1: trimethylsilyl bromide; triethylamine / acetonitrile / 18 h / -25 °C / |Inert atmosphere 2: silver nitrate / acetone; water / 3 h / |Reflux 3: acetic acid; zinc / 24 h 4: sodium cyanoborohydride / 1 h 5: hydrogen / methanol / 3.5 h / 20 °C / 18751.9 Torr / |Autoclave 6: dichloromethane / 2 h / 20 °C View Scheme

1.1: trimethylsilyl bromide; triethylamine / acetonitrile / 18 h / -25 °C / |Inert atmosphere 2.1: sodium iodide; sodium azide / acetone; water / 24 h / 20 °C 3.1: sodium cyanoborohydride; acetic acid / 1.67 h / |Inert atmosphere 4.1: hydrogen / methanol / 5.5 h / 70 - 75 °C / 30003 Torr / |Autoclave 4.2: 0.5 h / |Reflux; |Inert atmosphere View Scheme