Technology Process of ({3-[5-(3,5-dichloro-4-fluoro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carbonyl}-amino)-acetic acid methyl ester
There total 11 articles about ({3-[5-(3,5-dichloro-4-fluoro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carbonyl}-amino)-acetic acid methyl ester 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 10 steps
1.1: toluene-4-sulfonic acid / toluene / 4 h / Reflux
2.1: triethylamine / toluene / Reflux
3.1: water; acetic acid / tetrahydrofuran / 48 h / 20 °C
4.1: tetrachloromethane; tributylphosphine / 60 °C
4.2: -10 - 0 °C
5.1: manganese(IV) oxide / dichloromethane / 2 h / Reflux
6.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 20 °C / Inert atmosphere
6.2: 2 h / 20 °C / Inert atmosphere
7.1: thionyl chloride; pyridine / dichloromethane / 3 h / 20 °C
8.1: hydroxylamine hydrochloride; sodium hydroxide / water; tetrahydrofuran / 20 °C
9.1: water; lithium hydroxide monohydrate / tetrahydrofuran / 0.5 h / 50 °C
9.2: pH 1
10.1: triethylamine; HATU / dichloromethane / 1 h / 20 °C
With
pyridine; tetrachloromethane; manganese(IV) oxide; thionyl chloride; lithium hydroxide monohydrate; tributylphosphine; hydroxylamine hydrochloride; water; toluene-4-sulfonic acid; acetic acid; triethylamine; HATU; sodium hydroxide; lithium hexamethyldisilazane;
In
tetrahydrofuran; dichloromethane; water; toluene;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: triethylamine / toluene / Reflux
2.1: water; acetic acid / tetrahydrofuran / 48 h / 20 °C
3.1: tetrachloromethane; tributylphosphine / 60 °C
3.2: -10 - 0 °C
4.1: manganese(IV) oxide / dichloromethane / 2 h / Reflux
5.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 20 °C / Inert atmosphere
5.2: 2 h / 20 °C / Inert atmosphere
6.1: thionyl chloride; pyridine / dichloromethane / 3 h / 20 °C
7.1: hydroxylamine hydrochloride; sodium hydroxide / water; tetrahydrofuran / 20 °C
8.1: water; lithium hydroxide monohydrate / tetrahydrofuran / 0.5 h / 50 °C
8.2: pH 1
9.1: triethylamine; HATU / dichloromethane / 1 h / 20 °C
With
pyridine; tetrachloromethane; manganese(IV) oxide; thionyl chloride; lithium hydroxide monohydrate; tributylphosphine; hydroxylamine hydrochloride; water; acetic acid; triethylamine; HATU; sodium hydroxide; lithium hexamethyldisilazane;
In
tetrahydrofuran; dichloromethane; water; toluene;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 80 °C
2.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 20 °C / Inert atmosphere
2.2: 2 h / 20 °C / Inert atmosphere
3.1: thionyl chloride; pyridine / dichloromethane / 3 h / 20 °C
4.1: hydroxylamine hydrochloride; sodium hydroxide / water; tetrahydrofuran / 20 °C
5.1: water; lithium hydroxide monohydrate / tetrahydrofuran / 0.5 h / 50 °C
5.2: pH 1
6.1: triethylamine; HATU / dichloromethane / 1 h / 20 °C
With
pyridine; thionyl chloride; lithium hydroxide monohydrate; hydroxylamine hydrochloride; water; potassium carbonate; triethylamine; HATU; sodium hydroxide; lithium hexamethyldisilazane;
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;