Multi-step reaction with 11 steps
1.1: zinc; ammonium chloride / tetrahydrofuran; methanol / 2 h / 0 - 20 °C
2.1: potassium carbonate / tetrahydrofuran / 72 h / 20 °C
3.1: diisobutylaluminium hydride / dichloromethane; tetrahydrofuran / 5.75 h / -78 - 20 °C
3.2: 0.5 h / 20 °C / Cooling with ice
4.1: ammonium acetate; acetic acid / 4.5 h / 90 °C
5.1: 22 h / 120 - 125 °C
6.1: zinc; ammonium chloride / tetrahydrofuran; methanol / 7 h / 0 - 20 °C
7.1: hydrogenchloride / toluene; 1,4-dioxane; tetrahydrofuran / 24 h / 20 °C / Molecular sieve
7.3: 16 h / 1250 °C
8.1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 1.5 h / 20 °C
8.2: pH 5 - 6
9.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; 4-methyl-morpholine; ammonium chloride / N,N-dimethyl-formamide / 2 h / 20 °C
10.1: trimethylsilyl iodide / acetonitrile / 1.5 h / 0 - 20 °C
11.1: acetic acid; sodium tris(acetoxy)borohydride / dichloromethane; tetrahydrofuran / 16 h / 20 °C
With
4-methyl-morpholine; hydrogenchloride; lithium hydroxide monohydrate; trimethylsilyl iodide; ammonium acetate; water; sodium tris(acetoxy)borohydride; diisobutylaluminium hydride; potassium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; ammonium chloride; acetic acid; N-ethyl-N,N-diisopropylamine; zinc;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;