Technology Process of (5E,9Z,13E)-9-Fluoro-5,13-dimethyl-18-phenyl-octadeca-5,9,13-trien-17-yneselenoic acid Se-phenyl ester
There total 11 articles about (5E,9Z,13E)-9-Fluoro-5,13-dimethyl-18-phenyl-octadeca-5,9,13-trien-17-yneselenoic acid Se-phenyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
tributylphosphine;
In
benzene;
at 20 ℃;
for 20h;
DOI:10.1039/b002999h
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: 82 percent / dipropyl ketal; PPTS; hydroquinone / toluene / 16 h / 120 °C
2.1: 76 percent / DIBAL-H / diethyl ether; hexane / 0.17 h / -78 °C
3.1: 66 percent / ethanol / 4 h / 140 °C
4.1: 99 percent / DIBAL-H / diethyl ether; CH2Cl2 / 0.17 h / -78 °C
5.1: Mg / tetrahydrofuran
5.2: 99 percent / tetrahydrofuran / 0.5 h / 0 °C
6.1: 76 percent / ethanol / 4 h / 140 °C
7.1: LiAlH4 / tetrahydrofuran / 17 h
8.1: NEt3 / CH2Cl2 / 1.5 h / 0 °C
9.1: 1.98 g / dimethylsulfoxide / 15 h / 60 °C
10.1: 83 percent / KOH / aq. ethanol / 24 h / 100 °C
11.1: 74 percent / PBu3 / benzene / 20 h / 20 °C
With
potassium hydroxide; lithium aluminium tetrahydride; tributylphosphine; dipropyl ketal; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; magnesium; triethylamine; hydroquinone;
In
tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; dimethyl sulfoxide; toluene; benzene;
1.1: Claisen rearrangement / 3.1: Claisen rearrangement / 6.1: Claisen rearrangement;
DOI:10.1039/b002999h
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 76 percent / DIBAL-H / diethyl ether; hexane / 0.17 h / -78 °C
2.1: 66 percent / ethanol / 4 h / 140 °C
3.1: 99 percent / DIBAL-H / diethyl ether; CH2Cl2 / 0.17 h / -78 °C
4.1: Mg / tetrahydrofuran
4.2: 99 percent / tetrahydrofuran / 0.5 h / 0 °C
5.1: 76 percent / ethanol / 4 h / 140 °C
6.1: LiAlH4 / tetrahydrofuran / 17 h
7.1: NEt3 / CH2Cl2 / 1.5 h / 0 °C
8.1: 1.98 g / dimethylsulfoxide / 15 h / 60 °C
9.1: 83 percent / KOH / aq. ethanol / 24 h / 100 °C
10.1: 74 percent / PBu3 / benzene / 20 h / 20 °C
With
potassium hydroxide; lithium aluminium tetrahydride; tributylphosphine; diisobutylaluminium hydride; magnesium; triethylamine;
In
tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; dimethyl sulfoxide; benzene;
2.1: Claisen rearrangement / 5.1: Claisen rearrangement;
DOI:10.1039/b002999h
