4-{[(benzyloxy)carbonyl]amino}benzoic acid → HCID 67993122, compound

Participants

Reaction Steps

(S)-1-benzyl 4-(2-hydroxyethyl) 2-(9H-carbazol-9-yl)succinate 17 (0.500 g, 1.20 mmol) was added to a solution of 4-(benzoyloxycarbonylamino)benzoic acid 10 (0.389 g, 1.44 mmol), EDCHCl (0.304 g, 1.58 mmol) and DMAP (0.043 g, 0.35 mmol) in CH2Cl2 (10 mL). After the reaction mixture was refluxed for 24 h, the solution was extracted with CH2Cl2 (100 mL) and water (100 mL). The organic layer was washed with brine (100 mL), dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was purified by flash chromatography on a silica gel column using CH3OH:CH2Cl2 (1:99) to afford (S)-1-benzyl 4-(2-(4-(benzyloxycarbonylamino)benzoyloxy)ethyl) 2-(9H-carbazol-9-yl)succinate 18 (0.480 g, 60%) as a white solid.

Provenance & Evidence