HCID 69100694, compound → HCID 69100680, compound

HRID 272085Notes

Reaction equation

HRID 272085 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][C@H:10]([CH2:14][NH:15][C:16]([C@H:18]2[CH2:22][CH2:21][CH2:20][N:19]2[C:23]([C@@H:25]2[CH2:29][C@@H:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])[CH2:27][N:26]2[C:35](=[O:62])[CH2:36][C:37]([C:54]2[CH:59]=[CH:58][C:57]([CH:60]=[CH2:61])=[CH:56][CH:55]=2)([C:46]2[CH:51]=[CH:50][C:49]([CH:52]=[CH2:53])=[CH:48][CH:47]=2)[C:38]2[CH:43]=[CH:42][C:41]([CH:44]=[CH2:45])=[CH:40][CH:39]=2)=[O:24])=[O:17])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[C].[Pd].[H][H]>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][C@H:10]([CH2:14][NH:15][C:16]([C@H:18]2[CH2:22][CH2:21][CH2:20][N:19]2[C:23]([C@@H:25]2[CH2:29][C@@H:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])[CH2:27][N:26]2[C:35](=[O:62])[CH2:36][C:37]([C:54]2[CH:55]=[CH:56][C:57]([CH2:60][CH3:61])=[CH:58][CH:59]=2)([C:38]2[CH:43]=[CH:42][C:41]([CH2:44][CH3:45])=[CH:40][CH:39]=2)[C:46]2[CH:51]=[CH:50][C:49]([CH2:52][CH3:53])=[CH:48][CH:47]=2)=[O:24])=[O:17])[CH2:9]1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

5

Reactant 1

HCID 69100694HCID 69100694, compound

Product 1

HCID 69100680HCID 69100680, compoundYield 76.4%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

To a solution of 15.6 mg of (2R)-N-({(3R)-1-(tert-butoxy-carbonyl)-3-piperidyl}methyl)-1-((2S,4R)-4-(tert-butoxy)-1-{3,3,3-tris(4-vinylphenyl)-propanoyl}pyrrolidin-2-yl)carbonylpyrrolidine-2-carboxamide in 0.6 ml of methanol, 5 mg of 10% palladium-carbon catalyst was added at room temperature, followed by 4.5 hours' stirring in hydrogen atmosphere. After filtering the catalyst off, the solvent was distilled off under reduced pressure to provide 12 mg of the title compound.

Workup

  1. filtrationAfter filtering the catalyst off, the solvent
  2. distillationwas distilled off under reduced pressure

Sources & evidence

ORD record
ord-7e973eb2586749b2bad34bf6431210d5
Source dataset
uspto-grants-2008_11
Patent number
US07452908B2

Reaction notes

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