Technology Process of (S)-1,2,3,5,8,8a-hexahydro-6-(4-methoxyphenyl)-3-oxoindolizin-7-yl-trifluoromethanesulfonate
There total 5 articles about (S)-1,2,3,5,8,8a-hexahydro-6-(4-methoxyphenyl)-3-oxoindolizin-7-yl-trifluoromethanesulfonate 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:
-
(6R,8aS)-hexahydro-6-(4-methoxyphenyl)indolizine-3,7-dione;
With
potassium hydride;
In
tetrahydrofuran;
at 0 - 20 ℃;
for 2h;
N,N-phenylbistrifluoromethane-sulfonimide;
In
tetrahydrofuran;
at 20 ℃;
for 1h;
DOI:10.1002/ejoc.201100125
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: hydrogenchloride / methanol; water / 0 - 20 °C
2.1: ammonium chloride; zinc / tetrahydrofuran; water / 3 h / 20 °C / Inert atmosphere
3.1: tetramethylammonium triacetoxyborohydride / acetic acid; acetonitrile / 1 h / 0 °C
4.1: indium; ammonium chloride / ethanol; water / 4 h / Reflux
4.2: 5 h / Reflux
5.1: sulfur trioxide pyridine complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 °C
6.1: potassium hydride / tetrahydrofuran / 2 h / 0 - 20 °C
6.2: 1 h / 20 °C
With
hydrogenchloride; indium; sulfur trioxide pyridine complex; potassium hydride; ammonium chloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; tetramethylammonium triacetoxyborohydride; zinc;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetic acid; acetonitrile;
DOI:10.1002/ejoc.201100125
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: ammonium chloride; zinc / tetrahydrofuran; water / 3 h / 20 °C / Inert atmosphere
2.1: tetramethylammonium triacetoxyborohydride / acetic acid; acetonitrile / 1 h / 0 °C
3.1: indium; ammonium chloride / ethanol; water / 4 h / Reflux
3.2: 5 h / Reflux
4.1: sulfur trioxide pyridine complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 °C
5.1: potassium hydride / tetrahydrofuran / 2 h / 0 - 20 °C
5.2: 1 h / 20 °C
With
indium; sulfur trioxide pyridine complex; potassium hydride; ammonium chloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; tetramethylammonium triacetoxyborohydride; zinc;
In
tetrahydrofuran; ethanol; dichloromethane; water; acetic acid; acetonitrile;
DOI:10.1002/ejoc.201100125
