Multi-step reaction with 10 steps
1.1: pyridinium hydrobromide perbromide / tetrahydrofuran; chloroform / 2.5 h / 0 - 5 °C
2.1: lithium hydroxide; water / tetrahydrofuran; methanol / 2 - 3 h / 90 °C / Heating / reflux
2.2: 1 h / 0 - 20 °C
3.1: silver carbonate / tetrahydrofuran; dichloromethane / 0 - 20 °C / Molecular sieve
4.1: sodium carbonate; lithium chloride / tetrakis(triphenylphosphine) palladium(0) / ethanol; water; toluene / 0.25 h
4.2: 4 h / 85 °C
5.1: caesium carbonate / N,N-dimethyl-formamide / 4 h / 65 °C
6.1: trifluoroacetic acid / 1,2-dichloro-ethane / 2.5 h / 20 °C
7.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 1.5 h / 60 °C
7.2: 0.17 h
7.3: 20 °C
8.1: sodium hydride / dimethyl sulfoxide / 0.75 h
8.2: 1 h
9.1: sodium hydroxide; water / tetrahydrofuran; methanol / 2 h / 60 °C
10.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C
With
lithium hydroxide; sodium hydroxide; pyridinium hydrobromide perbromide; water; sodium hydride; sodium carbonate; caesium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole; silver carbonate; trifluoroacetic acid; lithium chloride;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; water; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;