HCID 69894216, compound → HCID 69895611, compound

HRID 1636098Notes

Reaction equation

HRID 1636098 reaction equation
C([O:8][C:9]([C@H:11]1[CH2:15][CH2:14][CH2:13][N:12]1[C:16](=[O:44])[CH:17]([O:42][CH3:43])[CH2:18][CH2:19][CH2:20][CH2:21][CH:22]([O:40][CH3:41])[C:23]([N:25]1[CH2:29][CH2:28][CH2:27][C@@H:26]1[C:30]([O:32]CC1C=CC=CC=1)=[O:31])=[O:24])=[O:10])C1C=CC=CC=1>CO.[Pd]>[C:30]([C@H:26]1[CH2:27][CH2:28][CH2:29][N:25]1[C:23](=[O:24])[CH:22]([O:40][CH3:41])[CH2:21][CH2:20][CH2:19][CH2:18][CH:17]([O:42][CH3:43])[C:16]([N:12]1[CH2:13][CH2:14][CH2:15][C@@H:11]1[C:9]([OH:10])=[O:8])=[O:44])([OH:32])=[O:31]

Participants

4

Reactant 1

HCID 69894216HCID 69894216, compound

Product 1

HCID 69895611HCID 69895611, compoundYield 84.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

182 mg (0.3 mmol) (R)-1-[8-[(R)-2-benzyloxycarbonyl-pyrrolidin-1-yl]-2,7-dimethoxy-8-oxo-octanoyl]-pyrrolidine-2-carboxylic acid benzyl ester in 10 ml methanol were hydrogenated in the presence of 30 mg 5% Pd on carbon. Filtration and evaporation of the solvent yielded 109 mg (84%) (R)-1-[8-[(R)-2-carboxy-pyrrolidin-1-yl]-2,7-dimethoxy-8-oxo-octanoyl]-pyrrolidine-2-carboxylic acid as colorless oil.

Workup

  1. filtrationFiltration and evaporation of the solvent

Sources & evidence

ORD record
ord-c5f5d7597ba34dda9970045db9c0070d
Source dataset
uspto-grants-2003_01
Patent number
US06512001B1

Reaction notes

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