Technology Process of 4-(4-((4-(2-(3-carboxyphenyl)cyclopropyl)-3-chlorophenoxy)methyl)-5-cyclopropylisoxazol-3-yl)-3,5-dichloropyridine 1-oxide
There total 24 articles about 4-(4-((4-(2-(3-carboxyphenyl)cyclopropyl)-3-chlorophenoxy)methyl)-5-cyclopropylisoxazol-3-yl)-3,5-dichloropyridine 1-oxide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
C29H23Cl3N2O5;
With
lithium hydroxide monohydrate; water;
In
tetrahydrofuran;
at 20 ℃;
for 24h;
With
hydrogenchloride;
In
tetrahydrofuran; water;
pH=5;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: water; sodium carbonate; calcium hydroxide / 4.33 h / Inert atmosphere; Reflux
2.1: triethylamine / dmap / dichloromethane / 1 h / 20 °C
3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C
3.2: 0 - 20 °C
4.1: triethylamine / dmap / dichloromethane / 1 h / 20 °C
5.1: diethylzinc / dichloromethane; hexane / 0.5 h / -78 °C
5.2: 0.5 h / -30 °C
5.3: 20 °C
6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.17 h / 20 °C
7.1: potassium carbonate / N,N-dimethyl-formamide / 60 °C
8.1: water; lithium hydroxide monohydrate / tetrahydrofuran / 24 h / 20 °C
8.2: pH 5
With
lithium hydroxide monohydrate; tetrabutyl ammonium fluoride; water; diethylzinc; sodium hydride; sodium carbonate; potassium carbonate; triethylamine; calcium hydroxide;
dmap;
In
tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; mineral oil;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: borane-THF / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
2.1: phosphorus tribromide / diethyl ether / 2 h
3.1: 4 h / 175 °C
4.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C
4.2: 0 - 20 °C
5.1: triethylamine / dmap / dichloromethane / 1 h / 20 °C
6.1: diethylzinc / dichloromethane; hexane / 0.5 h / -78 °C
6.2: 0.5 h / -30 °C
6.3: 20 °C
7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.17 h / 20 °C
8.1: potassium carbonate / N,N-dimethyl-formamide / 60 °C
9.1: water; lithium hydroxide monohydrate / tetrahydrofuran / 24 h / 20 °C
9.2: pH 5
With
borane-THF; lithium hydroxide monohydrate; tetrabutyl ammonium fluoride; water; diethylzinc; phosphorus tribromide; sodium hydride; potassium carbonate; triethylamine;
dmap;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; mineral oil;
