1: diethyl ether 2: N-bromosuccinimide / 1,2-dimethoxy-ethane; H2O / Ambient temperature 3: MeONa / methanol / 0.5 h / Ambient temperature 4: 98 percent / periodic acid dihydrate / diethyl ether; tetrahydrofuran / 0.5 h / Ambient temperature 5: LiAlH4 / diethyl ether / 2 h 6: H2 / Adams' platinum oxide / methanol 7: 63.7 percent / pyridinium chlorochromate, sodium acetate / CH2Cl2 / 1 h / Ambient temperature 8: 27.3 percent / n-BuLi / hexane; tetrahydrofuran / 1.) -20 deg C, 1 h, 2.) -20 deg C, 1 h; r.t., 1 h 9: 58.1 percent / H2 / palladium-charcoal / ethanol; hexane View Scheme