Multi-step reaction with 12 steps
1.1: diethyl ether / 1 h / -15 °C
2.1: triethylsilane; trifluoroacetic acid / dichloromethane / 12 h / 10 - 20 °C
3.1: pyridinium hydrobromide perbromide / tetrahydrofuran; chloroform / 2 - 2.66 h / 0 - 20 °C
4.1: methanol; lithium hydroxide; water / tetrahydrofuran / 2 - 3 h / 90 °C
4.2: 1 h / 0 - 20 °C
5.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 1 - 2.16 h / 22 - 50 °C
5.2: 21 - 24 h / 20 - 30 °C
6.1: sodium carbonate; lithium chloride / tetrakis(triphenylphosphine) palladium(0) / ethanol; water; toluene / 70 °C
7.1: caesium carbonate / N,N-dimethyl-formamide / 20 h / 55 °C
8.1: sodium hydride / dimethyl sulfoxide / 0.5 - 0.67 h / 20 °C
8.2: 2.75 - 6 h / 20 - 55 °C
9.1: methanol; sodium hydroxide; water / tetrahydrofuran / 6.25 h / 20 °C
10.1: diphenyl phosphoryl azide; triethylamine / toluene / 2.5 h / 20 °C
11.1: toluene / 1.75 h / 120 °C
11.2: 1.75 h / 120 °C
12.1: hydrogenchloride / 1,4-dioxane / 3.58 h / 20 °C
With
hydrogenchloride; methanol; triethylsilane; lithium hydroxide; sodium hydroxide; diphenyl phosphoryl azide; water; sodium hydride; sodium carbonate; caesium carbonate; pyridinium hydrobromide perbromide; triethylamine; 1,1'-carbonyldiimidazole; trifluoroacetic acid; lithium chloride;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; dichloromethane; chloroform; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;