Technology Process of (2E,4E,6E,8E)-9-(6,6-Dimethyl-2-trifluoromethyl-cyclohex-1-enyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-ol
There total 23 articles about (2E,4E,6E,8E)-9-(6,6-Dimethyl-2-trifluoromethyl-cyclohex-1-enyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 15 steps
1: hydrogen / PtO2 / methanol
2: 2,6-lutidune / CH2Cl2
3: 85 percent / p-TsOH / methanol
4: LiBr / acetone
5: 1.) Mg 2.) 3P>4 / THF
6: n-BuF4 / tetrahydrofuran
7: Na2Cr2O7*2H2O, H2SO4 / acetic acid / Ambient temperature
8: 78 percent / LiH / tetrahydrofuran; hexamethylphosphoric acid triamide / 48 h / Heating
9: 73 percent / DIBAL-H / hexane / 24 h / -78 °C
10: 94 percent / MnO2 / CH2Cl2 / 3 h / Ambient temperature
11: 1.) n-BuLi / 1.) THF, -78 deg C 2.) room temperature, 10 h
12: 94 percent / DIBAL-H / hexane / 1 h / -78 °C
13: 60 percent / MnO2 / CH2Cl2 / 3 h / Ambient temperature
14: 1.) n-BuLi / 1.) THF, -78 deg C 2.) room temperature, 10 h
15: DIBAL-H / 16 h
With
2,6-dimethylpyridine; manganese(IV) oxide; n-butyllithium; sodium dichromate; tetrakiscopper(I); sulfuric acid; hydrogen; lithium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; magnesium; lithium bromide;
platinum(IV) oxide;
In
tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane; acetic acid; acetone;
DOI:10.1016/S0040-4039(00)95054-8
- Guidance literature:
-
Multi-step reaction with 16 steps
1: 90.3 percent / NaBH4 / ethanol
2: hydrogen / PtO2 / methanol
3: 2,6-lutidune / CH2Cl2
4: 85 percent / p-TsOH / methanol
5: LiBr / acetone
6: 1.) Mg 2.) 3P>4 / THF
7: n-BuF4 / tetrahydrofuran
8: Na2Cr2O7*2H2O, H2SO4 / acetic acid / Ambient temperature
9: 78 percent / LiH / tetrahydrofuran; hexamethylphosphoric acid triamide / 48 h / Heating
10: 73 percent / DIBAL-H / hexane / 24 h / -78 °C
11: 94 percent / MnO2 / CH2Cl2 / 3 h / Ambient temperature
12: 1.) n-BuLi / 1.) THF, -78 deg C 2.) room temperature, 10 h
13: 94 percent / DIBAL-H / hexane / 1 h / -78 °C
14: 60 percent / MnO2 / CH2Cl2 / 3 h / Ambient temperature
15: 1.) n-BuLi / 1.) THF, -78 deg C 2.) room temperature, 10 h
16: DIBAL-H / 16 h
With
2,6-dimethylpyridine; manganese(IV) oxide; sodium tetrahydroborate; n-butyllithium; sodium dichromate; tetrakiscopper(I); sulfuric acid; hydrogen; lithium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; magnesium; lithium bromide;
platinum(IV) oxide;
In
tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; hexane; dichloromethane; acetic acid; acetone;
DOI:10.1016/S0040-4039(00)95054-8
- Guidance literature:
-
Multi-step reaction with 3 steps
1: DIBAL / diethyl ether
2: benzene / Ambient temperature
3: 1) KN(TMS)2 / 1) THF, 5 min at -78 deg C then 1h at r.t., 2) 1 h, -78 deg C to r.t.
With
potassium hexamethylsilazane; diisobutylaluminium hydride;
In
diethyl ether; benzene;
DOI:10.1016/S0040-4039(00)95650-8