Technology Process of (S)-4-(4-(4,4,4-trifluorobutoxy)benzyloxy)-N-((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)-N,2-dimethylbutanamide
There total 6 articles about (S)-4-(4-(4,4,4-trifluorobutoxy)benzyloxy)-N-((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)-N,2-dimethylbutanamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(1R,2R)-(-)-pseudoephedrinepropionamide;
With
n-butyllithium; diisopropylamine; lithium chloride;
In
tetrahydrofuran; hexane;
at -78 - 20 ℃;
for 1.58333h;
Inert atmosphere;
1-((2-iodoethoxy)methyl)-4-(4,4,4-trifluorobutoxy)benzene;
In
tetrahydrofuran; hexane;
at 0 ℃;
for 12h;
Inert atmosphere;
DOI:10.1021/ja2082679
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: phosphorus tribromide / dichloromethane / 4 h / 20 °C / Inert atmosphere
2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 20 °C / Inert atmosphere
2.2: 12 h / Reflux; Inert atmosphere
3.1: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 0 - 20 °C / Inert atmosphere
4.1: n-butyllithium; diisopropylamine; lithium chloride / tetrahydrofuran; hexane / 1.58 h / -78 - 20 °C / Inert atmosphere
4.2: 12 h / 0 °C / Inert atmosphere
With
1H-imidazole; n-butyllithium; iodine; phosphorus tribromide; sodium hydride; diisopropylamine; triphenylphosphine; lithium chloride;
In
tetrahydrofuran; hexane; dichloromethane; mineral oil;
DOI:10.1021/ja2082679
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: sodium tetrahydroborate / methanol / 1 h / 0 °C / Inert atmosphere
2.1: phosphorus tribromide / dichloromethane / 4 h / 20 °C / Inert atmosphere
3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 20 °C / Inert atmosphere
3.2: 12 h / Reflux; Inert atmosphere
4.1: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 0 - 20 °C / Inert atmosphere
5.1: n-butyllithium; diisopropylamine; lithium chloride / tetrahydrofuran; hexane / 1.58 h / -78 - 20 °C / Inert atmosphere
5.2: 12 h / 0 °C / Inert atmosphere
With
1H-imidazole; sodium tetrahydroborate; n-butyllithium; iodine; phosphorus tribromide; sodium hydride; diisopropylamine; triphenylphosphine; lithium chloride;
In
tetrahydrofuran; methanol; hexane; dichloromethane; mineral oil;
DOI:10.1021/ja2082679
