Dicyclohexylcarbodiimide → HCID 117831408, compound

Participants

Reaction Steps

DCC (187 mg, 0.908 mmol) in DCM (2 mL) was added to a solution of N-hydroxysuccinimide (99 mg, 0.862 mmol) and docos-21-ene-1,11,11-tricarboxylic acid (Intermediate 45: 400 mg, 0.908 mmol) in DCM (7 mL) and THF (0.7 mL). The reaction was stirred overnight before the solvent was evaporated. The residue was purified by HPLC (Sunfire C18 30×50 mm; 55-80% ACN/water+0.1% TFA) to yield the title compound (155 mg, 0.288 mmol, 32%): by LCMS Method D Rt=1.51 min, M+H 538.3; 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 1.16-1.46 (m, 28 H) 1.60-1.87 (m, 3 H) 1.91-2.17 (m, 5 H) 2.38 (t, J=7.03 Hz, 2 H) 2.86 (br. s., 4 H) 3.68 (dd, J=11.25, 7.34 Hz, 1 H) 3.78 (dd, J=11.31, 5.20 Hz, 1 H) 3.99-4.10 (m, 1 H).

Provenance & Evidence