1: DBU / acetonitrile / -30 °C 2: 1.) I2, NaHCO3, 2.) aq. HCl / 1.) MeCN, 0 deg C, 2.) MeOH, 20 deg C 3: NaHCO3 / methanol / 0 °C 5: NaHCO3 / methanol / 0 °C 6: DEAD, Ph3P, PPTS / tetrahydrofuran / 0 °C 7: imidazole / dimethylformamide / 20 °C 8: DMAP, Et3N / CH2Cl2 / 20 °C 9: 88 percent / aq. HCl / methanol / 20 °C View Scheme