Trifluoroacetic acid → HCID 18655204, compound

HRID 2226589Notes

Reaction equation

HRID 2226589 reaction equation
C1(C[O:8][C:9](=[O:43])[C@@H:10]([NH:19][C@@H:20]([CH3:42])[C:21](=[O:41])[O:22][C@@H:23]([CH2:34][C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[C:24](=[O:33])[O:25]CC2C=CC=CC=2)[CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)C=CC=CC=1.FC(F)(F)C(O)=O>C(OCC)(=O)C.[Pd]>[C:24]([C@@H:23]([O:22][C:21](=[O:41])[C@@H:20]([NH:19][C@@H:10]([CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:9]([OH:43])=[O:8])[CH3:42])[CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)([OH:33])=[O:25]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 54415138HCID 54415138, compound

Product 1

HCID 18655204HCID 18655204, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The product of step b) (0.5 g) in ethyl acetate (30 ml) and trifluoroacetic acid (2 ml) was hydrogenated at 1 bar over 10% palladium on charcoal for 1 day. The catalyst was filtered off, the solvent evaporated and the residue purified by reverse phase HPLC with water/methanol mixtures as eluant, to give the title acid (0.14 g), mp 199°-200°.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent evaporated
  3. customthe residue purified by reverse phase HPLC with water/methanol
  4. customto give the title acid (0.14 g), mp 199°-200°

Sources & evidence

ORD record
ord-c0c71871d5f3424199e67e15a273845e
Source dataset
uspto-grants-1994_09
Patent number
US05348978

Reaction notes

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