Trifluoromethanesulfonic acid → HCID 59485955, compound

Participants

Reaction Steps

(4S,5R)-3-(4-chlorophenyl)-4-(3-(trifluoromethyl)phenyl)-5-(hydroxymethyl)-oxazolidin-2-one (0.08 mmol), prepared according to the method described for Example 64, in dichloromethane (1 mL) was treated with benzyltrichloroacetimidate (0.09 mmol) and catalytic trifluoromethane sulfonic acid. The reaction was stirred overnight, and was then purified on silica gel (10-30% ethyl acetate/hexanes) to give the title compound. 1H NMR (acetone-d6) δ (ppm) 7.82 (s, 1H), 7.74 (d, J=7.6 Hz, 1H) 7.68 (d, J=7.7 Hz, 1H), 7.65-7.61 (m, 1H), 7.54-7.52 (m, 2H), 7.37-7.28 (m, 6H), 5.72 (d, J=5.3 Hz, 1H), 4.71-4.62 (m, 3H), 3.95 (d, J=3.8 Hz, 2H); HPLC-MS calculated C24H19ClF3NO3 (M+H+): 462.1, found: 461.9.

Provenance & Evidence