Technology Process of (3S,4S,6E,8E,10E)-3-((tert-Butyldiphenylsilyl)oxy)-4,6,10-trimethyl-11-(2'-methyloxazol-4'-yl)-1-oxo-6,8,10-undecatrien-5-one
There total 15 articles about (3S,4S,6E,8E,10E)-3-((tert-Butyldiphenylsilyl)oxy)-4,6,10-trimethyl-11-(2'-methyloxazol-4'-yl)-1-oxo-6,8,10-undecatrien-5-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium periodate;
In
1,4-dioxane; water;
at 25 ℃;
for 10.5h;
DOI:10.1021/jo00034a010
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 56 percent / diisobutylaluminum hydride / diethyl ether; hexane / 0.21 h / -78 °C
2: 85 percent / benzene / 22 h / 80 °C
3: 1.) NaH / 1.) toluene, oil, 40 deg C, 1.5 h, 2.) 110 deg C, 24 h
4: 89 percent / diisobutylaluminum hydride / diethyl ether; hexane / 1.5 h / -78 °C
5: 88 percent / MnO2 / CH2Cl2 / 20 h / 0 to 23 deg C gradually
6: 1.) NaH / 1.) THF, oil, -35 to -10 deg C, 30 min, then to 0 deg C, 1 h, then 22 deg C, 30 min, 2.) -35 to 23, 17 h
7: 83 percent / pyridinium p-toluenesulfonate / diethyl ether / 50 °C
8: 87 percent / NaIO4 / dioxane; H2O / 10.5 h / 25 °C
With
manganese(IV) oxide; sodium periodate; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride;
In
1,4-dioxane; diethyl ether; hexane; dichloromethane; water; benzene;
DOI:10.1021/jo00034a010
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 85 percent / benzene / 22 h / 80 °C
2: 1.) NaH / 1.) toluene, oil, 40 deg C, 1.5 h, 2.) 110 deg C, 24 h
3: 89 percent / diisobutylaluminum hydride / diethyl ether; hexane / 1.5 h / -78 °C
4: 88 percent / MnO2 / CH2Cl2 / 20 h / 0 to 23 deg C gradually
5: 1.) NaH / 1.) THF, oil, -35 to -10 deg C, 30 min, then to 0 deg C, 1 h, then 22 deg C, 30 min, 2.) -35 to 23, 17 h
6: 83 percent / pyridinium p-toluenesulfonate / diethyl ether / 50 °C
7: 87 percent / NaIO4 / dioxane; H2O / 10.5 h / 25 °C
With
manganese(IV) oxide; sodium periodate; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride;
In
1,4-dioxane; diethyl ether; hexane; dichloromethane; water; benzene;
DOI:10.1021/jo00034a010