Trifluoroacetic acid → HCID 59607641, compound

Participants

Reaction Steps

A solution of (R)-tert-butyl 3-(biphenyl-4-ylmethyl)-4-(2-tert-butoxy-2-oxoethylamino)-4-oxobutanoate (40 mg, 0.088 mmol) and TFA (0.5 mL, 6.49 mmol) in DCM (1.5 mL) is allowed to stir for 2 hours at room temperature. The reaction is concentrated under reduced pressure, and the obtained residue is suspended in DCM (0.5 mL) and heptane (2 mL), and collected on a funnel, giving (R)-3-biphenyl-4-ylmethyl-N-carboxymethyl-succinamic acid (9.6 mg). HPLC retention time=1.26 minutes (condition A); MS (m+1)=342.0; 1H NMR (400 MHz, CD3OD) δ ppm 2.39 (dd, J=16.67, 5.31 Hz, 1H) 2.63-2.82 (m, 2H) 2.98-3.14 (m, 2H) 3.84 and 3.95 (AB, 2H, J=17.8 Hz) 7.26-7.33 (m, 3H) 7.40 (t, J=7.71 Hz, 2H) 7.56 (dd, J=19.96, 8.08 Hz, 4H).

Provenance & Evidence