Hydrochloric Acid → HCID 58554762, compound

Participants

Reaction Conditions

Reaction Steps

Methanolic KOH (0.075 g, 1.32 mmol) was added to a stirred solution of (S)-6-(4-azido-benzoylamino)-2-carbazol-9-yl-hexanoic acid methyl ester 13 (0.200 g, 0.44 mmol) in a mixture (2:1) of methanol (6 mL) and toluene (3 mL) at room temperature. The reaction mixture was refluxed at 60° C. for 3.5 h. After cooling to 0° C., 1M HCl solution was added drop-wise for the acidification up to pH=3-4 and extracted with EtOAc (30 mL×2). The combined organic extract was washed with water (20 mL×2) and dried over anhydrous Na2SO4. Removal of solvent under reduced pressure provided (S)-6-(4-azido-benzoylamino)-2-carbazol-9-yl-hexanoic acid 14 (0.170 g, 88%) as a yellow solid.

Provenance & Evidence