Dichloromethane → HCID 86650568, compound

Participants

Reaction Steps

Compound tert-butyl (4S,5R)-4-formyl-2,2-dimethyl-5-phenyl-1,3-oxazolidine-3-carboxylate (1.30 g, 4.26 mmol) in dichloromethane (10 ml) at ambient temperature was added to (triphenylphosphoranylidene)acetaldehyde (1.69 g, 5.54 mmol). The reaction mixture was stirred at ambient temperature for 40 h. After removal of the solvent, the residue was purified by using a Biotage Horizon® system (0-20% ethyl acetate/hexanes mixture) to afford the title compound (0.96 g, 68%) as a viscous oil. 1H NMR (CDCl3, 500 MHz): δ9.61 (d, J=7.6 Hz, 1H), 7.42-7.37 (m, 5H), 6.73 (m, 1H), 5.96 (dd, J=15.8, 7.7 Hz, 1H), 4.78 (m, 1H), 4.29 (br, 1H), 1.80-1.41 (m, 15H). LC-MS 354.3 (M+23).

Provenance & Evidence