Methanol → (R)-3-carboxy-N,N,N-trimethyl-2-(5-(1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)thiophene-2-sulfonamido)propan-1-aminium 2,2,2-trifluoroacetate

Participants

Reaction Steps

To a solution of (R)-4-(benzyloxy)-N,N,N-trimethyl-2-(5-(1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)thiophene-2-sulfonamido)-4-oxobutan-1-aminium iodide in MeOH (1 mL) was added 1 N NaOH (1 mL). The reaction was stirred for 1 h and acidified to pH 1. The mixture was purified by preparatory HPLC to give the title compound as a white solid (12 mg, 44%). 1H NMR (400 MHz, CD3OD) δ 7.67 (d, 1H, J=3.8 Hz), 7.31 (d, 1H, J=3.9 Hz), 6.83 (s, 1H), 4.29-4.26 (m, 1H), 3.87 (s, 3H), 3.62-3.56 (m, 1H), 3.42-3.39 (m, 1H), 3.16 (s, 9H), 2.47-2.41 (m, 1H), 2.19-2.15 (m, 1H); MS ESI 455.2 [M+H]+, calcd for [C16H21F3N4O4S2+H]+ 455.10

Provenance & Evidence