Sodium Hydroxide → HCID 57994320, compound

Participants

Reaction Steps

Stage 6 resin loaded with Compound 1 (0.3 g, 1.14 mmol/g) was treated with sodium hydroxide (0.068 g), in water (2 ml, 0.85 M) and the reaction shaken for 4 hrs. The resin was washed, DCM, DMF (×2), DCM, MeOH (×2), MeOH, TBME and dried. The required product was cleaved with 2% TFA/DCM to give crude compound 2, which was further purified by preparative HPLC. m/z 394 [M++H]+, 1H NMR (400 MHz, d4-MeOH) δ: 1.39-1.44 (4H, m, 2×CH2), 1.63-1.71 (4H, m, 2×CH2), 1.90 (3H, s, CH3CO), 2.11 (2H, t, CH2), 2.37 (2 H, t, CH2), 2.92 (1 H, dd, ArCH), 3.17 (1 H, dd, ArCH), 4.65 (1 H, q, NHCH), 7.19 (2 H, 2 d, Ar), 7.48 (2 H, d, Ar).

Provenance & Evidence