potassium carbonate in acetone 10 h; Heating;

potassium carbonate in acetone 3 h; Heating;

in dichloromethane T=0°C; 7 h; Irradiation;

Acidic aq. solution;

Acidic aq. solution;

in water T=27°C; 24 h; biotransformation with Norcadia alba DSM 43130, culture medium: glucose, meat extract, cornsteep solid, peptone, pH 7.4; other bacteria; Product distribution;

1: 71 percent / Na2CO3, m-chloroperbenzoic acid / CH2Cl2; H2O / 3 h / 0 °C 2: 20 percent / selenium dioxide, camphorsulfonic acid / dioxane / 1.5 h / 55 °C 3: 80 percent / pyridinium chlorochromate (PCC) / CH2Cl2 / 12 h / Ambient temperature 4: DDQ / dioxane / Heating View Scheme

1: 55 percent / SeO2 / CH2Cl2 / 1.5 h / Ambient temperature 2: 72 percent / t-butyl hydroperoxide, (-)-diethyltartarate / CH2Cl2 / -23 deg C, 30 min, RT., 1 h 3: 60 percent / pyridine / 15 h / 5 °C 4: 88 percent / NaI / acetone / 3 h / Heating 5: 37 percent / NaBH3CN / tetrahydrofuran; hexamethylphosphoric acid triamide / 3 h / 60 °C 6: 96 percent / aq. H2SO4 / tetrahydrofuran / 2 h / Ambient temperature View Scheme

in ethanol; water T=29°C; 40 h; Aspergillus niger, phosphate buffer, pH 6; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

1: 71 percent / Na2CO3, m-chloroperbenzoic acid / CH2Cl2; H2O / 3 h / 0 °C 2: 20 percent / selenium dioxide, camphorsulfonic acid / dioxane / 1.5 h / 55 °C 3: 80 percent / pyridinium chlorochromate (PCC) / CH2Cl2 / 12 h / Ambient temperature View Scheme