Technology Process of (2S,3R,5R)-6-(benzyloxy)-2,5-dimethylhexan-1,3-diol
There total 6 articles about (2S,3R,5R)-6-(benzyloxy)-2,5-dimethylhexan-1,3-diol 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:
-
((2R,3R)-3-((2R)-3-(benzyloxy)-2-methylpropyl)oxiran-2-yl)methanol; methyllithium;
With
copper(l) iodide;
In
diethyl ether;
at -23 ℃;
for 3h;
With
sodium periodate;
In
tetrahydrofuran; water;
at 20 ℃;
for 2h;
regioselective reaction;
DOI:10.1016/j.tetlet.2013.02.052
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: dimethyl sulfoxide / 1 h / 20 °C
2.1: n-butyllithium / tetrahydrofuran / 3 h / -78 - 20 °C
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C
4.1: D-(-)-diisopropyl tartrate; titanium(IV) isopropylate; tert.-butylhydroperoxide / dichloromethane / 12 h / -20 °C / Molecular sieve
5.1: copper(l) iodide / diethyl ether / 3 h / -23 °C
5.2: 2 h / 20 °C
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; copper(l) iodide; lithium aluminium tetrahydride; n-butyllithium; D-(-)-diisopropyl tartrate;
In
tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/j.tetlet.2013.02.052
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: dichloromethane / 0 - 20 °C / Alkaline conditions
2.1: dimethyl sulfoxide / 1 h / 20 °C
3.1: n-butyllithium / tetrahydrofuran / 3 h / -78 - 20 °C
4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C
5.1: D-(-)-diisopropyl tartrate; titanium(IV) isopropylate; tert.-butylhydroperoxide / dichloromethane / 12 h / -20 °C / Molecular sieve
6.1: copper(l) iodide / diethyl ether / 3 h / -23 °C
6.2: 2 h / 20 °C
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; copper(l) iodide; lithium aluminium tetrahydride; n-butyllithium; D-(-)-diisopropyl tartrate;
In
tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/j.tetlet.2013.02.052
