Multi-step reaction with 8 steps
1: C5H5N
2: NBS, dibenzoyl peroxide / CCl4 / 3.5 h / Heating
3: 4.69 g / lithium carbonate / dimethylformamide / 0.5 h / 100 - 120 °C
4: CeCl3*7H2O, NaBH4 / methanol / 0.25 h / 0 °C
5: 1) NaHCO3, MCPBA 2) N-methylmorpholine-N-oxide, tetrapropylammoniumper-ruthenate / 1) CH2Cl2, -20 deg C, 1 h, 2) CH2Cl2, RT, 44 h, molecular sieves
6: 104 mg / potassium carbonate, H2O / methanol / 0.75 h / 0 °C
7: lead tetraacetate / benzene / 1 h / Ambient temperature
8: 1) butyl-lithium / 1) THF, hexane, -78 deg C, 2) THF, -78 deg C, 1.5 h
With
pyridine; lead(IV) acetate; sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; cerium(III) chloride; tetrapropylammonium perruthennate; water; lithium carbonate; sodium hydrogencarbonate; potassium carbonate; 4-methylmorpholine N-oxide; 3-chloro-benzenecarboperoxoic acid; dibenzoyl peroxide;
In
methanol; tetrachloromethane; N,N-dimethyl-formamide; benzene;