Technology Process of Benzoic acid (6Z,10E,12Z,15Z)-(S)-9-hydroxy-19-methoxycarbonyl-nonadeca-6,10,12,15-tetraenyl ester
There total 11 articles about Benzoic acid (6Z,10E,12Z,15Z)-(S)-9-hydroxy-19-methoxycarbonyl-nonadeca-6,10,12,15-tetraenyl ester which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
Multi-step reaction with 10 steps
1: lithium hexamethyldisilazane (LiHMDS) / tetrahydrofuran; hexamethylphosphoric acid triamide / 2.5 h / -78 - 20 °C
2: NaHCO3 / tetrahydrofuran; hexamethylphosphoric acid triamide / 2 h / Ambient temperature
3: 68 percent / AlH3*Et2O / tetrahydrofuran / 0.5 h / 0 °C
4: 85 percent / Et3N / CH2Cl2 / 0 °C
5: aq. TFA / tetrahydrofuran / Ambient temperature
6: Na2CO3, Pb(OAc)4 / CH2Cl2 / 0.25 h / -78 °C
7: toluene / 3 h / 80 °C
8: lithium hexamethyldisilazane (LiHMDS) / tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / -78 - 0 °C
9: NaHCO3 / tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / Ambient temperature
10: tetra-n-butylammonium fluoride / tetrahydrofuran / Ambient temperature
With
lead(IV) acetate; aluminium hydride * diethyl ether; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; sodium carbonate; triethylamine; trifluoroacetic acid; lithium hexamethyldisilazane;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; toluene;
DOI:10.1021/jo00356a004
- Guidance literature:
-
With
tetrabutyl ammonium fluoride;
In
tetrahydrofuran;
Ambient temperature;
DOI:10.1021/jo00356a004
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 85 percent / Et3N / CH2Cl2 / 0 °C
2: aq. TFA / tetrahydrofuran / Ambient temperature
3: Na2CO3, Pb(OAc)4 / CH2Cl2 / 0.25 h / -78 °C
4: toluene / 3 h / 80 °C
5: lithium hexamethyldisilazane (LiHMDS) / tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / -78 - 0 °C
6: NaHCO3 / tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / Ambient temperature
7: tetra-n-butylammonium fluoride / tetrahydrofuran / Ambient temperature
With
lead(IV) acetate; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; sodium carbonate; triethylamine; trifluoroacetic acid; lithium hexamethyldisilazane;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; toluene;
DOI:10.1021/jo00356a004