Technology Process of (5Z,8Z,10E)-12-(tert-Butyl-diphenyl-silanyloxy)-15-diazo-14-oxo-icosa-5,8,10-trienoic acid ethyl ester
There total 12 articles about (5Z,8Z,10E)-12-(tert-Butyl-diphenyl-silanyloxy)-15-diazo-14-oxo-icosa-5,8,10-trienoic acid ethyl 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:
-
With
1H-imidazole; dmap;
In
dichloromethane;
at 20 ℃;
for 12h;
DOI:10.1021/jo001731k
- Guidance literature:
-
Multi-step reaction with 9 steps
2.1: PCC
3.1: KHMDS / tetrahydrofuran; toluene / 1 h / -78 °C
3.2: 75 percent / tetrahydrofuran / 1.5 h / -78 - 20 °C
4.1: 91 percent / aq. AcOH / 42 h / 20 °C
5.1: NaIO4; SiO2 / H2O; CH2Cl2 / 0.33 h / 20 °C
6.1: KHMDS / tetrahydrofuran; toluene / 1 h / -78 °C
6.2: 1.19 g / CH2Cl2 / 4 h / -78 - 20 °C
7.1: 97 percent / Dess-Martin periodinane / CH2Cl2 / 0.83 h / 20 °C
8.1: KHMDS / toluene / 0.17 h / -78 °C
8.2: 17.5 percent / toluene / 1 h
9.1: 2.43 g / imidazole; DMAP / CH2Cl2 / 12 h / 20 °C
With
1H-imidazole; dmap; sodium periodate; silica gel; potassium hexamethylsilazane; Dess-Martin periodane; acetic acid; pyridinium chlorochromate;
In
tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1021/jo001731k
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: K2CO3; TBAI; Cu / toluene / 3 h / Heating
1.2: 48 percent / toluene / 43 h / 50 °C
2.1: 73 percent / DBU; p-nitrobenzenesulfonyl azide / CH2Cl2 / 3 h / 0 °C
3.1: KHMDS / toluene / 0.17 h / -78 °C
3.2: 17.5 percent / toluene / 1 h
4.1: 2.43 g / imidazole; DMAP / CH2Cl2 / 12 h / 20 °C
With
1H-imidazole; dmap; p-nitrobenzenesulfonyl azide; tetra-(n-butyl)ammonium iodide; potassium hexamethylsilazane; copper; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene;
In
dichloromethane; toluene;
DOI:10.1021/jo001731k
