HCID 91028084, compound → HCID 69314944, compound

Participants

Reaction Steps

A solution of tert-butyl{2-[3-(butoxycarbonyl-phenethyl-amino)-propylsulfanyl]-benzoimidazol-1-yl}-acetate (Precursor K-01b, 200 mg, 0.38 mmol) is dissolved in TFA/dichloromethane (1:1, 3 ml). The resulting solution is allowed to stir at rt overnight. The solvent is evaporated under reduced pressure and the crude product is triturated in Et2O (2 ml) until a solid forms. It is filtered, washed thoroughly with Et2O and dried under high vacuum, yielding quantitatively the title compound (179 mg) as a white powder: tR=6.82 min (LC-1), ESI-MS (neg.): m/z 470.19 [M−H]+, ESI-MS (neg.): m/z 468.32 [M−H]+; 1H-NMR (CDCl3): δ (ppm) 0.82 (t, 3H, CH2CH3), 1.29 (m, 2H, CH2CH3), 1.48 (quint., 2H, OCH2CH2), 1.71 (m; 2H, SCH2CH2), 2.67 (bs, 2H, PhCH2), 3.12 (m, 4H), 3.26 (bs, 2H, PhCH2CH2N), 3.94 (bs, 2H, OCH2), 4.77 (s, 2H, CH2CO2), 7.05 (s, 2Harom), 7.08-7.18 (m, 6Harom), 7.53 (m, 1Harom).

Provenance & Evidence