Multi-step reaction with 11 steps
1.1: potassium tert-butylate / toluene / 3.5 h / 80 °C / Inert atmosphere; Cooling with ice
2.1: triethylsilane; trifluoroacetic acid / 40 °C / Cooling with ice
3.1: aluminum (III) chloride / 1,2-dichloro-ethane / 2 h / 20 °C
4.1: boron tribromide / dichloromethane / 24 h / -40 - 20 °C
5.1: pyridine / dichloromethane / 2 h / 0 - 20 °C
6.1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / 1,2-dimethoxyethane; water / 5 h / 90 °C
7.1: t-butyldimethylsiyl triflate; N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C / Cooling with ice
7.2: 4 h / 0 °C
8.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 2 h / 20 °C / Cooling with ice
9.1: ammonium acetate / 5,5-dimethyl-1,3-cyclohexadiene / 5 h / 140 °C / Sealed tube
10.1: hydrogenchloride / tetrahydrofuran; ethyl acetate / 10 h / 20 °C
11.1: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine / dichloromethane / 10 h / 20 °C / Cooling with ice
With
pyridine; hydrogenchloride; triethylsilane; aluminum (III) chloride; tetrakis(triphenylphosphine) palladium(0); t-butyldimethylsiyl triflate; potassium tert-butylate; ammonium acetate; boron tribromide; potassium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
In
tetrahydrofuran; 1,2-dimethoxyethane; 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane; water; ethyl acetate; 1,2-dichloro-ethane; toluene; acetonitrile;