Technology Process of (4R,5S,8R,9R)-9-tert-butyldiphenylsilyloxy-5,8-oxidononadecan-1,4-olide
There total 10 articles about (4R,5S,8R,9R)-9-tert-butyldiphenylsilyloxy-5,8-oxidononadecan-1,4-olide 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;
In
N,N-dimethyl-formamide;
for 16h;
Ambient temperature;
DOI:10.1021/jo982110i
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 89 percent / PCC, celite / CH2Cl2 / 2 h
2: tetrahydrofuran / 0.5 h / 0 °C
3: propionic acid / xylene / 2 h / Heating
5: 92 percent / TsOH / acetone / 0.5 h / Ambient temperature
6: 94 percent / Et3N / CH2Cl2 / 2 h / -30 - 0 °C
7: TsOH / methanol; H2O / 16 h / Ambient temperature
8: Py / 2 h / Heating
9: 95 percent / imidazole / dimethylformamide / 16 h / Ambient temperature
With
pyridine; 1H-imidazole; Celite; toluene-4-sulfonic acid; propionic acid; triethylamine; pyridinium chlorochromate;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; xylene;
DOI:10.1021/jo982110i
- Guidance literature:
-
Multi-step reaction with 10 steps
1: LiAlH4 / diethyl ether / 1 h / 0 - 20 °C
2: 89 percent / PCC, celite / CH2Cl2 / 2 h
3: tetrahydrofuran / 0.5 h / 0 °C
4: propionic acid / xylene / 2 h / Heating
6: 92 percent / TsOH / acetone / 0.5 h / Ambient temperature
7: 94 percent / Et3N / CH2Cl2 / 2 h / -30 - 0 °C
8: TsOH / methanol; H2O / 16 h / Ambient temperature
9: Py / 2 h / Heating
10: 95 percent / imidazole / dimethylformamide / 16 h / Ambient temperature
With
pyridine; 1H-imidazole; lithium aluminium tetrahydride; Celite; toluene-4-sulfonic acid; propionic acid; triethylamine; pyridinium chlorochromate;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetone; xylene;
DOI:10.1021/jo982110i
