(Diethylamino)sulfur trifluoride → HCID 13471581, compound

Participants

Reaction Steps

To a -78° cooled solution of 1.5 ml of diethylaminosulphurtrifluoride in 4 ml of dry dichloromethane is added a solution of 2.52 g of (3SR,4RS)-3-[1(SR)-hydroxyethyl]-2-oxoazetidine-4-yl-acetic acid benzyl ester (prepared analogously to D. G. Melillo et.al., Tetrahedron Letters 21, 2783 [1980]) in 4 ml of abs. dichloromethane. The mixture is stirred for 5 minutes at -78° and mixed with excess cold saturated NaHCO3. After addition of further dichloromethane the phases are separated, the organic phase dried over magnesium sulphate and evaporated to dryness. Chromatography of the residue over silica gel (cyclohexane/ethylacetate=2/1) yields the title compound m.p. 40°-43°.

Provenance & Evidence