(2S)-(-)-1-Amino-3-phenoxy-2-propanol → HCID 178444750, compound

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Reaction Steps

The title compound was prepared from 1-[4-(2-hexylamino-4-oxo-4H-thiazol-5-ylidenemethyl)-phenyl]-piperidin-4-one (which was obtained in Intermediate 32) and (2S)-1-amino-3-phenoxy-propan-2-ol (which was obtained in Intermediate 3) according to the procedure of Example 1 as a yellowish solid; mp 182-184° C. (dec.); 1H NMR (300 MHz, DMSO-d6) δ0.87(t, J=6.5 Hz, 3 H), 1.20-1.40 (m, 10 H), 1.50-1.65 (m, 2 H), 1.80-1.95 (m, 2 H), 2.60-4.00(m, 10 H), 6.85-6.95(m, 3 H), 7.02 (d, J=9.0 Hz, 2 H), 7.20-7.35 (m, 2 H), 7.40 (d, J=9.0 Hz, 2 H), 7.45 (s, 1 H), 9.62 (brs, 1 H); MS (ES) m/z: 269.1 ((M+2H)2+, 100%), 537.1(MH+, 20%); HRMS Calcd. for C30H41N4O3S (MH+): 537.2899. Found: 537.2875.

Provenance & Evidence