Acetic Anhydride → HCID 54363709, compound

Participants

Reaction Steps

To a solution of 1.965 g of the above-obtained 2-[(N-trifluoroacetyl-D-seryl)amino]methylthiazole in 20 ml of pyridine was added 2 ml of acetic anhydride. The mixture was stirred at room temperature for 14 hours, and then concentrated to dryness under reduced pressure. The residue was dissolved in 50 ml of methylene chloride, and the solution was washed with 30 ml of a saturated aqueous solution of sodium hydrogencarbonate. The aqueous layer was extracted with 30 ml of methylene chloride. The combined organic layers were dried over anhydrous magnesium sulfate, and concentrated to dryness under reduced pressure to give 2.07 g (yield 92%) of 2-[(O-acetyl-N-trifluoroacetyl-D-seryl)amino]methylthiazole. NMR (CDCl3) d: 2.05 (3H, s), 4.36-4.41 (1H, m), 4.77-4.85 (2H, m), 7.33 (1H, d, J=3.3 Hz), 7.42-7.52 (1H, br), 7.6-7.7 (1H, br), 7.72 (1H, d, J=3.3 Hz) MS (EI, CHCl3, 160° C.): 339 (M+)

Provenance & Evidence