HCID 86588282, compound → HCID 86588281, compound

HRID 1385721Notes

Reaction equation

HRID 1385721 reaction equation
C([O:8][C:9]([CH:11]1[CH2:15][CH2:14][CH2:13][N:12]1[NH:16][C:17]([NH:19][O:20][CH2:21][C:22]([N:24]1[CH2:28][CH2:27][CH2:26][C@@H:25]1[C:29]([O:31]CC1C=CC=CC=1)=[O:30])=[O:23])=[O:18])=[O:10])C1C=CC=CC=1>C(O)C.[Pd]>[C:29]([C@H:25]1[CH2:26][CH2:27][CH2:28][N:24]1[C:22](=[O:23])[CH2:21][O:20][NH:19][C:17](=[O:18])[NH:16][N:12]1[CH2:13][CH2:14][CH2:15][CH:11]1[C:9]([OH:10])=[O:8])([OH:31])=[O:30]

Participants

4

Reactant 1

HCID 86588282HCID 86588282, compound

Product 1

HCID 86588281HCID 86588281, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

0.14 g (0.36 mmol) (R)-1-[[3-[2-[(R)-2-benzyloxycarbonyl-pyrrolidin-1-yl]-2-oxo-ethoxy]-ureido]-pyrrolidine-2-carboxylic acid benzyl ester in 60 ml ethanol were hydrogenated in the presence of 40 mg 5% Pd on carbon. Filtration, evaporation of the solvent and crystallization from methanol/ethylacetate yielded 0.07 g (52%) as white crystals with melting point 157-160° C.

Workup

  1. filtrationFiltration, evaporation of the solvent and crystallization from methanol/ethylacetate
  2. customyielded 0.07 g (52%) as white crystals with melting point 157-160° C.

Sources & evidence

ORD record
ord-90565e3aca194dd7bf42d7fda59a6c43
Source dataset
uspto-grants-2001_07
Patent number
US06262089B1

Reaction notes

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