Multi-step reaction with 13 steps
1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 20 °C
2.1: 1,1,3,3-Tetramethyldisiloxane / (Ph3P)2IrCl(CO) / toluene / 2 h / 20 °C
3.1: hydroquinone / acetonitrile / 95 °C
4.1: methyl p-toluene sulfonate / water / 2 h / 110 °C
4.2: 4 h / 95 °C
5.1: hydrogen / rhodium contaminated with carbon / tetrahydrofuran / 7 h / 20 °C / 760.05 Torr
6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 20 °C
7.1: diisobutylaluminium hydride / dichloromethane / 2 h / -78 °C
7.2: Cooling with ice
8.1: triphenylphosphine / dichloromethane / 0.33 h / Cooling with ice
8.2: 0.33 h / Cooling with ice
9.1: n-butyllithium / tetrahydrofuran
10.1: 1H-imidazole / N,N-dimethyl-formamide
11.1: pyridine / methanol
12.1: Iodine monochloride / dichloromethane
13.1: potassium phosphate / bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide; water
With
pyridine; 1H-imidazole; potassium phosphate; n-butyllithium; 1,1,3,3-Tetramethyldisiloxane; hydrogen; Iodine monochloride; diisobutylaluminium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; hydroquinone; methyl p-toluene sulfonate; triphenylphosphine;
bis-triphenylphosphine-palladium(II) chloride; rhodium contaminated with carbon; (Ph3P)2IrCl(CO);
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;