Multi-step reaction with 10 steps
1.1: N-ethyl-N,N-diisopropylamine; dmap / dichloromethane / 16 h / 20 °C
2.1: sodium hydroxide / tetrahydrofuran / 5 h / 0 °C
3.1: triethylamine; chloroformic acid ethyl ester / tetrahydrofuran / 0.75 h / 0 °C
3.2: 2 h / 0 °C
4.1: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C
5.1: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
6.1: borane dimethyl sulfide complex / tetrahydrofuran / 22 h / 0 - 20 °C
7.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium bromide; sodium hydrogencarbonate; sodium hypochlorite / dichloromethane; water / 2 h / 20 °C
8.1: ammonium hydroxide / water; methanol / 20 °C
9.1: iodine; sodium carbonate / 1,4-dioxane / Darkness
10.1: sodium thiosulfate / ethanol; water / 22 h / 90 - 100 °C
With
dmap; sodium hypochlorite; 2,6-di-tert-butyl-pyridine; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; borane dimethyl sulfide complex; water; iodine; silver trifluoromethanesulfonate; chloroformic acid ethyl ester; sodium hydrogencarbonate; sodium carbonate; ammonium hydroxide; sodium thiosulfate; triethylamine; N-ethyl-N,N-diisopropylamine; sodium bromide; sodium hydroxide; lithium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water;