HCID 54543973, compound → HCID 53841748, compound

HRID 1636097Notes

Reaction equation

HRID 1636097 reaction equation
C([O:8][C:9]([C@H:11]1[CH2:15][CH2:14][CH2:13][N:12]1[C:16](=[O:41])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][C:24]([N:26]1[CH2:30][CH2:29][CH2:28][C@@H:27]1[C:31]([O:33]CC1C=CC=CC=1)=[O:32])=[O:25])=[O:10])C1C=CC=CC=1>C(O)C.[Pd]>[C:31]([C@H:27]1[CH2:28][CH2:29][CH2:30][N:26]1[C:24](=[O:25])[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][C:16]([N:12]1[CH2:13][CH2:14][CH2:15][C@@H:11]1[C:9]([OH:10])=[O:8])=[O:41])([OH:33])=[O:32]

Participants

4

Reactant 1

HCID 54543973HCID 54543973, compound

Product 1

HCID 53841748HCID 53841748, compoundYield 87.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

100 mg (0.18 mmol) (R)-1-[9-[(R)-2-benzyloxycarbonyl-pyrrolidin-1-yl]-9-oxo-nonanoyl]-pyrrolidine-2-carboxylic acid benzyl ester in 20 ml ethanol were hydrogenated in the presence of 20 mg 5% Pd on carbon for two hours at room temperature. Filtration and evaporation gave 60 mg (R)-1-[9-[(R)-2-carboxy-pyrrolidin-1-yl]-9-oxo-nonanoyl]-pyrrolidine-2-carboxylic acid, as a colorless oil.

Workup

  1. filtrationFiltration and evaporation

Sources & evidence

ORD record
ord-9f778346bdb14f30a4a79005da59e2f0
Source dataset
uspto-grants-2003_01
Patent number
US06512001B1

Reaction notes

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