triethylamine in water; acetonitrile 0.75 h; Ambient temperaturepH 8.5-9;

1: 2.) NaBH4 / 2.) MeOH 2: 75 percent / sodium perborate tetrahydrate / acetic acid / 45 - 50 °C 3: 36.1 g / tetrahydrofuran / -30 - 20 °C 4: 74 percent / CH2Cl2 / 20 h 5: 92 percent / Et3N / acetonitrile; H2O / 0.75 h / Ambient temperature; pH 8.5-9 View Scheme

1: 75 percent / sodium perborate tetrahydrate / acetic acid / 45 - 50 °C 2: 36.1 g / tetrahydrofuran / -30 - 20 °C 3: 74 percent / CH2Cl2 / 20 h 4: 92 percent / Et3N / acetonitrile; H2O / 0.75 h / Ambient temperature; pH 8.5-9 View Scheme

1: 36.1 g / tetrahydrofuran / -30 - 20 °C 2: 74 percent / CH2Cl2 / 20 h 3: 92 percent / Et3N / acetonitrile; H2O / 0.75 h / Ambient temperature; pH 8.5-9 View Scheme

1: 1.) n-BuLi / 1.) THF, hexane, -30 deg C, 2 h, 2.) -78 deg C to room temperature, overnight 2: 75 percent / sodium perborate tetrahydrate / acetic acid / 45 - 50 °C 3: 36.1 g / tetrahydrofuran / -30 - 20 °C 4: 74 percent / CH2Cl2 / 20 h 5: 92 percent / Et3N / acetonitrile; H2O / 0.75 h / Ambient temperature; pH 8.5-9 View Scheme

1: 74 percent / CH2Cl2 / 20 h 2: 92 percent / Et3N / acetonitrile; H2O / 0.75 h / Ambient temperature; pH 8.5-9 View Scheme