HCID 11504791, compound → HCID 86596603, compound

Participants

Reaction Steps

A solution of N,β,β-trimethyl-L-phenylalanyl-N1-[(1S,2E)-3-(ethoxysulfonyl)-1-isopropylbut-2-enyl]-N1,3-dimethyl-L-valinamide (30 mg, 0.046 mmol, from Example 65) in acetone (2 mL) is treated with tetrabutylammonium iodide (20 mg, 0.055 mmol). The reaction mixture is refluxed for 7 h, and then stirred at room temperature overnight. The solvent is removed. The residue is purified by reversal phase HPLC (mobile phase A: 0.1% TFA/5% acetonitrile/H2O, mobile phase B: 100% acetonitrile) to give 12 mg (28%) of N,β,β-trimethyl-L-phenylalanyl-N1-[(1S,2E)-1-isopropyl-3-sulfobut-2-enyl]N1,3-dimethyl-L-valinamide as a white solid and 2 mg of N,β,β-trimethyl-L-phenylalanyl-N1-[(1S,2Z)-1-isopropyl-3-sulfobut-2-enyl]-N1,3-dimethyl-L-valinamide

Provenance & Evidence