hydrogenchloride in 1,4-dioxane T=80°C; 6 h;

potassium phosphate buffer; ethylenediaminetetraacetic acid; G207A mutated octaketide synthase T=30°C; pH=7.5; 18 h;

1: 88 percent / H2 / 10percent Pd/C / aq. NaOH / 15 h / 760 Torr / Ambient temperature 2: 60 percent / triethylamine / CH2Cl2 / 48 h / Ambient temperature 3: 1.) sodium hydride / 1.) benzene, 80 deg C, 1 h, 2.) benzene, a) 35 deg C, b) 45 to 50 deg C, 1 h 4: 65 percent / piperidine / toluene / 5 h / Heating 5: 95 percent / 0.2 N HCl / dioxane / 6 h / 80 °C View Scheme

1: 60 percent / triethylamine / CH2Cl2 / 48 h / Ambient temperature 2: 1.) sodium hydride / 1.) benzene, 80 deg C, 1 h, 2.) benzene, a) 35 deg C, b) 45 to 50 deg C, 1 h 3: 65 percent / piperidine / toluene / 5 h / Heating 4: 95 percent / 0.2 N HCl / dioxane / 6 h / 80 °C View Scheme

1: 65 percent / piperidine / toluene / 5 h / Heating 2: 95 percent / 0.2 N HCl / dioxane / 6 h / 80 °C View Scheme

T=37°C; 72 h; anaerobic incubation with a bacterial mixture from human feces, phosphate buffer (pH 7.2);