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malt extract; Yarrowia lipolytica YL2; yeast extract in N,N-dimethyl-formamide T=28°C; Oxidation; 120 h; Microbiological reaction;

1: 74 percent / lithium amide, ammonia / tetrahydrofuran / 4 h / Ambient temperature 2: 1) CrO3, pyridine / 1) CH2Cl2, 15-20 deg C, 0.5 h; 2) 15 min 3: 5.05 g / triethylamine, H2 / palladium/calcium carbonate / tetrahydrofuran View Scheme

1: 74 percent / lithium amide, ammonia / tetrahydrofuran / 4 h / Ambient temperature 2: 1) CrO3, pyridine / 1) CH2Cl2, 15-20 deg C, 0.5 h; 2) 15 min 3: 5.05 g / triethylamine, H2 / palladium/calcium carbonate / tetrahydrofuran 4: Jones reagent / acetone / 2 h / Ambient temperature View Scheme