Technology Process of (R)-3-((S)-hydroxy(4-(trifluoromethyl)phenyl)methyl)-4-iodo-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-5-ol
There total 11 articles about (R)-3-((S)-hydroxy(4-(trifluoromethyl)phenyl)methyl)-4-iodo-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-5-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
p-trifluoromethylphenyl bromide;
With
iodine; magnesium;
In
tetrahydrofuran;
at 35 ℃;
for 2.5h;
(S)-5-hydroxy-4-iodo-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinoline-3-carbaldehyde;
In
tetrahydrofuran;
at -80 - -20 ℃;
for 5.17h;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: trichlorophosphate / tetrahydrofuran; N,N-dimethyl-formamide / 70 h / 60 - 70 °C
2.1: sodium iodide; acetyl chloride / acetonitrile / 17 h / 20 °C
3.1: borane N,N-diethylaniline complex; (1R,2S)-1-Amino-2-indanol / tetrahydrofuran / 22 h / 0 - 20 °C
4.1: diisobutylaluminium hydride / dichloromethane / 66 h / 0 - 20 °C
4.2: 1 h / 0 °C
5.1: sodium hydrogencarbonate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / toluene / 65 h / 40 °C
6.1: magnesium; iodine / tetrahydrofuran / 2.5 h / 35 °C
6.2: 1.17 h / -80 - -40 °C
With
borane N,N-diethylaniline complex; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; (1R,2S)-1-Amino-2-indanol; iodine; diisobutylaluminium hydride; sodium hydrogencarbonate; magnesium; acetyl chloride; sodium iodide; trichlorophosphate;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: sodium iodide; acetyl chloride / acetonitrile / 17 h / 20 °C
2.1: borane N,N-diethylaniline complex; (1R,2S)-1-Amino-2-indanol / tetrahydrofuran / 22 h / 0 - 20 °C
3.1: diisobutylaluminium hydride / dichloromethane / 66 h / 0 - 20 °C
3.2: 1 h / 0 °C
4.1: sodium hydrogencarbonate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / toluene / 65 h / 40 °C
5.1: magnesium; iodine / tetrahydrofuran / 2.5 h / 35 °C
5.2: 1.17 h / -80 - -40 °C
With
borane N,N-diethylaniline complex; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; (1R,2S)-1-Amino-2-indanol; iodine; diisobutylaluminium hydride; sodium hydrogencarbonate; magnesium; acetyl chloride; sodium iodide;
In
tetrahydrofuran; dichloromethane; toluene; acetonitrile;
