1: LiAlH4 / tetrahydrofuran; diethyl ether / 0.83 h / Heating 2: 76 percent / 10percent NaOH / CH2Cl2 / 0.5 h / Ambient temperature 3: 98 percent / 4-dimethylaminopyridine / acetonitrile / 67 h / Ambient temperature 4: 1.) OsO4, pyridine, 2.) sodium hydrogen sulfite / 1.) RT, 3.5 h, 2.) water, RT, 2.5 h 5: 76 percent / NaIO4 / methanol; H2O / 0.08 h / Ambient temperature 6: 100 percent / K2CO3 / dimethylformamide / 2 h / 40 °C 7: 86 percent / TFA / CH2Cl2 / 0.17 h / Ambient temperature 8: H2 / 10percent Pd/C / acetic acid / 760 Torr / Ambient temperature View Scheme