Technology Process of (8R,8aS)-8-benzyloxy-3,5,6,7,8,8a-hexahydroindolizine
There total 7 articles about (8R,8aS)-8-benzyloxy-3,5,6,7,8,8a-hexahydroindolizine 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:
-
(2S)-((1'R)-phenylmethoxy-4'-hydroxybutyl)-2,5-dihydropyrrole;
With
carbon tetrabromide; triphenylphosphine;
In
dichloromethane;
at 0 ℃;
for 0.166667h;
With
triethylamine;
In
dichloromethane;
at 4 ℃;
for 120h;
Further stages.;
DOI:10.1021/jo025977w
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: KHMDS / toluene / 0.08 h / 0 °C
1.2: 2.76 g / toluene / 3 h / 0 - 20 °C
2.1: 88.2 percent / p-toluenesulfonic acid monohydrate / 72 h / 105 °C
3.1: 98 percent / triethylamine / tetrahydrofuran / 24 h / 20 °C
4.1: 95.2 percent / benzylidene-bis(tricyclohexylphosphine)dichlororuthenium / CH2Cl2 / 20 h / Heating
5.1: 74.2 percent / sodium hydride; tetrabutylammonium iodide / tetrahydrofuran / 48 h / 20 °C
6.1: 88.1 percent / trifluoroacetic acid; anisole / CH2Cl2 / 1.5 h / 20 °C
7.1: triphenylphosphine; carbon tetrabromide / CH2Cl2 / 0.17 h / 0 °C
7.2: 73.7 percent / triethylamine / CH2Cl2 / 120 h / 4 °C
With
Grubbs catalyst first generation; carbon tetrabromide; tetra-(n-butyl)ammonium iodide; potassium hexamethylsilazane; sodium hydride; toluene-4-sulfonic acid; methoxybenzene; triethylamine; triphenylphosphine; trifluoroacetic acid;
In
tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo025977w
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 88.2 percent / p-toluenesulfonic acid monohydrate / 72 h / 105 °C
2.1: 98 percent / triethylamine / tetrahydrofuran / 24 h / 20 °C
3.1: 95.2 percent / benzylidene-bis(tricyclohexylphosphine)dichlororuthenium / CH2Cl2 / 20 h / Heating
4.1: 74.2 percent / sodium hydride; tetrabutylammonium iodide / tetrahydrofuran / 48 h / 20 °C
5.1: 88.1 percent / trifluoroacetic acid; anisole / CH2Cl2 / 1.5 h / 20 °C
6.1: triphenylphosphine; carbon tetrabromide / CH2Cl2 / 0.17 h / 0 °C
6.2: 73.7 percent / triethylamine / CH2Cl2 / 120 h / 4 °C
With
Grubbs catalyst first generation; carbon tetrabromide; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; methoxybenzene; triethylamine; triphenylphosphine; trifluoroacetic acid;
In
tetrahydrofuran; dichloromethane;
DOI:10.1021/jo025977w
