Technology Process of (R)-1,2-dimethoxy-5,6,6a,7-tetrahydro-6-p-toluenesulfonyl-4H-dibenzo[de,g]quinolin-3-ol
There total 10 articles about (R)-1,2-dimethoxy-5,6,6a,7-tetrahydro-6-p-toluenesulfonyl-4H-dibenzo[de,g]quinolin-3-ol 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:
-
(R)-1-(2-bromobenzyl)-6,7-dimethoxy-2-p-toluenesulfonyl-1,2,3,4-tetrahydroisoquinolin-5-ol;
With
chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II); caesium carbonate;
In
N,N-dimethyl acetamide;
at 110 ℃;
for 1h;
Inert atmosphere;
With
hydrogenchloride;
In
N,N-dimethyl acetamide; water;
at 20 ℃;
Inert atmosphere;
DOI:10.1016/j.tet.2011.12.022
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: sodium tetrahydroborate / methanol / 0.5 h / 0 °C / Inert atmosphere
2.1: boron trifluoride diethyl etherate / dichloromethane / 18 h / -78 °C / Inert atmosphere
3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / 0 °C / Inert atmosphere
4.1: hydrogenchloride / 1,2-dimethoxyethane; water / 1 h / 80 °C
5.1: chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II); caesium carbonate / N,N-dimethyl acetamide / 1 h / 110 °C / Inert atmosphere
5.2: 20 °C / Inert atmosphere
With
hydrogenchloride; sodium tetrahydroborate; chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II); boron trifluoride diethyl etherate; caesium carbonate; 3-chloro-benzenecarboperoxoic acid;
In
methanol; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl acetamide; water;
DOI:10.1016/j.tet.2011.12.022
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: boron trifluoride diethyl etherate / dichloromethane / 18 h / -78 °C / Inert atmosphere
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / 0 °C / Inert atmosphere
3.1: hydrogenchloride / 1,2-dimethoxyethane; water / 1 h / 80 °C
4.1: chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II); caesium carbonate / N,N-dimethyl acetamide / 1 h / 110 °C / Inert atmosphere
4.2: 20 °C / Inert atmosphere
With
hydrogenchloride; chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II); boron trifluoride diethyl etherate; caesium carbonate; 3-chloro-benzenecarboperoxoic acid;
In
1,2-dimethoxyethane; dichloromethane; N,N-dimethyl acetamide; water;
DOI:10.1016/j.tet.2011.12.022