Technology Process of Benzoic acid,4-hydroxy-, (2S)-3-[(4E,6E,8E)-4,6,8-dodecatrienyloxy]-2-hydroxypropyl ester(9CI)
There total 18 articles about Benzoic acid,4-hydroxy-, (2S)-3-[(4E,6E,8E)-4,6,8-dodecatrienyloxy]-2-hydroxypropyl ester(9CI) which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
tetrabutyl ammonium fluoride;
In
tetrahydrofuran;
for 12h;
Ambient temperature;
DOI:10.1021/jo960134o
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 1.) n-butyllithium / 1.) THF, hexane, 0 deg C, 1 h, 2.) -78 -> 0 deg C
2: 85 percent / Zn activated by copper acetate / methanol; H2O / 12 h
3: 1.63 g / pyridine / 12 h
4: 76 percent / Na2HPO4, 6percent Na(Hg) / tetrahydrofuran; methanol / 4 h
5: 81 percent / TBAF / tetrahydrofuran / 12 h / Ambient temperature
6: 86 percent / CBr4, PPh3 / CH2Cl2 / 12 h
7: 1.) NaH, 2.) tetrabutylammonium fluoride / 1.) THF, r.t., 1 h, 2.) THF, 60 deg C, 2 h
8: 84 percent / DDQ / CH2Cl2; H2O / 1 h / Ambient temperature
9: 202 mg / pyridine / 12 h
10: 83 percent / TBAF / tetrahydrofuran / 12 h / Ambient temperature
With
disodium hydrogenphosphate; n-butyllithium; sodium amalgam; carbon tetrabromide; tetrabutyl ammonium fluoride; sodium hydride; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc;
In
tetrahydrofuran; pyridine; methanol; dichloromethane; water;
DOI:10.1021/jo960134o
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 86 percent / CBr4, PPh3 / CH2Cl2 / 12 h
2: 1.) NaH, 2.) tetrabutylammonium fluoride / 1.) THF, r.t., 1 h, 2.) THF, 60 deg C, 2 h
3: 84 percent / DDQ / CH2Cl2; H2O / 1 h / Ambient temperature
4: 202 mg / pyridine / 12 h
5: 83 percent / TBAF / tetrahydrofuran / 12 h / Ambient temperature
With
carbon tetrabromide; tetrabutyl ammonium fluoride; sodium hydride; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
tetrahydrofuran; pyridine; dichloromethane; water;
DOI:10.1021/jo960134o