HCID 59253973, compound → HCID 59253927, compound

HRID 386923Notes

Reaction equation

HRID 386923 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:8][CH2:9][C:10]([NH:12][C:13]1[CH:14]=[CH:15][C:16]([O:19][C:20](=[O:30])[CH2:21][OH:22])=[CH:17][CH:18]=1)=[O:11]

Participants

4

Reactant 1

HCID 59253973HCID 59253973, compound

Product 1

HCID 59253927HCID 59253927, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Benzyloxy-acetic acid 4-(2-benzyloxy-acetylamino)-phenyl ester 7 is dissolved in methanol (50 ml) in a pressure vessel, Palladium on carbon (5%, 4 grams) added and the mixture stirred under an atmosphere of hydrogen (4 Kg) for 10 hours. The catalyst is removed by filtration, methanol distilled under vacuum. The crude 8 can be purified by column chromatography on silica gel using benzene: ethyl acetate (8:2) as eluant to get the desired product.

Workup

  1. customThe catalyst is removed by filtration, methanol
  2. distillationdistilled under vacuum
  3. customThe crude 8 can be purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-fb07b8235b6944adbd84dd608f53ec2f
Source dataset
uspto-grants-2013_02
Patent number
US08372882B2

Reaction notes

Loading…