1,2-Dichloroethane → HCID 19364751, compound

Participants

Reaction Steps

To a suspension of H-pro-OBzl.HCl (2.00 g, 8.66 mmol) in CH2Cl2 (20 ml) was added DIEA (2.25 ml, 12.92 mmol) to give a colorless solution. Boc-tLeu-OH (1.95 g, 9.52 mmol), HOBT (1.76 g, 13.03 mmol) and EDC (2.49 g, 12.95 mmol) were added and the solution stirred under N2 at room temperature for 18 hours. Removed solvent in vacuo, dissolved in EtOAc and washed with H2O, 0.5N NaHSO4—(2×), saturated NaHCO3 (2×) and brine. Dried over anhydrous Na2SO4 and evaporated to give the title compound (3.57 g, 99% yield). 1H-NMR (500 MHz, CDCl3) δ 0.99 (s, 9H), 1.40 (8, 9H), 1.88-2.33 (m, 4H), 3.58-3.90 (m, 2H), 4.21-4.35 (d, 1H), 4.53-4.66 (m, 1H), 5.04-5.38 (m, 3H), 7.14-7.42 (m, 5H). LC-MS (ES+) m/e=419.4 (M+H).

Provenance & Evidence