Multi-step reaction with 9 steps
1.1: N-ethyl-N,N-diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 0.75 h / -78 °C / Inert atmosphere
1.2: 1 h / -78 °C
2.1: copper(l) iodide / N,N-dimethyl-formamide / 5 h / 100 °C / Sealed vessel
3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.03 h / 0 °C
3.2: 1 h / 20 °C
4.1: hydrazine hydrate / 1,4-dioxane; water / 0.5 h / 160 °C / Microwave irradiation
5.1: triethylamine / dichloromethane / 0.33 h / 0 °C
6.1: trichlorophosphate / acetonitrile / 0.17 h / 150 °C / Microwave irradiation
7.1: sodium hydrogencarbonate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 0.22 h / 150 °C / Microwave irradiation
8.1: osmium(VIII) oxide; sodium periodate / 1,4-dioxane; water; tert-butyl alcohol / 2 h / 20 °C
9.1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 0.33 h / 120 °C / Microwave irradiation
With
sodium periodate; copper(l) iodide; osmium(VIII) oxide; n-butyllithium; sodium tris(acetoxy)borohydride; sodium hydride; sodium hydrogencarbonate; hydrazine hydrate; triethylamine; N-ethyl-N,N-diisopropylamine; trichlorophosphate;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile; mineral oil; tert-butyl alcohol;