Technology Process of (4E,8E,12E,16E)-20-(tert-Butyl-diphenyl-silanyloxy)-4,8,12,17-tetramethyl-icosa-4,8,12,16-tetraen-1-ol
There total 18 articles about (4E,8E,12E,16E)-20-(tert-Butyl-diphenyl-silanyloxy)-4,8,12,17-tetramethyl-icosa-4,8,12,16-tetraen-1-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: SeO2; t-BuOOH
2.1: 80 percent / imidazole; triphenylphosphine; iodine / acetonitrile; diethyl ether / 1.5 h / 0 °C
3.1: n-BuLi; N-isopropylcyclohexylamine / tetrahydrofuran; hexane / 0.17 h / -78 °C
3.2: 66 percent / hexamethylphosphoramide / tetrahydrofuran; hexane / 0.5 h / -78 °C
4.1: 83 percent / imidazole / dimethylformamide / 2 h / 0 °C
5.1: 83 percent / LiAlH4 / diethyl ether / 2.25 h / 0 - 20 °C
6.1: sodium hydride; n-tetrabutylammonium iodide / tetrahydrofuran; dimethylformamide / 10 h / 20 °C
7.1: 1.284 g / n-tetrabutylammonium fluoride / tetrahydrofuran / 12 h / 20 °C
8.1: 81 percent / imidazole; triphenylphosphine; iodine / acetonitrile; diethyl ether / 1 h / 0 °C
9.1: 83 percent / n-BuLi / tetrahydrofuran / 7 h / -78 °C
10.1: 84 percent / lithium triethylborohydride; bis(diphenylphosphino)propanepalladium(II) dichloride / tetrahydrofuran / 12 h / 0 °C
11.1: 100 percent / lithium; naphthalene / tetrahydrofuran / 0.5 h / -25 °C
With
1H-imidazole; tert.-butylhydroperoxide; lithium aluminium tetrahydride; n-butyllithium; selenium(IV) oxide; naphthalene; bis(diphenylphosphino)propanepalladium(II) dichloride; N-cyclohexylisopropylamine; tetrabutyl ammonium fluoride; iodine; tetra-(n-butyl)ammonium iodide; lithium; sodium hydride; lithium triethylborohydride; triphenylphosphine;
In
tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0968-0896(01)00402-3
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 80 percent / imidazole; triphenylphosphine; iodine / acetonitrile; diethyl ether / 1.5 h / 0 °C
2.1: n-BuLi; N-isopropylcyclohexylamine / tetrahydrofuran; hexane / 0.17 h / -78 °C
2.2: 66 percent / hexamethylphosphoramide / tetrahydrofuran; hexane / 0.5 h / -78 °C
3.1: 83 percent / imidazole / dimethylformamide / 2 h / 0 °C
4.1: 83 percent / LiAlH4 / diethyl ether / 2.25 h / 0 - 20 °C
5.1: sodium hydride; n-tetrabutylammonium iodide / tetrahydrofuran; dimethylformamide / 10 h / 20 °C
6.1: 1.284 g / n-tetrabutylammonium fluoride / tetrahydrofuran / 12 h / 20 °C
7.1: 81 percent / imidazole; triphenylphosphine; iodine / acetonitrile; diethyl ether / 1 h / 0 °C
8.1: 83 percent / n-BuLi / tetrahydrofuran / 7 h / -78 °C
9.1: 84 percent / lithium triethylborohydride; bis(diphenylphosphino)propanepalladium(II) dichloride / tetrahydrofuran / 12 h / 0 °C
10.1: 100 percent / lithium; naphthalene / tetrahydrofuran / 0.5 h / -25 °C
With
1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; naphthalene; bis(diphenylphosphino)propanepalladium(II) dichloride; N-cyclohexylisopropylamine; tetrabutyl ammonium fluoride; iodine; tetra-(n-butyl)ammonium iodide; lithium; sodium hydride; lithium triethylborohydride; triphenylphosphine;
In
tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0968-0896(01)00402-3
