Technology Process of (1S,2R)-5,5-difluoro-2-({[4-(3-methyl-1H-pyrazol-1-yl)phenyl]carbonyl}amino)cyclohexanecarboxylic acid
There total 11 articles about (1S,2R)-5,5-difluoro-2-({[4-(3-methyl-1H-pyrazol-1-yl)phenyl]carbonyl}amino)cyclohexanecarboxylic acid which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
ethyl (1S,2R)-5,5-difluoro-2-({[4-(3-methyl-1H-pyrazol-1-yl)phenyl]carbonyl}amino)cyclohexanecarboxylate;
With
water; sodium hydroxide;
In
methanol;
at 20 ℃;
for 12h;
With
hydrogenchloride;
In
water;
Product distribution / selectivity;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: sodium tetrahydroborate / isobutyric Acid / 0 - 20 °C
1.2: 2 h / 0 - 10 °C
2.1: hydrogen / palladium 10% on activated carbon / ethanol; water / 5 h / 50 °C / Inert atmosphere
3.1: sodium carbonate / water; tetrahydrofuran / 20 °C / Cooling with ice
4.1: hydrogenchloride / water; acetone / 20 °C / Cooling with ice
5.1: (bis-(2-methoxyethyl)amino)sulfur trufluoride / toluene / 20 °C / Cooling with ice
5.2: 20 °C / Cooling with ice
6.1: hydrogen / palladium 10% on activated carbon / ethanol; water / 4 h / 20 °C
7.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / acetonitrile / 12 h / 20 °C
8.1: sodium hydroxide; water / methanol / 12 h / 20 °C
With
hydrogenchloride; sodium tetrahydroborate; water; hydrogen; sodium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; (bis-(2-methoxyethyl)amino)sulfur trufluoride;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; ethanol; water; acetone; toluene; isobutyric Acid; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: toluene-4-sulfonic acid / toluene / 17 h / 70 °C / Reflux
2.1: sodium tetrahydroborate / isobutyric Acid / 0 - 20 °C
2.2: 2 h / 0 - 10 °C
3.1: hydrogen / palladium 10% on activated carbon / ethanol; water / 5 h / 50 °C / Inert atmosphere
4.1: sodium carbonate / water; tetrahydrofuran / 20 °C / Cooling with ice
5.1: hydrogenchloride / water; acetone / 20 °C / Cooling with ice
6.1: (bis-(2-methoxyethyl)amino)sulfur trufluoride / toluene / 20 °C / Cooling with ice
6.2: 20 °C / Cooling with ice
7.1: hydrogen / palladium 10% on activated carbon / ethanol; water / 4 h / 20 °C
8.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / acetonitrile / 12 h / 20 °C
9.1: sodium hydroxide; water / methanol / 12 h / 20 °C
With
hydrogenchloride; sodium tetrahydroborate; water; hydrogen; sodium carbonate; benzotriazol-1-ol; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; (bis-(2-methoxyethyl)amino)sulfur trufluoride;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; ethanol; water; acetone; toluene; isobutyric Acid; acetonitrile;