Technology Process of 1-((5,5-dimethyl-3-(3-phenyl-4-(trifluoromethyl)isoxazol-5-yl)-4,5-dihydronaphtho[1,2-c]isoxazol-7-yl)methyl)azetidine-3-carboxylic acid
There total 12 articles about 1-((5,5-dimethyl-3-(3-phenyl-4-(trifluoromethyl)isoxazol-5-yl)-4,5-dihydronaphtho[1,2-c]isoxazol-7-yl)methyl)azetidine-3-carboxylic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
5,5-dimethyl-3-(3-phenyl-4-(trifluoromethyl)isoxazol-5-yl)-4,5-dihydronaphtho[1,2-c]isoxazole-7-carbaldehyde; 3-azetidinecarboxylic acid;
With
acetic acid;
In
methanol; 1,2-dichloro-ethane;
at 60 ℃;
for 1h;
With
sodium cyanoborohydride;
In
methanol; 1,2-dichloro-ethane;
at 20 ℃;
for 0.5h;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: N-chloro-succinimide / N,N-dimethyl-formamide / 20 °C
2.1: triethylamine / 1,2-dichloro-ethane / 20 °C
3.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / acetonitrile / 35 °C / sodium phosphate buffer
3.2: 20 °C
4.1: diazomethyl-trimethyl-silane / dichloromethane; diethyl ether / 0.58 h / 20 °C
5.1: lithium diisopropyl amide / tetrahydrofuran / 0.33 h / 0 °C
5.2: 0.33 h / 0 °C
6.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; tetrahydrofuran / 7 h / 20 °C
6.2: 20 °C
7.1: acetic acid / 1,2-dichloro-ethane; methanol / 1 h / 60 °C
7.2: 0.5 h / 20 °C
With
N-chloro-succinimide; osmium(VIII) oxide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; acetic acid; 4-methylmorpholine N-oxide; triethylamine; lithium diisopropyl amide; diazomethyl-trimethyl-silane;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: boron tribromide / dichloromethane / 0 °C
2.1: pyridine / 3.58 h / 20 °C / Cooling with ice
3.1: lithium chloride / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane / 20 - 100 °C / Sealed tube; Inert atmosphere
4.1: sodium acetate / methanol / 1.5 h / Reflux
5.1: lithium diisopropyl amide / tetrahydrofuran / 0.33 h / 0 °C
5.2: 0.33 h / 0 °C
6.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; tetrahydrofuran / 7 h / 20 °C
6.2: 20 °C
7.1: acetic acid / 1,2-dichloro-ethane; methanol / 1 h / 60 °C
7.2: 0.5 h / 20 °C
With
osmium(VIII) oxide; sodium acetate; boron tribromide; acetic acid; 4-methylmorpholine N-oxide; lithium chloride; lithium diisopropyl amide;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1,4-dioxane; pyridine; methanol; dichloromethane; water; 1,2-dichloro-ethane;