Trifluoroacetic acid → HCID 67272110, compound

Participants

Reaction Steps

A solution of (R)-tert-butyl 3-((4S,5S)-4-(3,5-difluorobenzyl)-2-oxooxazolidin-5-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate (Step A (6), 400 mg) in CH2Cl2 (20 mL) was treated with TFA (10 mL). This reaction mixture was stirred at rt for 3 h. The mixture was then concentrated in vacuo with addition of toluene. The residue was partitioned between ethyl acetate (200 mL) and aqueous sodium carbonate solution. The organic phase was washed again with aqueous sodium carbonate solution, H2O, and dried (Na2SO4), and concentrated in vacuo to give 320 mg (100% yield) of the title compound: 1H NMR (CDCl3, 500 MHz) δ 2.62 (1H, dd, J=10, 15 Hz), 2.66 (1H, dd, J=10, 15 Hz), 3.10 (1H, dd, J=5, 15 Hz), 3.24 (1H, dt, J=5, 10 Hz), 3.33 (1H, dd, J=5, Hz), 3.98 (2H, s), 4.05 (1H, m), 4.39 (1H, m), 5.64 (1H, s), 6.70 (1H, m), 6.76 (2H, d, J=10 Hz), 7.02 (1H, t, J=5 Hz), 7.12-7.17 (3H, m).

Provenance & Evidence