Multi-step reaction with 7 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 60 °C
2.1: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / 1,2-dimethoxyethane; water / 5 h / Reflux
3.1: triphenylphosphine; di-tert-butyl-diazodicarboxylate / tetrahydrofuran / 20 °C
4.1: hydrogen / palladium hydroxide, 20 wt% on carbon / tetrahydrofuran / 20 °C
5.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 20 °C
6.1: tetrabutyl ammonium fluoride / tetrahydrofuran
7.1: sodium hypochlorite; potassium bromide / 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / ethyl acetate; water / 1 h / cooling with ice
7.2: 3 h / 20 °C / pH 4
With
sodium hypochlorite; di-tert-butyl-diazodicarboxylate; tetrabutyl ammonium fluoride; hydrogen; sodium carbonate; potassium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; potassium bromide;
tetrakis(triphenylphosphine) palladium(0); 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; palladium hydroxide, 20 wt% on carbon;
In
tetrahydrofuran; 1,2-dimethoxyethane; water; ethyl acetate; N,N-dimethyl-formamide;
2.1: Suzuki-Miyaura reaction / 3.1: Mitsunobu reaction;