Technology Process of (2S,8aR)-3,5,6,7,8,8a-Hexahydro-2H-quinoline-1,2-dicarboxylic acid 1-benzyl ester
There total 22 articles about (2S,8aR)-3,5,6,7,8,8a-Hexahydro-2H-quinoline-1,2-dicarboxylic acid 1-benzyl ester 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 7 steps
1: 28 percent / tetrahydrofuran / 1) -78 deg C to RT, 2) RT, 3 h
2: 68 percent / KOH / methanol; H2O / 20 h / Heating
3: NEt3 / tetrahydrofuran / 5 h / Ambient temperature
4: 76 percent / NaHCO3 / CH2Cl2 / 5 h
5: 39 percent / p-TsOH / benzene / 4 h / 100 °C
6: NEt3 / benzene-d6 / 1.5 h / 125 °C
7: 10M aq. NaOH / tetrahydrofuran / 1 h / Ambient temperature
With
potassium hydroxide; sodium hydroxide; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine;
In
tetrahydrofuran; methanol; dichloromethane; benzene-d6; water; benzene;
DOI:10.1021/jo00048a030
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 24 percent / tetrahydrofuran / 1) -78 deg C to RT, 2) RT, 3 h
2: 89 percent / KOH / methanol; H2O / 20 h / Heating
3: NEt3 / tetrahydrofuran / 5 h / Ambient temperature
4: 71 percent / NaHCO3 / CH2Cl2 / 5 h
5: 62 percent / p-TsOH / benzene / 4 h / 100 °C
6: NEt3 / benzene-d6 / 1.5 h / 125 °C
7: 10M aq. NaOH / tetrahydrofuran / 1 h / Ambient temperature
With
potassium hydroxide; sodium hydroxide; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine;
In
tetrahydrofuran; methanol; dichloromethane; benzene-d6; water; benzene;
DOI:10.1021/jo00048a030
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 1) DMSO, (COCl)2, 2) NEt3 / 1) CH2Cl2, -78 deg C, 25 min, 2a) -78 deg C, 15 min, 2b) RT, 45 min
2: 28 percent / tetrahydrofuran / 1) -78 deg C to RT, 2) RT, 3 h
3: 68 percent / KOH / methanol; H2O / 20 h / Heating
4: NEt3 / tetrahydrofuran / 5 h / Ambient temperature
5: 76 percent / NaHCO3 / CH2Cl2 / 5 h
6: 39 percent / p-TsOH / benzene / 4 h / 100 °C
7: NEt3 / benzene-d6 / 1.5 h / 125 °C
8: 10M aq. NaOH / tetrahydrofuran / 1 h / Ambient temperature
With
potassium hydroxide; sodium hydroxide; oxalyl dichloride; sodium hydrogencarbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; methanol; dichloromethane; benzene-d6; water; benzene;
DOI:10.1021/jo00048a030
