Technology Process of Diphenylmethyl (2E,4E,7R,12Z)-14-hydroxy-3,5,7-trimethyltetradeca-2,4,12-trienoate
There total 9 articles about Diphenylmethyl (2E,4E,7R,12Z)-14-hydroxy-3,5,7-trimethyltetradeca-2,4,12-trienoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
dichloro bis(acetonitrile) palladium(II);
In
N,N-dimethyl-formamide;
at 20 ℃;
for 72h;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 89 percent / 18-Crown-6; KHMDS / tetrahydrofuran; toluene / -78 - 20 °C
2.1: 100 percent / DIBAL-H / tetrahydrofuran; toluene / -78 °C
3.1: 87 percent / Et3N / CH2Cl2 / 72 h
4.1: 75 percent / AcOH; Water / tetrahydrofuran / 36 h / 45 °C
5.1: 100 percent / Et3N / CH2Cl2 / 20 °C
6.1: 82 percent / dimethylsulfoxide / 0.5 h
7.1: 93 percent / TBAF / tetrahydrofuran
8.1: Cp2ZrCl2 / hexane; 1,2-dichloro-ethane / 40 °C
8.2: 86 percent / I2 / tetrahydrofuran; hexane; 1,2-dichloro-ethane / 0.5 h / -30 - 0 °C
9.1: 62 percent / PdCl2(CH3CN)2 / dimethylformamide / 72 h / 20 °C
With
zirconocene dichloride; 18-crown-6 ether; tetrabutyl ammonium fluoride; water; potassium hexamethylsilazane; diisobutylaluminium hydride; acetic acid; triethylamine;
dichloro bis(acetonitrile) palladium(II);
In
tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
1.1: Condensation / 2.1: Reduction / 3.1: Substitution / 4.1: Hydrolysis / 5.1: Tosylation / 6.1: Substitution / 7.1: Desilylation / 8.1: Addition / 8.2: Iodination / 9.1: Stille coupling;
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: O3 / CH2Cl2 / -78 - 0 °C
1.2: 78 percent / PPh3 / CH2Cl2 / 0 - 20 °C
2.1: 89 percent / 18-Crown-6; KHMDS / tetrahydrofuran; toluene / -78 - 20 °C
3.1: 100 percent / DIBAL-H / tetrahydrofuran; toluene / -78 °C
4.1: 87 percent / Et3N / CH2Cl2 / 72 h
5.1: 75 percent / AcOH; Water / tetrahydrofuran / 36 h / 45 °C
6.1: 100 percent / Et3N / CH2Cl2 / 20 °C
7.1: 82 percent / dimethylsulfoxide / 0.5 h
8.1: 93 percent / TBAF / tetrahydrofuran
9.1: Cp2ZrCl2 / hexane; 1,2-dichloro-ethane / 40 °C
9.2: 86 percent / I2 / tetrahydrofuran; hexane; 1,2-dichloro-ethane / 0.5 h / -30 - 0 °C
10.1: 62 percent / PdCl2(CH3CN)2 / dimethylformamide / 72 h / 20 °C
With
zirconocene dichloride; 18-crown-6 ether; tetrabutyl ammonium fluoride; water; potassium hexamethylsilazane; diisobutylaluminium hydride; ozone; acetic acid; triethylamine;
dichloro bis(acetonitrile) palladium(II);
In
tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
1.1: Oxidation / 1.2: Reduction / 2.1: Condensation / 3.1: Reduction / 4.1: Substitution / 5.1: Hydrolysis / 6.1: Tosylation / 7.1: Substitution / 8.1: Desilylation / 9.1: Addition / 9.2: Iodination / 10.1: Stille coupling;
