Technology Process of (4R,6R)-6-{2-[4-(4-Fluoro-phenyl)-2-isopropyl-quinolin-3-yl]-ethyl}-4-hydroxy-tetrahydro-pyran-2-one
There total 9 articles about (4R,6R)-6-{2-[4-(4-Fluoro-phenyl)-2-isopropyl-quinolin-3-yl]-ethyl}-4-hydroxy-tetrahydro-pyran-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:
-
Multi-step reaction with 11 steps
1: 28 percent / p-TSA / toluene / 5 h / Heating
2: 94 percent / DIBAL-H / CH2Cl2 / 3 h / -78 °C
3: 100 percent / oxalyl chloride, dimethyl sulfoxide / CH2Cl2 / 1 h / -78 °C
4: 74 percent / CH2Cl2 / 72 h / Ambient temperature
5: 60 percent / H2 / 10percent Pd/C / methanol / 5 h / 2585.7 Torr / Ambient temperature
6: DIBAL-H / CH2Cl2 / 2 h / -78 °C
7: oxalyl chloride, dimethyl sulfoxide / CH2Cl2 / 1 h / -78 °C
8: 1.) sodium hydride, 2.) n-butyllithium / 1.) THF, 0 deg C, 2.) -78 deg C, 1 h
10: 1 N aq. NaOH / tetrahydrofuran; methanol / 2 h / Ambient temperature
11: toluene / 3 h / Heating
With
sodium hydroxide; n-butyllithium; oxalyl dichloride; hydrogen; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1021/jm00105a057
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 28 percent / p-TSA / toluene / 5 h / Heating
2: 94 percent / DIBAL-H / CH2Cl2 / 3 h / -78 °C
3: 100 percent / oxalyl chloride, dimethyl sulfoxide / CH2Cl2 / 1 h / -78 °C
4: 74 percent / CH2Cl2 / 72 h / Ambient temperature
5: 60 percent / H2 / 10percent Pd/C / methanol / 5 h / 2585.7 Torr / Ambient temperature
6: DIBAL-H / CH2Cl2 / 2 h / -78 °C
7: oxalyl chloride, dimethyl sulfoxide / CH2Cl2 / 1 h / -78 °C
8: 1.) sodium hydride, 2.) n-butyllithium / 1.) THF, 0 deg C, 2.) -78 deg C, 1 h
10: 1 N aq. NaOH / tetrahydrofuran; methanol / 2 h / Ambient temperature
11: toluene / 3 h / Heating
With
sodium hydroxide; n-butyllithium; oxalyl dichloride; hydrogen; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1021/jm00105a057
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 94 percent / DIBAL-H / CH2Cl2 / 3 h / -78 °C
2: 100 percent / oxalyl chloride, dimethyl sulfoxide / CH2Cl2 / 1 h / -78 °C
3: 74 percent / CH2Cl2 / 72 h / Ambient temperature
4: 60 percent / H2 / 10percent Pd/C / methanol / 5 h / 2585.7 Torr / Ambient temperature
5: DIBAL-H / CH2Cl2 / 2 h / -78 °C
6: oxalyl chloride, dimethyl sulfoxide / CH2Cl2 / 1 h / -78 °C
7: 1.) sodium hydride, 2.) n-butyllithium / 1.) THF, 0 deg C, 2.) -78 deg C, 1 h
9: 1 N aq. NaOH / tetrahydrofuran; methanol / 2 h / Ambient temperature
10: toluene / 3 h / Heating
With
sodium hydroxide; n-butyllithium; oxalyl dichloride; hydrogen; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1021/jm00105a057
