahydrofuran / 5 h / 0 - 20 °C / Inert atmosphere
6.1: Lawessons reagent / tetrahydrofuran / 15 h / Reflux; Inert atmosphere
7.1: pyridine / ethanol / 15 h / 80 °C / Inert atmosphere
8.1: potassium hydroxide; ethanol / tetrahydrofuran / 2 h / Reflux; Inert atmosphere
9.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; 4-methyl-morpholine / N,N-dimethyl-formamide / 15 h / 20 °C / Inert atmosphere
10.1: Lawessons reagent / tetrahydrofuran / 3 h / Reflux; Inert atmosphere
With
Lawessons reagent; 4-methyl-morpholine; pyridine; ammonium hydroxide; oxalyl dichloride; ethanol; water; phosphorus tribromide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium hydroxide; sodium hydroxide;
N,N-dimethyl-formamide;
In
tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: ethanol; water / 15 h / Reflux
2.1: sodium hydroxide; water / ethanol / Reflux
2.2: 20 °C
3.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 5.25 h / 0 - 20 °C / Inert atmosphere
4.1: ammonium hydroxide / tetrahydrofuran / 5 h / 0 - 20 °C / Inert atmosphere
5.1: Lawessons reagent / tetrahydrofuran / 15 h / Reflux; Inert atmosphere
6.1: pyridine / ethanol / 15 h / 80 °C / Inert atmosphere
7.1: potassium hydroxide; ethanol / tetrahydrofuran / 2 h / Reflux; Inert atmosphere
8.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; 4-methyl-morpholine / N,N-dimethyl-formamide / 15 h / 20 °C / Inert atmosphere
9.1: Lawessons reagent / tetrahydrofuran / 3 h / Reflux; Inert atmosphere
With
Lawessons reagent; 4-methyl-morpholine; pyridine; ammonium hydroxide; oxalyl dichloride; ethanol; water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium hydroxide; sodium hydroxide;
N,N-dimethyl-formamide;
In
tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide;