Technology Process of (2R,2'S,5'R)-5'-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-undecyl]-octahydro-[2,2']bifuranyl-5-ol
There total 11 articles about (2R,2'S,5'R)-5'-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-undecyl]-octahydro-[2,2']bifuranyl-5-ol 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
diisobutylaluminium hydride;
In
tetrahydrofuran; toluene;
at -78 ℃;
for 1.5h;
DOI:10.1021/jo982110i
- Guidance literature:
-
Multi-step reaction with 11 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
11: 2.21 g / DIBAL-H / tetrahydrofuran; toluene / 1.5 h / -78 °C
With
pyridine; 1H-imidazole; lithium aluminium tetrahydride; Celite; diisobutylaluminium hydride; toluene-4-sulfonic acid; propionic acid; triethylamine; pyridinium chlorochromate;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; xylene;
DOI:10.1021/jo982110i
- Guidance literature:
-
Multi-step reaction with 10 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
10: 2.21 g / DIBAL-H / tetrahydrofuran; toluene / 1.5 h / -78 °C
With
pyridine; 1H-imidazole; Celite; diisobutylaluminium hydride; toluene-4-sulfonic acid; propionic acid; triethylamine; pyridinium chlorochromate;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; xylene;
DOI:10.1021/jo982110i
