HCID 131736968, compound → HCID 131736967, compound

HRID 58030Notes

Reaction equation

HRID 58030 reaction equation
C([O:8][C:9](=[O:32])[C@@H:10]1[CH2:14][CH2:13][CH2:12][N:11]1[C:15](=[O:31])[CH:16]([CH:27]([CH2:29][CH3:30])[CH3:28])[NH:17][C:18](=[O:26])[CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)C1C=CC=CC=1.[H][H]>CO.[C].[Pd]>[C:20]1([CH2:19][C:18]([NH:17][CH:16]([C:15]([N:11]2[CH2:12][CH2:13][CH2:14][C@H:10]2[C:9]([OH:32])=[O:8])=[O:31])[CH:27]([CH2:29][CH3:30])[CH3:28])=[O:26])[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

5

Reactant 2

HCID 131736968HCID 131736968, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 131736967HCID 131736967, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

N-phenylacetyl-D,L-isoleucyl-L-proline benzyl ester (1.2 g) was dissolved in methanol (15 ml), and 10% palladium-carbon (120 mg) was added. The resulting mixture aerated with hydrogen was allowed to react at room temperature for 3 h, filtered and concentrated under reduced pressure to remove the solvent to give a colourless sticky matter (939 mg, 97%), which was directly used for the next reaction.

Workup

  1. customto react at room temperature for 3 h
  2. filtrationfiltered
  3. concentrationconcentrated under reduced pressure
  4. customto remove the solvent
  5. customto give a colourless sticky matter (939 mg, 97%), which
  6. customwas directly used for the next reaction

Sources & evidence

ORD record
ord-e1709fe50fbe401990bc5c3080800d3f
Source dataset
uspto-grants-2016_09
Patent number
US09434760B2

Reaction notes

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