Boron trifluoride → HCID 57979844, compound

Participants

Reaction Steps

16 syringe drops of boron trifluoride diethyletherate (catalyst) was added to a stirred solution of 1-benzyl 2-methyl (2S)-aziridine-1,2-dicarboxylate (0.50 g, 2.1 mmol) in isopropanol/dichloromethane (30 ml, 1:2) at room temperature. The resulting solution was stirred overnight at room temperature. The reaction mixture was diluted with dichloromethane (20 ml), washed with a saturated aqueous sodium bicarbonate (5 ml), water (5 ml), dried over magnesium sulfate, filtered and concentrated to give methyl N-[(benzyloxy)carbonyl]-O-isopropyl-L-serinate as a clear colourless oil, (0.432 g, 68%); 1H NMR Spectrum: (CDCl3) 1.09 (m, 6H), 3.56 (m, 1H), 3.65 (m, 1H), 3.79 (s, 3H), 3.82 (m, 1H), 4.46 (m, 1H), 5.16 (s, 2H), 5.60 (d, 1H), 7.38 (m, 5H).

Provenance & Evidence