Methyl chloroformate → 3-(4-(3(S)-Methoxycarbonylaminopyrrolidin-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 (360 mg, 0.63 mM) and methyl chloroformate gave the desired product (280 mg ). NMR (DMSO-d6) δ: 1.84 (hextet, 1H); 2.13 (hextet, 1H); 3.15 (m, 1H); 3.35 (m overlapped by H2O, ˜2H); 3.55 (s overlapping m, 4H); 3.84 (dd, 1H); 4.13 (overlapping m, 3H); 4.36 (dd, 1H); 4.98 (d, 1H); 5.04 (m, 1H); 5.08 (d, 1H); 6.73 (t, 1H); 6.89 (d, 1H); 7.08 (dd, 1H); 7.35 (dd, 1H); 7.43 (br, 1H); 8.93 (d, 1H). MS (ESP): 594 (MH+) for C22H23Cl3FN5O7

Provenance & Evidence