Multi-step reaction with 10 steps
1.1: sodium hydrogencarbonate / tetrahydrofuran / 72 h / Inert atmosphere
2.1: triethylamine; copper(l) iodide / bis-triphenylphosphine-palladium(II) chloride / 0.17 h / Inert atmosphere
2.2: 18 h / 70 °C / Inert atmosphere; Microwave irradiation; sealed tube
3.1: potassium carbonate / tetrahydrofuran; methanol / 3 h / 20 °C
4.1: dimethylsulfide borane complex; (+)-α-pinene / tetrahydrofuran / 5.17 h / 0 - 20 °C
4.2: 20 h / 0 - 20 °C / Reflux
4.3: 3 h / 20 °C
5.1: potassium phosphate / bis(dibenzylideneacetone)-palladium(0) / water; tetrahydrofuran / 18 h / 80 °C / Inert atmosphere; Microwave irradiation; sealed tube
6.1: boron trifluoride diethyl etherate / dichloromethane; toluene / 1 h / -25 °C
7.1: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C
8.1: N-ethyl-N,N-diisopropylamine; HATU / dimethyl sulfoxide / 2 h / 20 °C
9.1: acetic acid / toluene; tetrahydrofuran / 1 h / 70 °C
10.1: hydrogenchloride / 1,4-dioxane; methanol / 1 h / 20 °C
With
hydrogenchloride; potassium phosphate; copper(l) iodide; dimethylsulfide borane complex; (+)-α-pinene; boron trifluoride diethyl etherate; sodium hydrogencarbonate; potassium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; HATU;
bis-triphenylphosphine-palladium(II) chloride; bis(dibenzylideneacetone)-palladium(0);
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; toluene;