1: 87 percent / TsOH / toluene / 5 h / 50 °C 2: 89 percent / MeONa / methanol / 24 h / 20 °C 3: 95 percent / N-ethylmorpholine; isobutyl chloroformate / tetrahydrofuran / 1 h / -5 - 20 °C 4: 82 percent / TsOH / methanol / 24 h / 20 °C 5: 86 percent / aq. HCl / 16 h / 20 °C View Scheme

1: 89 percent / MeONa / methanol / 24 h / 20 °C 2: 95 percent / N-ethylmorpholine; isobutyl chloroformate / tetrahydrofuran / 1 h / -5 - 20 °C 3: 82 percent / TsOH / methanol / 24 h / 20 °C 4: 86 percent / aq. HCl / 16 h / 20 °C View Scheme

1: 161 mg / DCC; 1-hydroxybenzotriazole; Et3N / CH2Cl2; tetrahydrofuran / 17 h / 25 °C 2: 90.1 percent / H2 / Pd / methanol; H2O / 4 h / 25 °C / 2574.28 Torr View Scheme

1.1: 60 percent / DEAD; PPh3 / tetrahydrofuran / 1 h / -20 - 25 °C 2.1: aq. NH3 / 1 h / 25 °C 2.2: 187 mg / aq. NaOH / dioxane / 1 h / 25 °C 3.1: 161 mg / DCC; 1-hydroxybenzotriazole; Et3N / CH2Cl2; tetrahydrofuran / 17 h / 25 °C 4.1: 90.1 percent / H2 / Pd / methanol; H2O / 4 h / 25 °C / 2574.28 Torr View Scheme

1.1: 83 percent / Ag2CO3 / toluene / 6 h / 60 °C 2.1: LiHMDS / tetrahydrofuran / 1 h / -78 °C 2.2: 1.95 g / 3-phenyl-2-(phenylsulfonyl)oxaziridine / tetrahydrofuran / 1 h / -78 °C 3.1: 86 percent / H2; HCl / Pd/C / H2O; dioxane / 4 h / 25 °C / 2574.28 Torr 4.1: 85 percent / NaHCO3 / H2O; ethyl acetate / 17 h / 25 °C 5.1: 60 percent / DEAD; PPh3 / tetrahydrofuran / 1 h / -20 - 25 °C 6.1: aq. NH3 / 1 h / 25 °C 6.2: 187 mg / aq. NaOH / dioxane / 1 h / 25 °C 7.1: 161 mg / DCC; 1-hydroxybenzotriazole; Et3N / CH2Cl2; tetrahydrofuran / 17 h / 25 °C 8.1: 90.1 percent / H2 / Pd / methanol; H2O / 4 h / 25 °C / 2574.28 Torr View Scheme

1.1: LiHMDS / tetrahydrofuran / 1 h / -78 °C 1.2: 1.95 g / 3-phenyl-2-(phenylsulfonyl)oxaziridine / tetrahydrofuran / 1 h / -78 °C 2.1: 86 percent / H2; HCl / Pd/C / H2O; dioxane / 4 h / 25 °C / 2574.28 Torr 3.1: 85 percent / NaHCO3 / H2O; ethyl acetate / 17 h / 25 °C 4.1: 60 percent / DEAD; PPh3 / tetrahydrofuran / 1 h / -20 - 25 °C 5.1: aq. NH3 / 1 h / 25 °C 5.2: 187 mg / aq. NaOH / dioxane / 1 h / 25 °C 6.1: 161 mg / DCC; 1-hydroxybenzotriazole; Et3N / CH2Cl2; tetrahydrofuran / 17 h / 25 °C 7.1: 90.1 percent / H2 / Pd / methanol; H2O / 4 h / 25 °C / 2574.28 Torr View Scheme

1.1: 86 percent / H2; HCl / Pd/C / H2O; dioxane / 4 h / 25 °C / 2574.28 Torr 2.1: 85 percent / NaHCO3 / H2O; ethyl acetate / 17 h / 25 °C 3.1: 60 percent / DEAD; PPh3 / tetrahydrofuran / 1 h / -20 - 25 °C 4.1: aq. NH3 / 1 h / 25 °C 4.2: 187 mg / aq. NaOH / dioxane / 1 h / 25 °C 5.1: 161 mg / DCC; 1-hydroxybenzotriazole; Et3N / CH2Cl2; tetrahydrofuran / 17 h / 25 °C 6.1: 90.1 percent / H2 / Pd / methanol; H2O / 4 h / 25 °C / 2574.28 Torr View Scheme

1.1: aq. NH3 / 1 h / 25 °C 1.2: 187 mg / aq. NaOH / dioxane / 1 h / 25 °C 2.1: 161 mg / DCC; 1-hydroxybenzotriazole; Et3N / CH2Cl2; tetrahydrofuran / 17 h / 25 °C 3.1: 90.1 percent / H2 / Pd / methanol; H2O / 4 h / 25 °C / 2574.28 Torr View Scheme

1.1: 88 percent / EDCI / CH2Cl2 / 5 h / 20 °C 2.1: O3 / CH2Cl2 / 0.25 h / -78 °C 2.2: 58 percent / CH2Cl2 / -78 - 20 °C 3.1: Zn(BH4)2 / tetrahydrofuran; diethyl ether / 1 h / -78 °C 3.2: 2M HCl / ethyl acetate / 2.5 h / 20 °C 3.3: 40 mg / H2 / 10 percent Pd/C / methanol / 2.5 h / 20 °C / 760 Torr View Scheme

1.1: O3 / CH2Cl2 / 0.25 h / -78 °C 1.2: 58 percent / CH2Cl2 / -78 - 20 °C 2.1: Zn(BH4)2 / tetrahydrofuran; diethyl ether / 1 h / -78 °C 2.2: 2M HCl / ethyl acetate / 2.5 h / 20 °C 2.3: 40 mg / H2 / 10 percent Pd/C / methanol / 2.5 h / 20 °C / 760 Torr View Scheme