HCID 69825528, compound → HCID 69825751, compound

Participants

Reaction Steps

DUB (75 ml, 0.5 mol) was added dropwise to a cooled solution (5° C.) of (3aS,5R,6S,6aS)-6-bromo-2-oxohexahydrocyclopentaoxazole-5-carboxylic acid methyl ester (110 g, 0.42 mol) in dichloromethane (400 ml). A mild exotherm was observed. After a further 15 mins reaction was complete. The reaction mixture was washed with 1 M HCl (aq) (2×150 ml), the aqueous washings back-extracted with dichlormethane (3×100 ml) and the combined organic extracts dried over magnesium sulfate. Following filtration, concentration of the organic solution gave the title compound as an off-white solid (75 g, 98%).

Provenance & Evidence