Multi-step reaction with 15 steps
1.1: N-Bromosuccinimide; sulfuric acid / dichloromethane; trifluoroacetic acid / 48 h / 20 °C
2.1: pyridine; piperidine / 2 h / 100 °C
3.1: triethylamine; chloroformic acid ethyl ester / acetone / 1 h / 0 °C
3.2: 1 h / 0 °C
4.1: tributyl-amine / diphenylether / 250 °C / Inert atmosphere
5.1: trichlorophosphate / toluene / 1 h / Reflux
6.1: potassium carbonate; acetamide / water; ethyl acetate / 1 h / 180 °C
7.1: triethylamine / N,N-dimethyl-formamide / 15 h / 50 °C
8.1: tetraethylammonium chloride; sodium hydrogencarbonate; palladium diacetate / N,N-dimethyl-formamide / 2 h / 95 °C
9.1: {(-)-1,2-bis(2R,5R)-2,5-dimethylphospholanobenzene(cyclooctadiene)rhodium(l)} triflate; hydrogen / methanol / 15 h / 20 °C / 3750.38 Torr / Inert atmosphere; Autoclave
10.1: hydrogenchloride / dichloromethane; diethyl ether / 3 h / 0 °C
11.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 0 - 20 °C
12.1: titanium(IV) isopropylate / 2 h / Reflux
13.1: hydrogenchloride / water; acetonitrile
14.1: hydrogenchloride / water / 4 h / 80 °C
15.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere
With
piperidine; pyridine; acetamide; titanium(IV) isopropylate; hydrogenchloride; N-Bromosuccinimide; {(-)-1,2-bis(2R,5R)-2,5-dimethylphospholanobenzene(cyclooctadiene)rhodium(l)} triflate; tributyl-amine; sulfuric acid; tetraethylammonium chloride; hydrogen; palladium diacetate; chloroformic acid ethyl ester; sodium hydrogencarbonate; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; potassium iodide; trichlorophosphate;
In
methanol; diphenylether; diethyl ether; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; trifluoroacetic acid;