Technology Process of (3S,6R)-3-((4-fluoro-1-tosyl-3-indolyl)methyl)-3,6-dihydro-6-isopropyl-2,5-dimethoxypyrazine
There total 6 articles about (3S,6R)-3-((4-fluoro-1-tosyl-3-indolyl)methyl)-3,6-dihydro-6-isopropyl-2,5-dimethoxypyrazine 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)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 0.666667h;
3-bromomethyl-4-fluoro-1-tosylindole;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 1.5h;
diastereoselective reaction;
DOI:10.1080/00397911.2010.523154
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: trichlorophosphate / 0.25 h / Cooling with ice
1.2: 1 h / 40 °C
2.1: sodium hydride / tetrahydrofuran / 20 °C / Cooling with ice
3.1: sodium tetrahydroborate / tetrahydrofuran; ethanol / 20 °C / Cooling with ice
4.1: N-Bromosuccinimide; triphenylphosphine / dichloromethane / 20 °C / Cooling with ice
5.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 °C
5.2: 1.5 h / -78 °C
With
sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; sodium hydride; triphenylphosphine; trichlorophosphate;
In
tetrahydrofuran; ethanol; hexane; dichloromethane;
1.1: Vilsmeier-Haack reaction / 1.2: Vilsmeier-Haack reaction;
DOI:10.1080/00397911.2010.523154
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: sodium hydride / tetrahydrofuran / 20 °C / Cooling with ice
2.1: sodium tetrahydroborate / tetrahydrofuran; ethanol / 20 °C / Cooling with ice
3.1: N-Bromosuccinimide; triphenylphosphine / dichloromethane / 20 °C / Cooling with ice
4.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 °C
4.2: 1.5 h / -78 °C
With
sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; sodium hydride; triphenylphosphine;
In
tetrahydrofuran; ethanol; hexane; dichloromethane;
DOI:10.1080/00397911.2010.523154
