Technology Process of methyl 10-benzyloxy-7-methylene-6-oxo-1,3,4,5,6,7-hexahydroazocino[4,5,6-cd]indole-4-carboxylate
There total 8 articles about methyl 10-benzyloxy-7-methylene-6-oxo-1,3,4,5,6,7-hexahydroazocino[4,5,6-cd]indole-4-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
potassium carbonate;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 14h;
DOI:10.1021/ol202535f
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Cooling with ice
1.2: 12 h / 20 °C
2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.33 h / 0 °C / Cooling with ice
2.2: 12 h / 20 °C
3.1: Wilkinson's catalyst; hydrogen / methanol; toluene / 50 h / 45 °C / 64645.2 Torr / Inert atmosphere
4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C
5.1: acetonitrile / 0.5 h / Inert atmosphere; Irradiation
6.1: potassium carbonate / N,N-dimethyl-formamide / 14 h / 20 °C
With
Wilkinson's catalyst; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil;
2.1: Horner-Wadsworth-Emmons olefination / 2.2: Horner-Wadsworth-Emmons olefination / 5.1: Witkop cyclization;
DOI:10.1021/ol202535f
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.33 h / 0 °C / Cooling with ice
1.2: 12 h / 20 °C
2.1: Wilkinson's catalyst; hydrogen / methanol; toluene / 50 h / 45 °C / 64645.2 Torr / Inert atmosphere
3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C
4.1: acetonitrile / 0.5 h / Inert atmosphere; Irradiation
5.1: potassium carbonate / N,N-dimethyl-formamide / 14 h / 20 °C
With
Wilkinson's catalyst; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
1.1: Horner-Wadsworth-Emmons olefination / 1.2: Horner-Wadsworth-Emmons olefination / 4.1: Witkop cyclization;
DOI:10.1021/ol202535f
![methyl 10-hydroxy-7-methylene-6-oxo-1,3,4,5,6,7-hexahydroazocino[4,5,6-cd]indole-4-carboxylate](/Databaselist/images/loading.webp)
