1-Hydroxybenzotriazole → HCID 58762215, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 4-Amino-piperidine-1-carboxylic acid tert-butyl ester (0.3 g, 1.49 mmol) in anhydrous CH2Cl2 under argon and cooled to 0° C., were added 4-Cyclopentyl-4-oxo-butyric acid (0.31 g, 1.79 mmol), EDC.HCl (0.35 g, 1.79 mmol), HOBt (0.24 g, 1.79 mmol), and TEA (0.25 mL, 1.79 mmol). The resulting solution was stirred at 25° C. overnight. CH2Cl2 was evaporate and the residue was partitioned between EtOAc and 1N HCl. The organic layer was washed with H2O, brine and dried over Na2SO4. The solvent was removed in vacuo and the residue was purified by flash column chromatography (80% EtOAc in hexanes) to provide the desired product (0.37 g, 71%) as a white solid. 1H NMR (400 MHz, CDCl3): δ 1.24–1.32 (m, 2H), 1.45 (s, 9H), 1.60–1.85 (m, 11H), 2.41 (t, J=6.4 Hz, 2H), 2.79–3.04 (m, 5H), 3.85–4.13 (m, 2H), 5.65 (s, 1H). MS(ESI):351 (MH−).

Provenance & Evidence