Triethylamine → HCID 9854221, compound

Reaction equation

Cl.Cl.[CH2:3]([O:5][C:6](=[O:14])[C@H:7]([CH2:9][CH2:10][CH2:11][CH2:12][NH2:13])[NH2:8])[CH3:4].C(N([CH2:20][CH3:21])CC)C.[C:22]([O:47]N1C(=O)CCC1=O)(=O)[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35]/[CH:36]=[CH:37]\[CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45]>C(Cl)(Cl)Cl>[CH2:3]([O:5][C:6](=[O:14])[C@H:7]([CH2:9][CH2:10][CH2:11][CH2:12][NH:13][C:22](=[O:47])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35]/[CH:36]=[CH:37]\[CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:20][CH3:21])[NH:8][C:22](=[O:47])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35]/[CH:36]=[CH:37]\[CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45])[CH3:4]

Participants

Procedure

To a stirred suspension of L-lysine ethyl ester dihydrochloride (6 mmol, 1.4 g, commercially available) and triethylamine (36 mmol, 3.6 g) in chloroform (80 mL), succinimidyl nervonate (18 mmol, 8.4 g, prepared as described in Example 1) was added in portions at room temperature. Stirring was continued overnight and, after removal of the solvent under reduced pressure, the product was crystallised from ethanol:water (1:1), yielding the title compound.