Technology Process of tert-butyl 5'-(5-(3,5-bis(trifluoromethyl)phenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-3'-oxospiro[azetidine-3,1'-isoindoline]-1-carboxylate
There total 10 articles about tert-butyl 5'-(5-(3,5-bis(trifluoromethyl)phenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-3'-oxospiro[azetidine-3,1'-isoindoline]-1-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(E/Z)-tert-butyl 5'-((hydroxyimino)methyl)-3'-oxospiro[azetidine-3,1'-isoindoline]-1-carboxylate;
With
N-chloro-succinimide;
In
N,N-dimethyl-formamide;
at 50 ℃;
for 1.5h;
1,3-bis(trifluoromethyl)-5-(1,1,1-trifluoroprop-2-en-2-yl)benzene;
With
potassium carbonate;
In
ethyl acetate; N,N-dimethyl-formamide;
at 20 ℃;
for 18h;
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: tetra-N-butylammonium tribromide / ethanol / 48 h / 20 °C
2.1: potassium hexamethylsilazane / tetrahydrofuran / 1 h / 20 °C
3.1: sodium hydroxide; water / ethanol / 36 h / Reflux
3.2: 0.25 h / pH Ca.5 - Ca.7
4.1: 1-chloro-1-(dimethylamino)-2-methyl-1-propene / dichloromethane / 1.5 h / 20 °C
5.1: sodium azide / N,N-dimethyl-formamide / 18 h / 20 °C
6.1: toluene / 1 h / 90 °C
7.1: tert.-butyl lithium / tetrahydrofuran / 0 h / -78 - 0 °C
8.1: ammonium formate; palladium 10% on activated carbon / ethanol / 1 h / Reflux; Inert atmosphere
9.1: hydroxylamine hydrochloride / water; ethanol / 1 h / 50 °C
10.1: N-chloro-succinimide / N,N-dimethyl-formamide / 1.5 h / 50 °C
10.2: 18 h / 20 °C
With
N-chloro-succinimide; sodium azide; 1-chloro-1-(dimethylamino)-2-methyl-1-propene; palladium 10% on activated carbon; hydroxylamine hydrochloride; water; tert.-butyl lithium; ammonium formate; tetra-N-butylammonium tribromide; potassium hexamethylsilazane; sodium hydroxide;
In
tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: potassium hexamethylsilazane / tetrahydrofuran / 1 h / 20 °C
2.1: sodium hydroxide; water / ethanol / 36 h / Reflux
2.2: 0.25 h / pH Ca.5 - Ca.7
3.1: 1-chloro-1-(dimethylamino)-2-methyl-1-propene / dichloromethane / 1.5 h / 20 °C
4.1: sodium azide / N,N-dimethyl-formamide / 18 h / 20 °C
5.1: toluene / 1 h / 90 °C
6.1: tert.-butyl lithium / tetrahydrofuran / 0 h / -78 - 0 °C
7.1: ammonium formate; palladium 10% on activated carbon / ethanol / 1 h / Reflux; Inert atmosphere
8.1: hydroxylamine hydrochloride / water; ethanol / 1 h / 50 °C
9.1: N-chloro-succinimide / N,N-dimethyl-formamide / 1.5 h / 50 °C
9.2: 18 h / 20 °C
With
N-chloro-succinimide; sodium azide; 1-chloro-1-(dimethylamino)-2-methyl-1-propene; palladium 10% on activated carbon; hydroxylamine hydrochloride; water; tert.-butyl lithium; ammonium formate; potassium hexamethylsilazane; sodium hydroxide;
In
tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;