Technology Process of (R)-7-[3-Amino-4-(2,4,5-trifluorophenyl)butanoyl]-3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine-1-carboxylic acid (2S,3S)-2,3-dihydroxybutanedioic acid
There total 15 articles about (R)-7-[3-Amino-4-(2,4,5-trifluorophenyl)butanoyl]-3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine-1-carboxylic acid (2S,3S)-2,3-dihydroxybutanedioic 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:
-
Multi-step reaction with 11 steps
1.1: hydrogen / Raney nickel / 1,4-dioxane / 8 h / 60 °C / 30402 Torr
2.1: 3 h / 0 - 20 °C
3.1: trichlorophosphate / 0.5 h
3.2: 5 h / Reflux
3.3: pH 5 - 6 / Cooling with ice
4.1: hydrogen / palladium 10% on activated carbon / ethanol / 12 h / 20 °C
5.1: triethylamine / dichloromethane / 0.08 h
5.2: 2 h
6.1: N-Bromosuccinimide / ethanol / 1 h
6.2: 1 h
7.1: potassium carbonate; chloroacetic acid ethyl ester / 0.08 h
7.2: 2 h / 60 °C
8.1: sodium hydroxide; water / methanol / 1 h
8.2: pH 3 - 5 / Cooling with ice
9.1: hydrogenchloride / ethyl acetate / 1 h
10.1: sodium hydroxide / water; methanol / 0.25 h
11.1: water; methanol / 0.5 h
With
hydrogenchloride; N-Bromosuccinimide; water; hydrogen; potassium carbonate; chloroacetic acid ethyl ester; triethylamine; sodium hydroxide; trichlorophosphate;
palladium 10% on activated carbon;
In
1,4-dioxane; methanol; ethanol; dichloromethane; water; ethyl acetate;
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 3 h / 0 - 20 °C
2.1: trichlorophosphate / 0.5 h
2.2: 5 h / Reflux
2.3: pH 5 - 6 / Cooling with ice
3.1: hydrogen / palladium 10% on activated carbon / ethanol / 12 h / 20 °C
4.1: triethylamine / dichloromethane / 0.08 h
4.2: 2 h
5.1: N-Bromosuccinimide / ethanol / 1 h
5.2: 1 h
6.1: potassium carbonate; chloroacetic acid ethyl ester / 0.08 h
6.2: 2 h / 60 °C
7.1: sodium hydroxide; water / methanol / 1 h
7.2: pH 3 - 5 / Cooling with ice
8.1: hydrogenchloride / ethyl acetate / 1 h
9.1: sodium hydroxide / water; methanol / 0.25 h
10.1: water; methanol / 0.5 h
With
hydrogenchloride; N-Bromosuccinimide; water; hydrogen; potassium carbonate; chloroacetic acid ethyl ester; triethylamine; sodium hydroxide; trichlorophosphate;
palladium 10% on activated carbon;
In
methanol; ethanol; dichloromethane; water; ethyl acetate;
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 36 h / 20 °C / Cooling with ice
2.1: 12 h / 70 °C
3.1: ammonium acetate / hexane; methanol / 3 h / Reflux
4.1: hydrogen / chloro(1,5-cyclooctadiene)rhodium(I) dimer; (R)-1-[(SP)-2-(diphenylphosphino)ferrocenyl]ethyldi-tert-butylphosphine / methanol / 24 h / 30 °C / 5069.54 Torr
5.1: sodium hydroxide; water / methanol / 40 - 45 °C
5.2: pH 2 - 3 / Cooling with ice
6.1: triethylamine / dichloromethane / 0.08 h
6.2: 2 h
7.1: N-Bromosuccinimide / ethanol / 1 h
7.2: 1 h
8.1: potassium carbonate; chloroacetic acid ethyl ester / 0.08 h
8.2: 2 h / 60 °C
9.1: sodium hydroxide; water / methanol / 1 h
9.2: pH 3 - 5 / Cooling with ice
10.1: hydrogenchloride / ethyl acetate / 1 h
11.1: sodium hydroxide / water; methanol / 0.25 h
12.1: water; methanol / 0.5 h
With
hydrogenchloride; dmap; N-Bromosuccinimide; ammonium acetate; water; hydrogen; potassium carbonate; chloroacetic acid ethyl ester; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide;
chloro(1,5-cyclooctadiene)rhodium(I) dimer; (R)-1-[(SP)-2-(diphenylphosphino)ferrocenyl]ethyldi-tert-butylphosphine;
In
methanol; ethanol; hexane; dichloromethane; water; ethyl acetate;
