5-[4-(4-Oxo-piperidin-1-yl)-benzyl]-thiazolidine-2,4-dione → N-[5-((2S)-3-{1-[4-(2,4-Dioxo-thiazolidin-5-ylmethyl)-phenyl]-piperidin-4-ylamino}-2-hydroxy-propoxy)-2-hydroxy-phenyl]-benzenesulfonamide

Participants

Reaction Steps

The title compound was prepared from 5-[4-(4-oxo-piperidin-1-yl)-benzyl]-thiazolidine-2,4-dione (which was obtained in Example 38) and N-[5-(3-amino-2-hydroxy-propoxy)-2-hydroxy-phenyl]-benzenesulfonamide (which was obtained in Example 21) according to the procedure of Example 73 as an off-white solid; mp>120° C. (decomposed); 1H NMR (300 MHz, DMSO-d6) δ 1.30–1.55 (m, 2 H), 1.80–2.00(m, 2 H), 2.50–4.00(m, 12 H), 4.55(dd, J=9.6, 4.0 Hz, 1 H), 6.49(dd, J=8.7, 2.9 Hz, 1 H), 6.61(d, J=8.7 Hz, 1 H), 6.77(d, J=2.9 Hz, 1 H), 6.86(d, J=8.7 Hz, 2 H), 7.05(d, J=8.7 Hz, 2 H), 7.40–7.60(m, 3 H), 7.70–7.80(m, 2 H); MS (ES) m/z: 627.0 (MH+, 100%); HRMS Calcd. for C30H35N4O7S2 (MH+): 627.1941. Found: 627.1954.

Provenance & Evidence