Multi-step reaction with 12 steps
1: 62 percent / NaH / tetrahydrofuran / 0 - 20 °C
2: tetrabutylammonium bromide; aq. NaClO / ethyl acetate / 0 - 20 °C
3: 44.6 g / tetrahydrofuran / 0.5 h / 0 °C
4: 87 percent / CrO3; aq. H2SO4 / acetone / 0 - 20 °C
5: 73 percent / Zn / tetrahydrofuran / 0.5 h / Heating
6: 81 percent / triethylamine; methanesulfonyl chloride / CH2Cl2 / 2 h / 0 °C
7: 52 percent / EtMgBr / tetrahydrofuran; CH2Cl2 / Heating
8: 80 percent / K2CO3 / methanol / 4 h / 20 °C
9: MnO2 / benzene / 2 h / 20 °C
10: 662 mg / 2-methyl-2-butene; NaClO2; NaH2PO4*H2O / 2-methyl-propan-2-ol; H2O / 2 h / 20 °C
11: 81 percent / N,N-diisopropylethylamine; dicyano diethylphosphate / tetrahydrofuran / 2 h / 0 °C
12: 82 percent / DMAP; EDC / CH2Cl2 / 0 °C
With
chromium(VI) oxide; dmap; manganese(IV) oxide; sodium hypochlorite; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; dicyano diethylphosphate; sulfuric acid; ethylmagnesium bromide; tetrabutylammomium bromide; sodium hydride; potassium carbonate; methanesulfonyl chloride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; zinc;
In
tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; acetone; tert-butyl alcohol; benzene;