Technology Process of (R)-1,1,1-trifluoro-2-methyl-4-(3-(4-methyl-3-(7-methylimidazo[1,2-a]pyridine-3-carboxamido)phenyl)-1,2,4-oxadiazol-5-yl)butan-2-yl dihydrogen phosphate
There total 13 articles about (R)-1,1,1-trifluoro-2-methyl-4-(3-(4-methyl-3-(7-methylimidazo[1,2-a]pyridine-3-carboxamido)phenyl)-1,2,4-oxadiazol-5-yl)butan-2-yl dihydrogen phosphate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
trimethylsilyl bromide;
In
acetonitrile;
at 0 - 20 ℃;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 1,1'-carbonyldiimidazole / 1-methyl-pyrrolidin-2-one / 0.5 h / 20 °C
1.2: 0.75 h / 125 °C
2.1: tetrabutyl ammonium fluoride / tetrahydrofuran; water / 0 - 20 °C
3.1: ChiralCel OD-H column / Resolution of racemate
4.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1 h / 20 °C
4.2: 0.33 h / 20 °C
5.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 0 - 20 °C / Inert atmosphere
5.2: 0 °C / Inert atmosphere
6.1: trimethylsilyl bromide / acetonitrile / 0 - 20 °C
With
oxalyl dichloride; trimethylsilyl bromide; tetrabutyl ammonium fluoride; sodium hydride; N,N-dimethyl-formamide; 1,1'-carbonyldiimidazole;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: hydroxylamine / ethanol; water / 70 °C / Reflux
2.1: 1,1'-carbonyldiimidazole / 1-methyl-pyrrolidin-2-one / 0.5 h / 20 °C
2.2: 0.75 h / 125 °C
3.1: N,N-dimethyl-formamide / dichloromethane-d2 / 0.5 h / 20 °C
3.2: 0.33 h / 20 °C
4.1: tetrabutyl ammonium fluoride; (trifluoromethyl)trimethylsilane / tetrahydrofuran / 1 h / -20 - 20 °C
5.1: Chiralpak IC 20 μm column / Resolution of racemate
6.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 0 - 20 °C / Inert atmosphere
6.2: 0 °C / Inert atmosphere
7.1: trimethylsilyl bromide / acetonitrile / 0 - 20 °C
With
trimethylsilyl bromide; tetrabutyl ammonium fluoride; hydroxylamine; sodium hydride; (trifluoromethyl)trimethylsilane; N,N-dimethyl-formamide; 1,1'-carbonyldiimidazole;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; ethanol; dichloromethane-d2; water; N,N-dimethyl-formamide; acetonitrile;