Dichloromethane → HCID 44265775, compound

Participants

Reaction Steps

10.0 g (12.1 mmol) of leucomycin A3, also known as josamycin, are dissolved in 30 ml of DMSO and 15 ml of triethylamine. To the solution thereby obtained, 5.6 g of sulfur trioxide/pyridine complex (36.3 mmol), dissolved in 40 ml of DMSO, are added at room temperature and under a nitrogen atmosphere. The reaction medium is stirred at room temperature for 3 hours. Approximately 200 g of ice are added and the mixture is filtered: the product thereby obtained is taken up with methylene chloride and the organic phase is washed three times with water; the organic phase is dried over sodium sulfate, filtered and evaporated to dryness. The residue thereby obtained is purified by flash chromatography on a silica column; eluant: CH2Cl2 /MeOH/NH4OH (300:5:0.25). 3.6 g of carbomycin B are obtained.

Provenance & Evidence