Multi-step reaction with 10 steps
1: thionyl chloride; N,N-dimethyl-formamide / 1 h / 20 - 70 °C / Cooling with ice
2: pyridinium p-toluenesulfonate / tetrahydrofuran / 16 h / 20 °C
3: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / water; 1,2-dimethoxyethane / 8 h / 80 °C / Inert atmosphere
4: trifluoroacetic acid / chloroform / 2 h / 20 °C / Cooling with ice
5: triethylamine / dichloromethane / 0.5 h / 20 °C / Cooling with ice
6: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 36 h / 20 °C / Cooling with ice
7: trifluoroacetic acid / chloroform; water / 8 h / 20 °C / Cooling with ice
8: toluene-4-sulfonic acid / tetrahydrofuran / 16 h / 20 °C
9: lithium hydroxide monohydrate; water / tetrahydrofuran / 0.5 h / 20 °C / Cooling with ice
10: acetic acid; 2-picoline borane complex / methanol; water / 1.08 h / 20 °C / Cooling with ice
With
tetrakis(triphenylphosphine) palladium(0); thionyl chloride; 2-picoline borane complex; lithium hydroxide monohydrate; di-isopropyl azodicarboxylate; water; pyridinium p-toluenesulfonate; potassium carbonate; toluene-4-sulfonic acid; acetic acid; triethylamine; N,N-dimethyl-formamide; triphenylphosphine; trifluoroacetic acid;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; chloroform; water;