Technology Process of 1-[(2-ethyl-3-{5-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3,4-thiadiazol-2-yl}phenyl)methyl]-3-azetidinecarboxylic acid
There total 12 articles about 1-[(2-ethyl-3-{5-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3,4-thiadiazol-2-yl}phenyl)methyl]-3-azetidinecarboxylic 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:
-
methyl 1-[(2-ethyl-3-{5-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3,4-thiadiazol-2-yl}phenyl)methyl]-3-azetidinecarboxylate;
With
water; sodium hydroxide;
In
isopropyl alcohol;
at 20 ℃;
for 1h;
With
hydrogenchloride;
In
water; isopropyl alcohol;
pH=~ 6;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 4 h / -70 - -65 °C
2.1: n-butyllithium; isopropylmagnesium bromide / hexane; tetrahydrofuran / 1.17 h / 0 °C
2.2: 2 h / -10 - 20 °C
2.3: 0.17 h / 0 °C
3.1: hydrogenchloride / water; tetrahydrofuran / 1 h / 20 °C
4.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / N,N-dimethyl-formamide / 80 °C
5.1: potassium phosphate / tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide; water / 0.13 h / 130 °C / Inert atmosphere; Sealed vessel; Microwave irradiation
6.1: sodium acetate; acetic acid / methanol / 0.17 h / 20 °C
6.2: 2 h
7.1: sodium hydroxide; water / isopropyl alcohol / 1 h / 20 °C
7.2: pH ~ 6
With
hydrogenchloride; potassium phosphate; n-butyllithium; water; isopropylmagnesium bromide; potassium acetate; sodium acetate; acetic acid; diisopropylamine; sodium hydroxide;
tetrakis(triphenylphosphine) palladium(0); dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;
In
tetrahydrofuran; methanol; hexane; water; N,N-dimethyl-formamide; isopropyl alcohol;
5.1: Suzuki Coupling;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium hydride / tetrahydrofuran / 6.5 h / -10 °C / Inert atmosphere
2.1: sodium hydroxide; water / ethanol / 8 h / 90 °C / Inert atmosphere
3.1: trichlorophosphate / 3 h / 90 °C
3.2: pH ~ 9 / Cooling with ice
4.1: copper(ll) bromide; tert.-butylnitrite / acetonitrile / 1 h / 0 °C
5.1: potassium phosphate / tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide; water / 0.13 h / 130 °C / Inert atmosphere; Sealed vessel; Microwave irradiation
6.1: sodium acetate; acetic acid / methanol / 0.17 h / 20 °C
6.2: 2 h
7.1: sodium hydroxide; water / isopropyl alcohol / 1 h / 20 °C
7.2: pH ~ 6
With
potassium phosphate; tert.-butylnitrite; water; sodium acetate; sodium hydride; acetic acid; sodium hydroxide; copper(ll) bromide; trichlorophosphate;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;
5.1: Suzuki Coupling;
![methyl 1-[(2-ethyl-3-{5-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3,4-thiadiazol-2-yl}phenyl)methyl]-3-azetidinecarboxylate](/Databaselist/images/loading.webp)
