Technology Process of (2R,4R,5S)-1,4,5-tris(benzyloxy)-6-((tert-butyldimethylsilyl)oxy)-3,3-difluorohexan-2-ol
There total 10 articles about (2R,4R,5S)-1,4,5-tris(benzyloxy)-6-((tert-butyldimethylsilyl)oxy)-3,3-difluorohexan-2-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:
-
C26H38F2O5Si;
With
di(n-butyl)tin oxide;
In
toluene;
for 6h;
Reflux;
benzyl bromide;
With
tetra-(n-butyl)ammonium iodide;
In
toluene;
for 16h;
regioselective reaction;
Reflux;
DOI:10.1016/j.tetlet.2012.02.062
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: dmap; triethylamine / dichloromethane / 0 - 20 °C
2.1: methanesulfonyl chloride; triethylamine / dichloromethane / 0.5 h / 0 °C
2.2: 0 - 20 °C
3.1: 12 h / 130 °C
4.1: methanol; potassium carbonate / 8 h / 20 °C
5.1: dmap; triethylamine / dichloromethane / 0 - 20 °C
6.1: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C
6.2: 0 - 20 °C
7.1: potassium osmate(VI) dihydrate; 4-methylmorpholine N-oxide / water; acetone / 48 h / 20 °C
8.1: di(n-butyl)tin oxide / toluene / 6 h / Reflux
8.2: 16 h / Reflux
With
methanol; dmap; potassium osmate(VI) dihydrate; tetra-(n-butyl)ammonium iodide; sodium hydride; di(n-butyl)tin oxide; potassium carbonate; methanesulfonyl chloride; 4-methylmorpholine N-oxide; triethylamine;
In
tetrahydrofuran; dichloromethane; water; acetone; toluene; mineral oil;
DOI:10.1016/j.tetlet.2012.02.062
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 12 h / 130 °C
2.1: methanol; potassium carbonate / 8 h / 20 °C
3.1: dmap; triethylamine / dichloromethane / 0 - 20 °C
4.1: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C
4.2: 0 - 20 °C
5.1: potassium osmate(VI) dihydrate; 4-methylmorpholine N-oxide / water; acetone / 48 h / 20 °C
6.1: di(n-butyl)tin oxide / toluene / 6 h / Reflux
6.2: 16 h / Reflux
With
methanol; dmap; potassium osmate(VI) dihydrate; tetra-(n-butyl)ammonium iodide; sodium hydride; di(n-butyl)tin oxide; potassium carbonate; 4-methylmorpholine N-oxide; triethylamine;
In
tetrahydrofuran; dichloromethane; water; acetone; toluene; mineral oil;
DOI:10.1016/j.tetlet.2012.02.062
