Technology Process of (1S,4S,8R)-cis-1,3,4,4a,5,7,8,8a-octahydro-1-isopropyl-2-(p-tolylsulfonyl)-6(2H)-isoquinolone
There total 9 articles about (1S,4S,8R)-cis-1,3,4,4a,5,7,8,8a-octahydro-1-isopropyl-2-(p-tolylsulfonyl)-6(2H)-isoquinolone 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 9 steps
1: diisobutylaluminum hydride (DIBAL) / toluene; hexane / 1.5 h / -78 °C
2: 1.) zinc, AlMe3 / 1.) THF, hexane, 25 deg C, 15 min, 2.) -30 to -20 deg C, 5 h
3: trifluoroacetic acid / CH2Cl2 / 0.5 h / Ambient temperature
4: Et3N / CH2Cl2 / 12 h / Ambient temperature
5: K2CO3 / acetonitrile / 12 h / Heating
6: diisobutylaluminum hydride (DIBAL) / toluene; hexane / 2 h / -78 °C
7: NaH / tetrahydrofuran / 1.5 h / 0 °C
8: Et3N / diethyl ether / 1.5 h / 0 °C
9: 2.) HF / 1.) toluene, 180 deg C, 96 h, 2.) CH3CN, RT, 2 h
With
hydrogen fluoride; trimethylaluminum; sodium hydride; diisobutylaluminium hydride; potassium carbonate; triethylamine; trifluoroacetic acid; zinc;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene; acetonitrile;
DOI:10.1021/jo00278a024
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 1.) zinc, AlMe3 / 1.) THF, hexane, 25 deg C, 15 min, 2.) -30 to -20 deg C, 5 h
2: trifluoroacetic acid / CH2Cl2 / 0.5 h / Ambient temperature
3: Et3N / CH2Cl2 / 12 h / Ambient temperature
4: K2CO3 / acetonitrile / 12 h / Heating
5: diisobutylaluminum hydride (DIBAL) / toluene; hexane / 2 h / -78 °C
6: NaH / tetrahydrofuran / 1.5 h / 0 °C
7: Et3N / diethyl ether / 1.5 h / 0 °C
8: 2.) HF / 1.) toluene, 180 deg C, 96 h, 2.) CH3CN, RT, 2 h
With
hydrogen fluoride; trimethylaluminum; sodium hydride; diisobutylaluminium hydride; potassium carbonate; triethylamine; trifluoroacetic acid; zinc;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene; acetonitrile;
DOI:10.1021/jo00278a024
- Guidance literature:
-
Multi-step reaction with 6 steps
1: Et3N / CH2Cl2 / 12 h / Ambient temperature
2: K2CO3 / acetonitrile / 12 h / Heating
3: diisobutylaluminum hydride (DIBAL) / toluene; hexane / 2 h / -78 °C
4: NaH / tetrahydrofuran / 1.5 h / 0 °C
5: Et3N / diethyl ether / 1.5 h / 0 °C
6: 2.) HF / 1.) toluene, 180 deg C, 96 h, 2.) CH3CN, RT, 2 h
With
hydrogen fluoride; sodium hydride; diisobutylaluminium hydride; potassium carbonate; triethylamine;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene; acetonitrile;
DOI:10.1021/jo00278a024
