Technology Process of (3R,4S)-N-Boc-3-(4-fluoro-phenyl)-4-triisopropylsilanyloxymethyl-pentanol-5-amine
There total 10 articles about (3R,4S)-N-Boc-3-(4-fluoro-phenyl)-4-triisopropylsilanyloxymethyl-pentanol-5-amine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 94 percent / PBr3 / diethyl ether / 1.5 h
2.1: 75 percent / NaH / tetrahydrofuran / 0 - 20 °C
3.1: n-BuLi; (-)-sparteine / toluene; hexane / 1 h / -78 °C
3.2: 83 percent / toluene; hexane / 1.17 h / -78 °C
4.1: aq. HCl / CHCl3 / 3 h
5.1: 0.761 g / NaBH4 / methanol / 1 h
6.1: ammonium formate / Pd/C / methanol / 0.5 h / Heating
7.1: 0.702 g / CH2Cl2 / 2 h / 20 °C
With
hydrogenchloride; sodium tetrahydroborate; n-butyllithium; ammonium formate; phosphorus tribromide; sodium hydride; (-)-sparteine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; chloroform; toluene;
DOI:10.1021/ja005748w
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 75 percent / NaH / tetrahydrofuran / 0 - 20 °C
2.1: n-BuLi; (-)-sparteine / toluene; hexane / 1 h / -78 °C
2.2: 83 percent / toluene; hexane / 1.17 h / -78 °C
3.1: aq. HCl / CHCl3 / 3 h
4.1: 0.761 g / NaBH4 / methanol / 1 h
5.1: ammonium formate / Pd/C / methanol / 0.5 h / Heating
6.1: 0.702 g / CH2Cl2 / 2 h / 20 °C
With
hydrogenchloride; sodium tetrahydroborate; n-butyllithium; ammonium formate; sodium hydride; (-)-sparteine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; hexane; dichloromethane; chloroform; toluene;
DOI:10.1021/ja005748w
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 79 percent / tetrahydrofuran / 0 °C
2.1: 94 percent / PBr3 / diethyl ether / 1.5 h
3.1: 75 percent / NaH / tetrahydrofuran / 0 - 20 °C
4.1: n-BuLi; (-)-sparteine / toluene; hexane / 1 h / -78 °C
4.2: 83 percent / toluene; hexane / 1.17 h / -78 °C
5.1: aq. HCl / CHCl3 / 3 h
6.1: 0.761 g / NaBH4 / methanol / 1 h
7.1: ammonium formate / Pd/C / methanol / 0.5 h / Heating
8.1: 0.702 g / CH2Cl2 / 2 h / 20 °C
With
hydrogenchloride; sodium tetrahydroborate; n-butyllithium; ammonium formate; phosphorus tribromide; sodium hydride; (-)-sparteine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; chloroform; toluene;
DOI:10.1021/ja005748w
