Multi-step reaction with 9 steps
1.1: 0.17 h / 210 °C
2.1: acetyl chloride; sodium iodide / acetonitrile / 3 h / 50 °C
3.1: (1R,2S)-1-Amino-2-indanol; borane N,N-diethylaniline complex / tetrahydrofuran / 28 h / 0 - 20 °C
3.2: 0.17 h
4.1: 2,6-dimethylpyridine / tetrahydrofuran / 12 h / 0 - 20 °C
5.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / toluene; tetrahydrofuran / 12 h / 85 °C / Inert atmosphere; Reflux
6.1: diisobutylaluminium hydride / dichloromethane / 2 h / 0 °C
6.2: 0.08 h
7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C
8.1: sodium hydrogencarbonate; iodine / 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / toluene; water / 20 h / 20 °C / Inert atmosphere
9.1: tetrahydrofuran / 1 h / -50 - -20 °C / Inert atmosphere
9.2: -50 °C
With
2,6-dimethylpyridine; borane N,N-diethylaniline complex; (1R,2S)-1-Amino-2-indanol; tetrabutyl ammonium fluoride; iodine; diisobutylaluminium hydride; sodium hydrogencarbonate; acetyl chloride; sodium iodide;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical;
In
tetrahydrofuran; dichloromethane; water; toluene; acetonitrile;