Technology Process of 1,3-dimethoxy-5-((2R)-hydroxypropyl)benzene
There total 6 articles about 1,3-dimethoxy-5-((2R)-hydroxypropyl)benzene 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:
-
1-bromo-3,5-dimethoxybenzene;
With
tert.-butyl lithium;
In
tetrahydrofuran; pentane;
at -78 ℃;
for 1h;
(R)-propylene oxide;
In
tetrahydrofuran; pentane;
at -78 - 23 ℃;
for 5.5h;
DOI:10.1021/jo060562m
- Guidance literature:
-
(S)-3-(3,5-dimethoxyphenyl)propane-1,2-diol;
With
dmap; di(n-butyl)tin oxide; triethylamine; p-toluenesulfonyl chloride;
In
dichloromethane;
at 0 - 20 ℃;
for 3h;
With
lithium aluminium tetrahydride;
In
tetrahydrofuran;
at 0 - 20 ℃;
for 5h;
DOI:10.1016/j.tet.2020.131524
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: dichloromethane / 12 h / 20 °C
2.1: hydrogen; palladium 10% on activated carbon / methanol / 10 h / 20 °C / 5171.62 Torr
3.1: diisobutylaluminium hydride / dichloromethane; toluene / 2 h / -78 °C
4.1: D-Prolin; Nitrosobenzene / acetonitrile / 24 h / -20 °C
4.2: 0.5 h / 0 °C
4.3: 12 h / 20 °C
5.1: p-toluenesulfonyl chloride; di(n-butyl)tin oxide; dmap; triethylamine / dichloromethane / 3 h / 0 - 20 °C
5.2: 5 h / 0 - 20 °C
With
dmap; palladium 10% on activated carbon; hydrogen; diisobutylaluminium hydride; di(n-butyl)tin oxide; triethylamine; Nitrosobenzene; p-toluenesulfonyl chloride; D-Prolin;
In
methanol; dichloromethane; toluene; acetonitrile;
1.1: |Wittig Olefination;
DOI:10.1016/j.tet.2020.131524
