Trifluoroacetic acid → HCID 86595985, compound

HRID 1828964Notes

Reaction equation

HRID 1828964 reaction equation
C(O[C:6](=O)[N:7]([CH:9]([CH3:32])[CH2:10][C:11]1[CH:31]=[CH:30][C:14]2[O:15][CH:16]([CH2:18][NH:19][C:20]([O:22][CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[O:21])[O:17][C:13]=2[CH:12]=1)C)(C)(C)C.[F:34][C:35]([F:40])([F:39])[C:36]([OH:38])=[O:37]>ClCCl>[F:34][C:35]([F:40])([F:39])[C:36]([OH:38])=[O:37].[CH2:23]([O:22][C:20](=[O:21])[NH:19][CH2:18][CH:16]1[O:15][C:14]2[CH:30]=[CH:31][C:11]([CH2:10][CH:9]([NH:7][CH3:6])[CH3:32])=[CH:12][C:13]=2[O:17]1)[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 70986729HCID 70986729, compound

Product 1

HCID 86595985HCID 86595985, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 0.41 g (0.89 mmol) of 1G in 2 mL of dichloromethane was added 2 mL of trifluoroacetic acid. The resulting solution was allowed to stir at room temperature for 90 minutes and concentrated under reduced pressure. The residue was purified by silica gel flash column chromatography using 20% methanol in ethyl acetate to give 0.29 g (0.64 mmol, 69%) of 1H as a colorless thick gum (M+Na, 357).

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was purified by silica gel flash column chromatography
  3. customto give 0.29 g (0.64 mmol, 69%) of 1H as a colorless thick gum (M+Na, 357)

Sources & evidence

ORD record
ord-276781aee26147c4a6c81d79392065af
Source dataset
uspto-grants-2006_06
Patent number
US07060847B2

Reaction notes

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