Trifluoroacetic acid → Methyl (2S)-2-amino-3-[3-bromo-4-(1,1-dioxido-3-oxoisothiazolidin-5-yl)phenyl]-propanoate Trifluoroacetate

Participants

Reaction Conditions

Reaction Steps

Methyl (2S)-3-[3-bromo-4-(2-tert-butyl-1,1-dioxido-3-oxoisothiazolidin-5-yl)phenyl]-2-[(tert-butoxycarbonyl)amino]propanoate (458 mg, 0.654 mmol) was dissolved in trifluoroacetic acid (10 mL) and heated at 130° C. in the microwave for 2 minutes. The solution was concentrated in vacuo to a white foam (420 mg, 99%). The product was used in subsequent steps without purification. 1H NMR (500 MHz, CDCl3): δ 7.68 (dd, J=14.2, 1.6 Hz, 1H), 7.56–7.51 (m, 1H), 7.40–7.36 (m, 1H), 5.65 (t, J=7.4 Hz, 1H), 4.39 (t, J=6.8 Hz, 1H), 3.82 (s, 3H), 3.47–3.42 (m, 1H), 3.36–3.25 (m, 2H), 2.18–3.11 (m, 1H); LCMS found for C13H16BrN2O5S (M+Na)+: m/z=391.

Provenance & Evidence