Multi-step reaction with 11 steps
1.1: triphenylphosphine / dichloromethane / 0 - 20 °C / Inert atmosphere
2.1: lithium diisopropyl amide / tetrahydrofuran / -85 - -70 °C / Inert atmosphere
2.2: -85 - -70 °C / Inert atmosphere
3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 25 °C / Inert atmosphere
4.1: acetic anhydride / 100 - 110 °C / Inert atmosphere
5.1: palladium diacetate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; sodium t-butanolate / toluene / 50 - 110 °C / Inert atmosphere
6.1: ethanol; acetyl chloride / dichloromethane / 0 - 20 °C / Inert atmosphere
7.1: potassium carbonate / dimethyl sulfoxide / 55 - 65 °C / Inert atmosphere
8.1: hydrogen / tetrahydrofuran / 20 °C
9.1: pyridine / tetrahydrofuran; dichloromethane / -5 °C
10.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C / Inert atmosphere
11.1: sodium hydroxide; water / tetrahydrofuran / 20 °C
With
pyridine; ethanol; water; hydrogen; palladium diacetate; acetic anhydride; potassium carbonate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; acetyl chloride; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; sodium hydroxide; sodium t-butanolate; lithium diisopropyl amide;
In
tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;