Technology Process of 14-(4-hydroxy-3-methoxyphenyl)-3,11-dihydroxy-2,12-dimethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one
There total 46 articles about 14-(4-hydroxy-3-methoxyphenyl)-3,11-dihydroxy-2,12-dimethoxy-8,9-dihydro-6H-chromeno[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
palladium 10% on activated carbon; hydrogen;
In
methanol; ethyl acetate;
at 20 ℃;
for 18h;
DOI:10.1021/acs.joc.7b01061
- Guidance literature:
-
Multi-step reaction with 11 steps
1: boron trifluoride diethyl etherate / 120 °C
2: triethylamine / dichloromethane / 2.5 h / 0 - 20 °C
3: triethylamine / dichloromethane / 2 h / 0 - 20 °C
4: benzyltriethylammonium tribromide / dichloromethane / 0 °C
5: sodium hydrogencarbonate / acetonitrile / 20 h / 20 °C / Reflux
6: trichlorophosphate / 6 h / 0 - 20 °C
7: 2-methyl-but-2-ene; sodium chlorite; sodium dihydrogenphosphate / water; tetrahydrofuran; tert-butyl alcohol / 36 h / 0 - 20 °C
8: methanol; lithium hydroxide / 1 h / 0 - 20 °C
9: dicyclohexyl-carbodiimide / dichloromethane / 6 h / 0 - 20 °C
10: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 0 - 20 °C
11: titanium tetrachloride / dichloromethane / 12 h / 0 - 20 °C
With
methanol; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; titanium tetrachloride; sodium hydrogencarbonate; triethylamine; dicyclohexyl-carbodiimide; benzyltriethylammonium tribromide; lithium hydroxide; trichlorophosphate;
In
tetrahydrofuran; dichloromethane; water; acetonitrile; tert-butyl alcohol;
1: |Friedel-Crafts Acylation / 6: |Vilsmeier-Haack Formylation;
DOI:10.1016/j.ejmech.2014.08.038