Technology Process of (S)-(6-((6-(benzyloxy)-7-methoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-2,3-dimethoxyphenyl)methanol
There total 15 articles about (S)-(6-((6-(benzyloxy)-7-methoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-2,3-dimethoxyphenyl)methanol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / Reflux
2: ethanol / 14 h / Reflux
3: pyridine / dichloromethane / 1.5 h / 0 - 20 °C
4: trichlorophosphate / acetonitrile / 1 h / Reflux; Inert atmosphere
5: (1S,2S)-(+)-N-tosyl-1,2-diphenylethane-1,2-diamine[η6-1-isopropyl-4-methylbenzene]-ruthenium(II); formic acid; triethylamine / N,N-dimethyl-formamide / 20 °C
6: water; sodium hydroxide / ethanol / 3 h / 20 °C
With
pyridine; lithium aluminium tetrahydride; (1S,2S)-(+)-N-tosyl-1,2-diphenylethane-1,2-diamine[η6-1-isopropyl-4-methylbenzene]-ruthenium(II); formic acid; water; triethylamine; sodium hydroxide; trichlorophosphate;
In
tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
4: |Bischler-Napieralski Reaction;
DOI:10.1016/j.bmc.2012.12.016
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: potassium hydroxide; water; copper; copper(II) oxide / 1 h / 140 °C / Inert atmosphere; Microwave irradiation
2.1: phenylboronic acid / toluene / 1 h / Reflux; Dean-Stark
2.2: 46 h / 100 °C / Molecular sieve; Sealed tube
2.3: 2 h / Reflux
3.1: potassium carbonate / acetone / 4 h / Reflux
4.1: ethanol / 14 h / Reflux
5.1: pyridine / dichloromethane / 1.5 h / 0 - 20 °C
6.1: trichlorophosphate / acetonitrile / 1 h / Reflux; Inert atmosphere
7.1: (1S,2S)-(+)-N-tosyl-1,2-diphenylethane-1,2-diamine[η6-1-isopropyl-4-methylbenzene]-ruthenium(II); formic acid; triethylamine / N,N-dimethyl-formamide / 20 °C
8.1: water; sodium hydroxide / ethanol / 3 h / 20 °C
With
pyridine; (1S,2S)-(+)-N-tosyl-1,2-diphenylethane-1,2-diamine[η6-1-isopropyl-4-methylbenzene]-ruthenium(II); formic acid; water; copper; potassium carbonate; triethylamine; copper(II) oxide; potassium hydroxide; sodium hydroxide; trichlorophosphate; phenylboronic acid;
In
ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; acetonitrile;
6.1: |Bischler-Napieralski Reaction;
DOI:10.1016/j.bmc.2012.12.016