HCID 53988213, compound → HCID 54341857, compound

HRID 1871708Notes

Reaction equation

HRID 1871708 reaction equation
C([O:8][C:9]([C@H:11]1[CH2:15][CH2:14][CH2:13][N:12]1[C:16](=[O:44])[CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([CH2:25][CH2:26][C:27]([N:29]2[CH2:33][CH2:32][CH2:31][C@@H:30]2[C:34]([O:36]CC2C=CC=CC=2)=[O:35])=[O:28])[N:20]=1)=[O:10])C1C=CC=CC=1>C(O)C.[Pd]>[C:9]([C@H:11]1[CH2:15][CH2:14][CH2:13][N:12]1[C:16](=[O:44])[CH2:17][CH2:18][C:19]1[N:20]=[C:21]([CH2:25][CH2:26][C:27]([N:29]2[CH2:33][CH2:32][CH2:31][C@@H:30]2[C:34]([OH:36])=[O:35])=[O:28])[CH:22]=[CH:23][CH:24]=1)([OH:10])=[O:8]

Participants

4

Reactant 1

HCID 53988213HCID 53988213, compound

Product 1

HCID 54341857HCID 54341857, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

0.17 g (0.29 mmol) (R)-1-[3-[6-[3-[(R)-2-benzyloxycarbonyl-pyrrolidin-1-yl]-3-oxo-propyl]-pyridin-2-yl]-propionyl]-pyrrolidine-2-carboxylic acid benzyl ester in 100 ml ethanol were hydrogenated in the presence of 35 mg 5% Pd on carbon. Filtration and evaporation of the solvent yielded 0.11 g (92%) (R)-1-[3-[6-[3-[(R)-2-carboxy-pyrrolidin-1-yl]-3-oxo-propyl]-pyridin-2-yl]propionyl]-pyrrolidine-2-carboxylic acid as colorless oil. MS-ISP: 418 (M+H)+.

Workup

  1. filtrationFiltration and evaporation of the solvent

Sources & evidence

ORD record
ord-f251a7e303124913b8dfa7e11e942ff2
Source dataset
uspto-grants-2000_08
Patent number
US06103910

Reaction notes

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