HCID 59253973, compound → HCID 59253927, compound

HRID 2169748Notes

Reaction equation

HRID 2169748 reaction equation
C([O:8][CH2:9][C:10]([NH:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][C:20](=[O:30])[CH2:21][O:22]CC2C=CC=CC=2)=[CH:15][CH:14]=1)=[O:11])C1C=CC=CC=1>CO.[Pd]>[OH:22][CH2:21][C:20]([O:19][C:16]1[CH:15]=[CH:14][C:13]([NH:12][C:10](=[O:11])[CH2:9][OH:8])=[CH:18][CH:17]=1)=[O:30]

Participants

4

Reactant 1

HCID 59253973HCID 59253973, compound

Product 1

HCID 59253927HCID 59253927, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Benzyloxyacetic acid-4-(2-benzyloxyacetylamino)phenyl ester 74 was dissolved in methanol (50 ml) in a pressure vessel, palladium on carbon (5%, 4 grams) added and the mixture stirred under a hydrogen atm. (4 Kg) for 10 hrs. Catalyst was removed by filtration and methanol distilled off under vacuum. Crude 75 was purified by column chromatography on silica gel using benzene:ethyl acetate (8:2) as eluant.

Workup

  1. customCatalyst was removed by filtration and methanol
  2. distillationdistilled off under vacuum
  3. customCrude 75 was purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-04825653c0d144eab5f7bd58a7455036
Source dataset
uspto-grants-2015_06
Patent number
USRE045548E1

Reaction notes

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