Technology Process of benzyl (4bR,11bS)-1,2-dimethoxy-4b,13-dihydro[1,3]benzodioxolo[5,6-c]phenanthridine-12(11bH)-carboxylate
There total 5 articles about benzyl (4bR,11bS)-1,2-dimethoxy-4b,13-dihydro[1,3]benzodioxolo[5,6-c]phenanthridine-12(11bH)-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium hydride;
In
N,N-dimethyl-formamide;
at 0 ℃;
for 1.5h;
DOI:10.1002/anie.200603945
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 89 percent / N-bromosuccinimide / tetrahydrofuran / 0.5 h / 20 °C
2.1: 72 percent / lithium bromide; p-toluenesulfonic acid monohydrate / 14 h / 20 °C
3.1: n-butyllithium / tetrahydrofuran; hexane / 0.58 h / -78 °C
3.2: tetrahydrofuran; hexane / 18 h / -78 - 20 °C
4.1: 2.11 g / NH4Cl / tetrahydrofuran; hexane; H2O / 0 °C / pH 5 - 6
5.1: cesium carbonate; (Sa)-2,2'-bis(di(4-methylphenyl)phosphanyl)-1,1'-binaphthyl / bis(acetonitrile)dichloropalladium(II) / methanol / 6 h / 20 °C
6.1: 75 percent / aq. HCl / propan-2-ol; tetrahydrofuran / 8 h / 20 °C
7.1: triphenylphosphine; carbon tetrabromide / CH2Cl2 / 1 h / 0 °C
8.1: 581 mg / sodium hydride / dimethylformamide / 1.5 h / 0 °C
With
hydrogenchloride; N-Bromosuccinimide; n-butyllithium; carbon tetrabromide; sodium hydride; ammonium chloride; caesium carbonate; toluene-4-sulfonic acid; triphenylphosphine; lithium bromide;
dichloro bis(acetonitrile) palladium(II);
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1002/anie.200603945
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 72 percent / lithium bromide; p-toluenesulfonic acid monohydrate / 14 h / 20 °C
2.1: n-butyllithium / tetrahydrofuran; hexane / 0.58 h / -78 °C
2.2: tetrahydrofuran; hexane / 18 h / -78 - 20 °C
3.1: 2.11 g / NH4Cl / tetrahydrofuran; hexane; H2O / 0 °C / pH 5 - 6
4.1: cesium carbonate; (Sa)-2,2'-bis(di(4-methylphenyl)phosphanyl)-1,1'-binaphthyl / bis(acetonitrile)dichloropalladium(II) / methanol / 6 h / 20 °C
5.1: 75 percent / aq. HCl / propan-2-ol; tetrahydrofuran / 8 h / 20 °C
6.1: triphenylphosphine; carbon tetrabromide / CH2Cl2 / 1 h / 0 °C
7.1: 581 mg / sodium hydride / dimethylformamide / 1.5 h / 0 °C
With
hydrogenchloride; n-butyllithium; carbon tetrabromide; sodium hydride; ammonium chloride; caesium carbonate; toluene-4-sulfonic acid; triphenylphosphine; lithium bromide;
dichloro bis(acetonitrile) palladium(II);
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1002/anie.200603945