Trifluoroacetic acid → HCID 178513095, compound

HRID 431502Notes

Reaction equation

HRID 431502 reaction equation
C([O:5][C:6](=[O:36])[C@@H:7]([NH:25][C:26]([O:28][CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[O:27])[CH2:8][NH:9][C:10]([C:12]1[S:13][C:14]([CH2:17][CH2:18][C:19](=[O:24])[NH:20][C:21]([NH2:23])=[NH:22])=[CH:15][CH:16]=1)=[O:11])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[CH2:29]([O:28][C:26]([NH:25][C@@H:7]([CH2:8][NH:9][C:10]([C:12]1[S:13][C:14]([CH2:17][CH2:18][C:19]([NH:20][C:21]([NH2:23])=[NH:22])=[O:24])=[CH:15][CH:16]=1)=[O:11])[C:6]([OH:36])=[O:5])=[O:27])[C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178451196HCID 178451196, compound

Product 1

HCID 178513095HCID 178513095, compoundYield 23.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

30 mg of the product obtained in step d) were dissolved in 3 ml of dichloromethane. 0.3 ml of trifluoroacetic acid were added, and the mixture was stirred at room temperature. After 3.5 hours the solution was evaporated, the residue was dissolved in 2 ml of glacial acetic acid and again evaporated in vacuo. This procedure was repeated twice. Then the residue was triturated with diethyl ether to give a suspension which, after filtration, gave 6.3 mg of the title compound as a colourless amorphous solid.

Workup

  1. customAfter 3.5 hours the solution was evaporated
  2. dissolutionthe residue was dissolved in 2 ml of glacial acetic acid
  3. customagain evaporated in vacuo
  4. customThen the residue was triturated with diethyl ether
  5. customto give a suspension which
  6. filtrationafter filtration

Sources & evidence

ORD record
ord-fb3942e4f9274f58b63963c2e19b7ef3
Source dataset
uspto-grants-2003_12
Patent number
US06660728B2

Reaction notes

Loading…