Diisopropylethylamine → HCID 66649651, compound

Participants

Reaction Steps

To a solution of (3R,4S,5S)-3-(3-tert-Butyl-benzylamino)-5-[3-fluoro-4-nitro-5-(2,2,2-trifluoro-ethoxy)-benzyl]-1,1-dioxo-hexahydro-1lambda*6*-thiopyran-4-ol (1.39 g, 2.47 mmol) in ACN (4 mL) and DMF (2 mL) was added carbonyl-diimidazole (0.8 g 4.94 mmol), DIPEA (4.8 g, 3.71 mmol) and DMAP (30 mg, 0.247 mmol). The reaction mixture was refluxed for 2 days and then concentrated in vacuo. The title compound was obtained after flash-chromatography on silica gel (toluene-EtOAc 1:1): ESIMS [M+NH4]+=606; UPLC RtD=1.913 min; 1H NMR (600 MHz, DMSO-d6): δ 7.42 (s, 1H), 7.32 (d, 1H), 7.28 (t, 1H), 7.21 (s, 1H), 7.16 (d, 1H), 7.13 (d, 1H), 4.98 (q, 2H), 4.45 (d, 1H), 4.21 (m, 2H), 3.78 (m, 1H), 3.63 (m, 1H), 3.46 (t, 1H), 3.13 (m, 2H), 3.02 (m, 1H), 2.60 (m, 2H), 1.25 (s, 9H).

Provenance & Evidence