Trifluoroacetic acid → HCID 11568068, compound

HRID 1699266Notes

Reaction equation

HRID 1699266 reaction equation
CC(C)(OC([NH:7][C@H:8]([C:24]([N:26]1[CH2:31][CH2:30][N:29]([C:32]2[CH:37]=[CH:36][N:35]=[CH:34][CH:33]=2)[CH2:28][CH2:27]1)=[O:25])[CH2:9][CH2:10][CH2:11][CH2:12][NH:13][C:14]([O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:15])=O)C.FC(F)(F)C(O)=O.C(=O)([O-])O.[Na+]>C(Cl)Cl>[C:18]1([CH2:17][O:16][C:14]([NH:13][CH2:12][CH2:11][CH2:10][CH2:9][C@@H:8]([C:24]([N:26]2[CH2:27][CH2:28][N:29]([C:32]3[CH:33]=[CH:34][N:35]=[CH:36][CH:37]=3)[CH2:30][CH2:31]2)=[O:25])[NH2:7])=[O:15])[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 54052804HCID 54052804, compound

Product 1

HCID 11568068HCID 11568068, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of 24.2 g (46 mmol) of 1-[N2-(1,1-dimethylethoxycarbonyl)-N6-(phenylmethoxycarbonyl)-L-lysyl]-4-(4-pyridinyl)piperazine and 150 ml of methylene chloride were added 50 ml of trifluoroacetic acid and the reaction mixture was stirred overnight at room temperature. The reaction mixture was neutralised by the addition of saturated aqueous sodium hydrogen carbonate solution, the organic phase was dried and evaporated down in vacuo. 12 g (62% of theory) of the desired compound were obtained as a colourless oil.

Workup

  1. customthe organic phase was dried
  2. customevaporated down in vacuo

Sources & evidence

ORD record
ord-7d144ab369794676be80d2d94a4c902f
Source dataset
uspto-grants-2002_02
Patent number
US06344449B1

Reaction notes

Loading…