HCID 53678340, compound → HCID 54041342, compound

HRID 1636100Notes

Reaction equation

HRID 1636100 reaction equation
C([O:8][C:9]([C@H:11]1[CH2:15][CH2:14][CH2:13][N:12]1[C:16](=[O:37])[CH2:17][CH2:18][CH2:19][C:20]([N:22]1[CH2:26][CH2:25][CH2:24][C@@H:23]1[C:27]([O:29]CC1C=CC=CC=1)=[O:28])=[O:21])=[O:10])C1C=CC=CC=1>C(O)C.[Pd]>[C:27]([C@H:23]1[CH2:24][CH2:25][CH2:26][N:22]1[C:20](=[O:21])[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:37])([OH:29])=[O:28]

Participants

4

Reactant 1

HCID 53678340HCID 53678340, compound

Product 1

HCID 54041342HCID 54041342, compoundYield 46%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

440 mg (0.87 mmol) (R)-1-[5-[(R)-2-benzyloxycarbonyl-pyrrolidin-1-yl]-5-oxo-pentanoyl]-pyrrolidine-2-carboxylic acid benzyl ester in 100 ml ethanol were hydrogenated in the presence of 40 mg 5% Pd on carbon. Filtration and evaporation of the solvent yielded 130 mg (46%) (R)-1-[5-[(R)-2-carboxy-pyrrolidin-1-yl]-5-oxo-pentanoyl]-pyrrolidine-2-carboxylic acid as colorless oil.

Workup

  1. filtrationFiltration and evaporation of the solvent

Sources & evidence

ORD record
ord-cbbed4a837c747e58bff20b5bed71de5
Source dataset
uspto-grants-2003_01
Patent number
US06512001B1

Reaction notes

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