Technology Process of tert-butyl 5a-(2-bromophenyl)-3-(2,4-dimethoxybenzyl)-2-oxo-3,4,5,5a-tetrahydroazepino[4,5-b]indole-6(2H)-carboxylate
There total 16 articles about tert-butyl 5a-(2-bromophenyl)-3-(2,4-dimethoxybenzyl)-2-oxo-3,4,5,5a-tetrahydroazepino[4,5-b]indole-6(2H)-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
methanesulfonyl chloride;
In
pyridine;
at 0 - 20 ℃;
for 20.5h;
DOI:10.1021/ja021380m
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 97 percent / NaNO2 / acetic acid / 3 h / 20 °C
2.1: 94 percent / Na2S2O4; NaOH / ethanol / 24 h / Heating
3.1: 98 percent / PbO2 / benzene / 24 h / Heating
4.1: 56 percent / aq. HCl / toluene / 12 h / 20 °C
5.1: 3 percent / tetrahydrofuran; diethyl ether / 2 h / 20 °C
6.1: 96 percent / 4-(dimethylamino)pyridine / acetonitrile / 17 h / 20 °C
7.1: O3 / methanol / -78 °C
7.2: Me2S / 1.5 h / -78 - 20 °C
7.3: 60 percent / acetic acid; NaCNBH3 / methanol; tetrahydrofuran / 16.5 h / 0 - 20 °C
8.1: 91 percent / pyridine / 20.5 h / 0 - 20 °C
9.1: lithium diisopropylamide / tetrahydrofuran; hexane / -78 °C
9.2: 92 percent / acetic acid / tetrahydrofuran; hexane / -78 °C
10.1: 96 percent / methanesulfonyl chloride / pyridine / 20.5 h / 0 - 20 °C
With
hydrogenchloride; dmap; sodium hydroxide; sodium dithionite; ozone; lead dioxide; methanesulfonyl chloride; lithium diisopropyl amide; sodium nitrite;
In
tetrahydrofuran; pyridine; methanol; diethyl ether; ethanol; hexane; acetic acid; toluene; acetonitrile; benzene;
DOI:10.1021/ja021380m
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: 78 percent / polyphosphoric acid / 4 h / 100 - 110 °C
2.1: 97 percent / NaNO2 / acetic acid / 3 h / 20 °C
3.1: 94 percent / Na2S2O4; NaOH / ethanol / 24 h / Heating
4.1: 98 percent / PbO2 / benzene / 24 h / Heating
5.1: 56 percent / aq. HCl / toluene / 12 h / 20 °C
6.1: 3 percent / tetrahydrofuran; diethyl ether / 2 h / 20 °C
7.1: 96 percent / 4-(dimethylamino)pyridine / acetonitrile / 17 h / 20 °C
8.1: O3 / methanol / -78 °C
8.2: Me2S / 1.5 h / -78 - 20 °C
8.3: 60 percent / acetic acid; NaCNBH3 / methanol; tetrahydrofuran / 16.5 h / 0 - 20 °C
9.1: 91 percent / pyridine / 20.5 h / 0 - 20 °C
10.1: lithium diisopropylamide / tetrahydrofuran; hexane / -78 °C
10.2: 92 percent / acetic acid / tetrahydrofuran; hexane / -78 °C
11.1: 96 percent / methanesulfonyl chloride / pyridine / 20.5 h / 0 - 20 °C
With
hydrogenchloride; dmap; sodium hydroxide; sodium dithionite; PPA; ozone; lead dioxide; methanesulfonyl chloride; lithium diisopropyl amide; sodium nitrite;
In
tetrahydrofuran; pyridine; methanol; diethyl ether; ethanol; hexane; acetic acid; toluene; acetonitrile; benzene;
1.1: Fischer indole synthesis;
DOI:10.1021/ja021380m
![tert-butyl 5a-(2-bromophenyl)-3-(2,4-dimethoxybenzyl)-10b-hydroxy-2-oxo-2,3,4,5,5a,10b-hexahydroazepino[4,5-b]indole-6(1H)-carboxylate](/Databaselist/images/loading.webp)
