Technology Process of (5R,8R)-11,11-dimethyl-8-nonyl-10,10-diphenyl-5-vinyl-2,4,9-trioxa-10-siladodecane
There total 7 articles about (5R,8R)-11,11-dimethyl-8-nonyl-10,10-diphenyl-5-vinyl-2,4,9-trioxa-10-siladodecane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1: dmap; 1H-imidazole / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere
2: dimethyl sulfide borane / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere
3: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane; water / 3 h / 20 °C / Inert atmosphere
4: dmap; triethylamine; N,O-dimethylhydroxylamine*hydrochloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 6 h / 20 °C / Inert atmosphere
5: vinyl magnesium bromide / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere
6: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; dimethyl sulfide borane / tetrahydrofuran; toluene / 6 h / -78 °C / Inert atmosphere
7: N-ethyl-N,N-diisopropylamine; tetra-(n-butyl)ammonium iodide / dichloromethane / 12 h / 20 °C / Inert atmosphere
With
1H-imidazole; dmap; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; vinyl magnesium bromide; N,O-dimethylhydroxylamine*hydrochloride; dimethyl sulfide borane; tetra-(n-butyl)ammonium iodide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole;
In
tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1016/j.tet.2014.05.021
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane; water / 3 h / 20 °C / Inert atmosphere
2: dmap; triethylamine; N,O-dimethylhydroxylamine*hydrochloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 6 h / 20 °C / Inert atmosphere
3: vinyl magnesium bromide / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere
4: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; dimethyl sulfide borane / tetrahydrofuran; toluene / 6 h / -78 °C / Inert atmosphere
5: N-ethyl-N,N-diisopropylamine; tetra-(n-butyl)ammonium iodide / dichloromethane / 12 h / 20 °C / Inert atmosphere
With
dmap; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; vinyl magnesium bromide; N,O-dimethylhydroxylamine*hydrochloride; dimethyl sulfide borane; tetra-(n-butyl)ammonium iodide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole;
In
tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1016/j.tet.2014.05.021
- Guidance literature:
-
Multi-step reaction with 6 steps
1: dimethyl sulfide borane / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere
2: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane; water / 3 h / 20 °C / Inert atmosphere
3: dmap; triethylamine; N,O-dimethylhydroxylamine*hydrochloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 6 h / 20 °C / Inert atmosphere
4: vinyl magnesium bromide / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere
5: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; dimethyl sulfide borane / tetrahydrofuran; toluene / 6 h / -78 °C / Inert atmosphere
6: N-ethyl-N,N-diisopropylamine; tetra-(n-butyl)ammonium iodide / dichloromethane / 12 h / 20 °C / Inert atmosphere
With
dmap; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; vinyl magnesium bromide; N,O-dimethylhydroxylamine*hydrochloride; dimethyl sulfide borane; tetra-(n-butyl)ammonium iodide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole;
In
tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1016/j.tet.2014.05.021