Technology Process of N-(1-{[2,4-dihydroxy-5-(propan-2-yl)phenyl]carbonyl}piperidin-4-yl)-L-leucine
There total 8 articles about N-(1-{[2,4-dihydroxy-5-(propan-2-yl)phenyl]carbonyl}piperidin-4-yl)-L-leucine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: potassium hydroxide; methanol / 20 h / 75 °C
1.2: 0.5 h / 20 °C
2.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dmap / dichloromethane / 18 h / 20 °C
3.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 1 h
4.1: sodium hydroxide; methanol / 20 °C
With
methanol; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium hydroxide; sodium hydroxide;
dmap; palladium 10% on activated carbon;
In
dichloromethane; ethyl acetate;
- Guidance literature:
-
cyclopentyl N-(1-{[2,4-dihydroxy-5-(propan-2-yl)phenyl]carbonyl}piperidin-4-yl)-L-leucinate;
With
methanol; sodium hydroxide;
at 20 ℃;
With
hydrogenchloride;
In
methanol; water;
Product distribution / selectivity;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: dmap / 1 h / 55 °C
2.1: trifluorormethanesulfonic acid / toluene / 2.5 h / 20 °C / Cooling with ice
2.2: 18 h / 20 °C
3.1: potassium carbonate / acetonitrile / 42 h / 75 °C
4.1: potassium tert-butylate / tetrahydrofuran / 0.5 h
4.2: 0.5 h
5.1: potassium hydroxide; methanol / 20 h / 75 °C
5.2: 0.5 h / 20 °C
6.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dmap / dichloromethane / 18 h / 20 °C
7.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 1 h
8.1: sodium hydroxide; methanol / 20 °C
With
methanol; trifluorormethanesulfonic acid; potassium tert-butylate; hydrogen; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium hydroxide; sodium hydroxide;
dmap; palladium 10% on activated carbon;
In
tetrahydrofuran; dichloromethane; ethyl acetate; toluene; acetonitrile;