Multi-step reaction with 7 steps
1.1: n-butyllithium / tetrahydrofuran / 2.5 h / -78 °C / Inert atmosphere
1.2: 0.5 h / -78 °C / Inert atmosphere
2.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 80 °C / Inert atmosphere
3.1: trichlorophosphate / pyridine / 20 °C / Inert atmosphere
4.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 20 °C
5.1: hydrogenchloride / ethyl acetate / 1 h / 20 °C
6.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 20 °C
7.1: ammonium acetate / ethanol / 70 °C
With
hydrogenchloride; tetrakis(triphenylphosphine) palladium(0); n-butyllithium; palladium 10% on activated carbon; ammonium acetate; hydrogen; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trichlorophosphate;
In
tetrahydrofuran; pyridine; ethanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ml300335r