Multi-step reaction with 13 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -78 °C / Inert atmosphere
1.2: 0.75 h / -78 - 20 °C / Inert atmosphere
2.1: tetrahydrofuran / 0.5 h / 0 - 20 °C / Inert atmosphere
2.2: 1.33 h / 0 °C / Inert atmosphere
3.1: acetonitrile / 0.25 h / 20 °C / Inert atmosphere
4.1: dichloro bis(acetonitrile) palladium(II) / acetone / 0.5 h / 20 °C / Inert atmosphere
5.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere
5.2: -78 °C
6.1: [(1S,2S)-N-(p-toluensulfonyl)-1,2-diphenylethanediamine](p-cymene)ruthenium (I); formic acid; triethylamine / 72 h / 20 °C / Inert atmosphere
7.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Inert atmosphere
8.1: 1H-imidazole / dichloromethane / 0 °C / Inert atmosphere
9.1: diphenyl phosphoryl azide / toluene / 0.08 h / 20 °C / Inert atmosphere
9.2: 20 - 70 °C / Inert atmosphere
10.1: palladium 10% on activated carbon; hydrogen / methanol / 20 °C / Inert atmosphere
11.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere
12.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C / Inert atmosphere
13.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 1.5 h / 0 - 80 °C / Inert atmosphere; Sealed tube; Microwave irradiation
With
1H-imidazole; dichloro bis(acetonitrile) palladium(II); lithium aluminium tetrahydride; [(1S,2S)-N-(p-toluensulfonyl)-1,2-diphenylethanediamine](p-cymene)ruthenium (I); n-butyllithium; formic acid; diphenyl phosphoryl azide; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; sodium hexamethyldisilazane; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate;
In
tetrahydrofuran; methanol; hexane; dichloromethane; acetone; toluene; acetonitrile;