1: H2 / Raney-Ni / methanol / 16 h / 20 °C 2: 185 mg / aq. NaHCO3 / ethyl acetate / 2 h / 20 °C 3: 87 percent / TsOH / toluene / 5 h / 50 °C 4: 89 percent / MeONa / methanol / 24 h / 20 °C 5: 95 percent / N-ethylmorpholine; isobutyl chloroformate / tetrahydrofuran / 1 h / -5 - 20 °C 6: 82 percent / TsOH / methanol / 24 h / 20 °C 7: 86 percent / aq. HCl / 16 h / 20 °C View Scheme

1: H2 / Raney-Ni / methanol / 16 h / 20 °C 2: 185 mg / aq. NaHCO3 / ethyl acetate / 2 h / 20 °C 3: 87 percent / TsOH / toluene / 5 h / 50 °C 4: 89 percent / MeONa / methanol / 24 h / 20 °C 5: 95 percent / N-ethylmorpholine; isobutyl chloroformate / tetrahydrofuran / 1 h / -5 - 20 °C 6: 82 percent / TsOH / methanol / 24 h / 20 °C 7: 86 percent / aq. HCl / 16 h / 20 °C View Scheme