Technology Process of (2R,3R,11bS)-2-[2-(benzyloxy)ethyl]-9,10-dimethoxy-3-vinyl-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinoline
There total 13 articles about (2R,3R,11bS)-2-[2-(benzyloxy)ethyl]-9,10-dimethoxy-3-vinyl-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinoline 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:
-
Methyltriphenylphosphonium bromide;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at 0 ℃;
for 0.5h;
Inert atmosphere;
C25H31NO4;
In
tetrahydrofuran; hexane;
at -78 - 0 ℃;
for 1.5h;
Inert atmosphere;
DOI:10.1002/ejoc.201101296
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: lithium diisopropyl amide / tetrahydrofuran / 3 h / -78 °C / Inert atmosphere
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 16.5 h / 0 °C / Reflux
3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere
3.2: 0.42 h / -78 - 20 °C / Inert atmosphere
4.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / 0 °C / Inert atmosphere
4.2: 1.5 h / -78 - 0 °C / Inert atmosphere
With
lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; lithium diisopropyl amide;
In
tetrahydrofuran; hexane; dichloromethane;
3.1: Swern oxidation / 3.2: Swern oxidation / 4.1: Wittig reaction;
DOI:10.1002/ejoc.201101296
- Guidance literature:
-
Multi-step reaction with 10 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; dichloromethane / 1.5 h / 20 °C / Cooling with ice
7.1: lithium diisopropyl amide / tetrahydrofuran / 3 h / -78 °C / Inert atmosphere
8.1: lithium aluminium tetrahydride / tetrahydrofuran / 16.5 h / 0 °C / Reflux
9.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere
9.2: 0.42 h / -78 - 20 °C / Inert atmosphere
10.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / 0 °C / Inert atmosphere
10.2: 1.5 h / -78 - 0 °C / Inert atmosphere
With
hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; (R)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine; diisobutylaluminium hydride; dimethyl sulfoxide; lithium diisopropyl amide;
In
tetrahydrofuran; 1,4-dioxane; ethanol; hexane; dichloromethane; cyclohexane;
1.1: Swern oxidation / 1.2: Swern oxidation / 4.1: Swern oxidation / 4.2: Swern oxidation / 6.1: Pictet-Spengler cyclisation / 9.1: Swern oxidation / 9.2: Swern oxidation / 10.1: Wittig reaction;
DOI:10.1002/ejoc.201101296
