trifluoroacetic acid Ambient temperature;

1: Dess-Martin periodinane / CH2Cl2 / 4 h / 20 °C 2: 13 mg / NH3 / methanol / 24 h / 20 °C 3: 80 percent / trifluoroacetic acid / H2O View Scheme

1: 13 mg / NH3 / methanol / 24 h / 20 °C 2: 80 percent / trifluoroacetic acid / H2O View Scheme

1: 93 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole hydrate / dimethylformamide / 1 h / 20 °C 2: Dess-Martin periodinane / CH2Cl2 / 4 h / 20 °C 3: 13 mg / NH3 / methanol / 24 h / 20 °C 4: 80 percent / trifluoroacetic acid / H2O View Scheme

1: 97 percent / p-toluenesulfonic acid / CH2Cl2 / 0.25 h / 20 °C 2: 98 percent / lithium aluminum hydride / diethyl ether / 1 h / 20 °C 3: 93 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole hydrate / dimethylformamide / 1 h / 20 °C 4: Dess-Martin periodinane / CH2Cl2 / 4 h / 20 °C 5: 13 mg / NH3 / methanol / 24 h / 20 °C 6: 80 percent / trifluoroacetic acid / H2O View Scheme

1: 98 percent / lithium aluminum hydride / diethyl ether / 1 h / 20 °C 2: 93 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole hydrate / dimethylformamide / 1 h / 20 °C 3: Dess-Martin periodinane / CH2Cl2 / 4 h / 20 °C 4: 13 mg / NH3 / methanol / 24 h / 20 °C 5: 80 percent / trifluoroacetic acid / H2O View Scheme

1: 79 percent / pyridine / CH2Cl2 / 20 h / 20 °C 2: 97 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / -20 °C 3: 97 percent / p-toluenesulfonic acid / CH2Cl2 / 0.25 h / 20 °C 4: 98 percent / lithium aluminum hydride / diethyl ether / 1 h / 20 °C 5: 93 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole hydrate / dimethylformamide / 1 h / 20 °C 6: Dess-Martin periodinane / CH2Cl2 / 4 h / 20 °C 7: 13 mg / NH3 / methanol / 24 h / 20 °C 8: 80 percent / trifluoroacetic acid / H2O View Scheme

1: 97 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / -20 °C 2: 97 percent / p-toluenesulfonic acid / CH2Cl2 / 0.25 h / 20 °C 3: 98 percent / lithium aluminum hydride / diethyl ether / 1 h / 20 °C 4: 93 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole hydrate / dimethylformamide / 1 h / 20 °C 5: Dess-Martin periodinane / CH2Cl2 / 4 h / 20 °C 6: 13 mg / NH3 / methanol / 24 h / 20 °C 7: 80 percent / trifluoroacetic acid / H2O View Scheme

1: 61 percent / hydrazoic acid; Ph3P; diethylazodicarboxylate / toluene; tetrahydrofuran / 20 h / 20 °C 2: 89 percent / sodiumborohydride / ethanol / 4 h / 20 °C 3: 79 percent / pyridine / CH2Cl2 / 20 h / 20 °C 4: 97 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / -20 °C 5: 97 percent / p-toluenesulfonic acid / CH2Cl2 / 0.25 h / 20 °C 6: 98 percent / lithium aluminum hydride / diethyl ether / 1 h / 20 °C 7: 93 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole hydrate / dimethylformamide / 1 h / 20 °C 8: Dess-Martin periodinane / CH2Cl2 / 4 h / 20 °C 9: 13 mg / NH3 / methanol / 24 h / 20 °C 10: 80 percent / trifluoroacetic acid / H2O View Scheme

1: 89 percent / sodiumborohydride / ethanol / 4 h / 20 °C 2: 79 percent / pyridine / CH2Cl2 / 20 h / 20 °C 3: 97 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / -20 °C 4: 97 percent / p-toluenesulfonic acid / CH2Cl2 / 0.25 h / 20 °C 5: 98 percent / lithium aluminum hydride / diethyl ether / 1 h / 20 °C 6: 93 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole hydrate / dimethylformamide / 1 h / 20 °C 7: Dess-Martin periodinane / CH2Cl2 / 4 h / 20 °C 8: 13 mg / NH3 / methanol / 24 h / 20 °C 9: 80 percent / trifluoroacetic acid / H2O View Scheme