Potassium Carbonate → HCID 15102546, compound

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A mixture of 4-[(S)-1-(tert-butyldimethylsilyl) oxymethyl-2-iodoethoxy]-azetidin-2-one which was prepared by the known method (6.8 g, 17.7 mmole), and powdered K2CO3 (6.1 g, 44 mmole) in DMSO (100 ml) was stirred at room temperature overnight and then diluted with ethyl acetate, washed with water, brine, and dried over sodium sulfate. After removal of solvent, the residue was purified by repeated silica gel column chromatography using hexane-ethyl acetate (9:1) as eluent. The title compounds (3R, 5S)-3-(tert-butyldimethyl silyl)oxymethyl-4-oxa-1-azabicyclo [3,2,0] heptan-7-one (Ref. 1A) (1.85 g, yield 41%) and its isomer (3R, 5R)-3-(tert-butyldimethyl silyl)oxymethyl-4-oxa-1-azabicyclo [3,2,0] heptan-7-one (Ref. 1B) (1.28 g, yield 28%) were obtained as oil.

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