Technology Process of 3-benzyloxy-14-(3-hydroxy-4-methoxyphenyl)-2,11,12-trimethoxy-6H-[1]benzopyrano[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one
There total 22 articles about 3-benzyloxy-14-(3-hydroxy-4-methoxyphenyl)-2,11,12-trimethoxy-6H-[1]benzopyrano[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-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
hydrogenchloride; water;
In
methanol; dichloromethane;
at 45 ℃;
for 2h;
DOI:10.3987/COM-09-S(S)100
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: potassium carbonate / acetone / 9 h / Inert atmosphere; Reflux
2.1: tert.-butyl lithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
2.2: 2 h / -78 - 20 °C
2.3: pH 3
3.1: dichloromethane / 26 h / 20 °C
4.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / tetrahydrofuran; water / 3 h / Reflux; Inert atmosphere
5.1: potassium hydroxide / ethanol; water / 2 h / Reflux
6.1: pyridinium p-toluenesulfonate / dichloromethane / 8 h / Reflux
7.1: quinoline; copper(II) oxide / 0.17 h / 220 °C / Inert atmosphere
8.1: boron trifluoride diethyl etherate; bis-[(trifluoroacetoxy)iodo]benzene / dichloromethane / 1.5 h / -40 °C / Inert atmosphere
9.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 30 h / Reflux
10.1: hydrogenchloride / methanol / 19 h / 30 °C
With
quinoline; hydrogenchloride; tetrakis(triphenylphosphine) palladium(0); boron trifluoride diethyl etherate; tert.-butyl lithium; pyridinium p-toluenesulfonate; sodium carbonate; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; bis-[(trifluoroacetoxy)iodo]benzene; copper(II) oxide; potassium hydroxide;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetone;
4.1: Suzuki-Miyaura coupling;
DOI:10.1016/j.bmc.2011.10.030
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: tert.-butyl lithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
1.2: 2 h / -78 - 20 °C
1.3: pH 3
2.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / tetrahydrofuran; water / 3 h / Reflux; Inert atmosphere
3.1: hydrogenchloride / methanol / 3 h / 20 °C
4.1: toluene-4-sulfonic acid / dichloromethane / 3.5 h / Reflux
5.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / tetrahydrofuran; water / 3 h / Reflux; Inert atmosphere
6.1: potassium hydroxide / ethanol; water / 2 h / Reflux
7.1: pyridinium p-toluenesulfonate / dichloromethane / 8 h / Reflux
8.1: quinoline; copper(II) oxide / 0.17 h / 220 °C / Inert atmosphere
9.1: boron trifluoride diethyl etherate; bis-[(trifluoroacetoxy)iodo]benzene / dichloromethane / 1.5 h / -40 °C / Inert atmosphere
10.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 30 h / Reflux
11.1: hydrogenchloride / methanol / 19 h / 30 °C
With
quinoline; hydrogenchloride; tetrakis(triphenylphosphine) palladium(0); boron trifluoride diethyl etherate; tert.-butyl lithium; pyridinium p-toluenesulfonate; sodium carbonate; toluene-4-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; bis-[(trifluoroacetoxy)iodo]benzene; copper(II) oxide; potassium hydroxide;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water;
2.1: Suzuki-Miyaura coupling / 5.1: Suzuki-Miyaura coupling;
DOI:10.1016/j.bmc.2011.10.030