Triethylamine → HCID 9854221, compound

HRID 968092Notes

Reaction equation

HRID 968092 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

5

Reactant 3

HCID 8471TriethylamineHCID 107468Lysine ethyl ester dihydrochlorideHCID 45040426HCID 45040426, compound

Product 1

HCID 9854221HCID 9854221, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

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.

Workup

  1. customafter removal of the solvent under reduced pressure
  2. customthe product was crystallised from ethanol:water (1:1)

Sources & evidence

ORD record
ord-dd60471e9ad647ccab9548a15c615ad3
Source dataset
uspto-grants-2005_10
Patent number
US06956059B2

Reaction notes

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