Technology Process of {(2R,3S,11bS)-2-[2-(benzyloxy)ethyl]-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-3-yl}methanol
There total 10 articles about {(2R,3S,11bS)-2-[2-(benzyloxy)ethyl]-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-3-yl}methanol 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
lithium aluminium tetrahydride;
In
tetrahydrofuran;
at 0 ℃;
for 16.5h;
optical yield given as %ee;
Reflux;
DOI:10.1002/ejoc.201101296
- Guidance literature:
-
Multi-step reaction with 2 steps
1: hydrogenchloride / 1,4-dioxane / 1.5 h / 20 °C / Cooling with ice
2: lithium aluminium tetrahydride / tetrahydrofuran / 16.5 h / 0 °C / Reflux
With
hydrogenchloride; lithium aluminium tetrahydride;
In
tetrahydrofuran; 1,4-dioxane;
DOI:10.1002/ejoc.201101296
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.75 h / -78 °C / Inert atmosphere
1.2: 0.75 h / -78 °C / Inert atmosphere
2.1: 17 h / 20 °C / Inert atmosphere
3.1: diisobutylaluminium hydride / dichloromethane; cyclohexane / 2.33 h / -78 °C / Inert atmosphere
4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.75 h / -78 °C / Inert atmosphere
4.2: 1.25 h / -78 - 20 °C / Inert atmosphere
5.1: (R)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine / ethanol / 64 h / 20 °C
6.1: hydrogenchloride / 1,4-dioxane / 1.5 h / 20 °C / Cooling with ice
7.1: lithium aluminium tetrahydride / tetrahydrofuran / 16.5 h / 0 °C / Reflux
With
hydrogenchloride; lithium aluminium tetrahydride; oxalyl dichloride; (R)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine; diisobutylaluminium hydride; dimethyl sulfoxide;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; cyclohexane;
1.1: Swern oxidation / 1.2: Swern oxidation / 4.1: Swern oxidation / 4.2: Swern oxidation;
DOI:10.1002/ejoc.201101296
