2-Methoxyethyl chloroformate → 3-(4-(3(S)-(2-Methoxyethoxycarbonylamino)pyrrolidin-1-yl)-3-fluorophenyl)-5(S)-(isoxazol-3-ylaminomethyl)oxazolidin-2-one

Participants

Reaction Steps

Using essentially the method for the intermediate of Example 12, starting from 3-(4-(3(S)-aminopyrrolidin-1-yl)-3-fluorophenyl)-5(R)-(N-(2,2,2-trichloroethyloxycarbonyl)isoxazol-3-ylaminomethyl)oxazolidin-2-one hydrochloride salt (419 mg, 0.73 mM) and 2-methoxyethyl chloroformate (450 mg, 3.27 mM) gave the title compound (442 mg ). NMR (DMSO-d6) δ: 1.82 (hextet, 1H); 2.09 (hextet, 1H); 3.13 (m, 1H); 3.23 (s, 3H); 3.27 (m, 1H); 3.39 (m, 1H); 3.46 (t overlapping m, 3H); 3.81 (dd overlapping m, 2H); 4.05 (m, 2H); 4.13 (m, 2H); 4.32 (m, 1H); 4.97 (d, 1H); 5.02 (m, 1H); 5.08 (d, 1H); 6.71 (t, 1H); 6.88 (d, 1H); 7.08 (dd, 1H); 7.34.(dd, 1H); 7.52 (d, 1H); 8.89 (d, 1H). MS (ESP): 638 (MH+) for C24H27FN5O8Cl3

Provenance & Evidence