Technology Process of anti-(4R,5R,6E,8E)-1-(tert-butyldiphenylsilyloxy)-4,6,8,10,10-pentamethyl-3-methyleneundeca-6,8-dien-5-ol
There total 28 articles about anti-(4R,5R,6E,8E)-1-(tert-butyldiphenylsilyloxy)-4,6,8,10,10-pentamethyl-3-methyleneundeca-6,8-dien-5-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
1H-imidazole;
In
N,N-dimethyl-formamide;
at 0 ℃;
for 1.5h;
DOI:10.1039/b608193m
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 100 percent / LiAlH4 / diethyl ether / 4 h / 0 °C
2: 90 percent / Dess-Martin periodinane / CH2Cl2 / 3 h / 0 °C
3: 74 percent / indium; La(OTf)3 / tetrahydrofuran; H2O / 16 h / 20 °C
4: 90 percent / Dess-Martin periodinane / CH2Cl2 / 3 h / 0 °C
5: 85 percent / NaBH4; CeCl3*7H2O / tetrahydrofuran; H2O / 3 h / 0 °C
6: 93 percent / tetrabutylammonium fluoride / tetrahydrofuran / 20 °C
7: 4-dimethylamino pyridine; DCC / CH2Cl2 / 12 h / 0 - 20 °C
8: 94 percent / LiOH / tetrahydrofuran; H2O / 20 °C
9: 89 percent / imidazole / dimethylformamide / 1.5 h / 0 °C
With
1H-imidazole; dmap; indium; lithium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; cerium(III) chloride; tetrabutyl ammonium fluoride; Dess-Martin periodane; dicyclohexyl-carbodiimide; lanthanum(lll) triflate;
In
tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;
5: Luche reduction;
DOI:10.1039/b608193m
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 79 percent / triethyl amine; 4-dimethylamino pyridine / CH2Cl2 / 3 h / 0 - 20 °C
2: 78 percent / AgNO3 / dimethylformamide / 12 h / 0 - 20 °C
3: 94 percent / K2CO3 / methanol / 16 h / 20 °C
4: 74 percent / NBS; triphenylphosphine / CH2Cl2 / 0.75 h / -78 - 0 °C
5: 73 percent / indium; La(OTf)3 / H2O; tetrahydrofuran / 96 h / 20 °C
6: 92 percent / tetrabutylammonium fluoride / tetrahydrofuran / 20 °C
7: 89 percent / imidazole / dimethylformamide / 1.5 h / 0 °C
With
1H-imidazole; dmap; indium; N-Bromosuccinimide; tetrabutyl ammonium fluoride; potassium carbonate; silver nitrate; triethylamine; triphenylphosphine; lanthanum(lll) triflate;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1039/b608193m