Technology Process of (R,E)-1-(4-bromo-1-tosyl-1H-indol-3-yl)pent-3-en-2-amine
There total 10 articles about (R,E)-1-(4-bromo-1-tosyl-1H-indol-3-yl)pent-3-en-2-amine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(S,E)-5-(4-bromo-1-tosyl-1H-indol-3-yl)pent-3-en-2-yl carbamate;
With
triethylamine; trifluoroacetic anhydride;
In
dichloromethane;
at -78 - 0 ℃;
for 1.16667h;
Inert atmosphere;
With
1,1,1-trichloroethanol;
In
dichloromethane;
at 20 ℃;
for 2h;
Inert atmosphere;
With
acetic acid; zinc;
at 0 - 20 ℃;
for 2h;
Inert atmosphere;
DOI:10.1021/ol500159h
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: triethylamine; palladium diacetate; lithium chloride; 1,1'-bis-(diphenylphosphino)ferrocene; triethyl borane / hexane; tetrahydrofuran / 8 h / 50 °C / Inert atmosphere
2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.08 h / 0 °C / Inert atmosphere
2.2: 1 h / 0 - 20 °C / Inert atmosphere
3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere
4.1: dichloromethane / 1 h / 20 °C / Inert atmosphere
5.1: triethylamine; methanol / dichloromethane / 4 h / 20 °C / Inert atmosphere
6.1: triethylamine; trifluoroacetic anhydride / dichloromethane / 1.17 h / -78 - 0 °C / Inert atmosphere
7.1: dichloromethane / 2 h / 20 °C / Inert atmosphere
8.1: zinc; acetic acid / 2.08 h / 0 - 20 °C / Inert atmosphere
With
methanol; 1,1'-bis-(diphenylphosphino)ferrocene; triethyl borane; tetrabutyl ammonium fluoride; palladium diacetate; sodium hydride; acetic acid; triethylamine; trifluoroacetic anhydride; lithium chloride; zinc;
In
tetrahydrofuran; hexane; dichloromethane; mineral oil;
DOI:10.1021/ol4019562
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.08 h / 0 °C / Inert atmosphere
1.2: 1 h / 0 - 20 °C / Inert atmosphere
2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere
3.1: dichloromethane / 1 h / 20 °C / Inert atmosphere
4.1: triethylamine; methanol / dichloromethane / 4 h / 20 °C / Inert atmosphere
5.1: triethylamine; trifluoroacetic anhydride / dichloromethane / 1.17 h / -78 - 0 °C / Inert atmosphere
6.1: dichloromethane / 2 h / 20 °C / Inert atmosphere
7.1: zinc; acetic acid / 2.08 h / 0 - 20 °C / Inert atmosphere
With
methanol; tetrabutyl ammonium fluoride; sodium hydride; acetic acid; triethylamine; trifluoroacetic anhydride; zinc;
In
tetrahydrofuran; dichloromethane; mineral oil;
DOI:10.1021/ol4019562
