Trifluoroacetic acid → HCID 178457430, compound

Participants

Reaction Steps

(4S,5R,6R)-5-Acetylamino-4-[2,3-bis(tert-butoxycarbonyl)-guanidino]-6-(methylpropylcarbamoyl)-5,6-dihydro-4H-pyran-2-carboxylic acid benzhydryl ester (0.11 g) was dissolved in dichloromethane (1 ml) and trifluoroacetic acid (1 ml) and left to stand for 3 hours. The solvent was removed in vacuo and the residue was triturated using diethyl ether. The solid was collected by filtration and dried to give the title compound as a white solid. (0.061 g) 1H NMR (250 MHz, D2O) 6.00 (1H, d, J=4Hz), 5.34 (1H, d, J=6.3Hz), 4.43-4.29 (2H, m) 3.56-3.13 (2H, m), 3.13,2.93 (3H, 2xs), 2.00 (3H, s), 1.79-1.44 (2H, m), 0.88 (3H, m); Mass analysis:C16H24F3N5O7. Required C, 42.20; H, 5.31; N15.38. Found C, 42.24; H, 5.45; N, 15.09; Mass Spec (Low resolution):MH+ =342.

Provenance & Evidence