Technology Process of (3aR,4R,5R,6aS)-4-[(E)-4-(2-Iodo-5-trifluoromethyl-phenoxy)-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-one
There total 7 articles about (3aR,4R,5R,6aS)-4-[(E)-4-(2-Iodo-5-trifluoromethyl-phenoxy)-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-one 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
toluene-4-sulfonic acid;
In
tetrahydrofuran; dichloromethane;
DOI:10.1002/jlcr.441
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium hydride / toluene; various solvent(s) / 0.08 h
1.2: 86 percent / iodine / toluene; various solvent(s) / 16 h / 20 °C
2.1: 48 percent / potassium carbonate / acetone / 16 h / Heating
3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C
3.2: 22 percent / tetrahydrofuran; hexane / 2 h
4.1: 60 percent / LiCl; triethylamine / tetrahydrofuran / 3.33 h / 5 - 20 °C
5.1: 97 percent / (-)-chlorodiisopinocampheylborane / tetrahydrofuran / 20.5 h / -20 - 20 °C
6.1: 77 percent / potassium carbonate / methanol / 2 h / 20 °C
7.1: 98 percent / p-toluenesulfonic acid / CH2Cl2; tetrahydrofuran
With
n-butyllithium; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; (-)-diisopinocamphenylborane chloride; lithium chloride;
In
tetrahydrofuran; methanol; hexane; dichloromethane; acetone; toluene;
DOI:10.1002/jlcr.441
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 48 percent / potassium carbonate / acetone / 16 h / Heating
2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C
2.2: 22 percent / tetrahydrofuran; hexane / 2 h
3.1: 60 percent / LiCl; triethylamine / tetrahydrofuran / 3.33 h / 5 - 20 °C
4.1: 97 percent / (-)-chlorodiisopinocampheylborane / tetrahydrofuran / 20.5 h / -20 - 20 °C
5.1: 77 percent / potassium carbonate / methanol / 2 h / 20 °C
6.1: 98 percent / p-toluenesulfonic acid / CH2Cl2; tetrahydrofuran
With
n-butyllithium; potassium carbonate; toluene-4-sulfonic acid; triethylamine; (-)-diisopinocamphenylborane chloride; lithium chloride;
In
tetrahydrofuran; methanol; hexane; dichloromethane; acetone;
DOI:10.1002/jlcr.441