in DMF (N,N-dimethyl-formamide); water T=40 - 50°C; 0.5 h;

1: 1.) TEA, 2.) diisopropylamine / 1.) CH2Cl2, 0 deg C, 30 min, 2.) 20 deg C, 2 h. 2: TEA / tetrahydrofuran / 0.5 h / 20 °C 3: tetrahydrofuran; dimethylformamide / 16 h / 20 °C View Scheme

1: 94.5 percent / periodic acid / methanol; H2O / 16 h / 20 °C 2: 1.) TEA, 2.) diisopropylamine / 1.) CH2Cl2, 0 deg C, 30 min, 2.) 20 deg C, 2 h. 3: TEA / tetrahydrofuran / 0.5 h / 20 °C 4: tetrahydrofuran; dimethylformamide / 16 h / 20 °C View Scheme

1: TEA / tetrahydrofuran / 0.5 h / 20 °C 2: tetrahydrofuran; dimethylformamide / 16 h / 20 °C View Scheme

in tetrahydrofuran; N,N-dimethyl-formamide T=20°C; 16 h; Yield given;