(2S)-2-amino-3-{[(5-chloro-2-hydroxy-3-sulfophenyl)carbamoyl]amino}propanoic acid → (2S)-2-amino-3-{[(2-hydroxy-3-sulfophenyl)carbamoyl]amino}propanoic acid

HRID 1746830Notes

Reaction equation

HRID 1746830 reaction equation
[NH2:1][C@@H:2]([CH2:6][NH:7][C:8](=[O:22])[NH:9][C:10]1[CH:15]=[C:14](Cl)[CH:13]=[C:12]([S:17]([OH:20])(=[O:19])=[O:18])[C:11]=1[OH:21])[C:3]([OH:5])=[O:4].[H][H]>O.CO.[Pd]>[NH2:1][C@@H:2]([CH2:6][NH:7][C:8](=[O:22])[NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([S:17]([OH:20])(=[O:18])=[O:19])[C:11]=1[OH:21])[C:3]([OH:5])=[O:4]

Participants

6

Reactant 2

HCID 53377991(2S)-2-amino-3-{[(5-chloro-2-hydroxy-3-sulfophenyl)carbamoyl]amino}propanoic acidHCID 178418361HCID 178418361, compound

Product 1

HCID 86679034(2S)-2-amino-3-{[(2-hydroxy-3-sulfophenyl)carbamoyl]amino}propanoic acid

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 962WaterSolvent

Procedure

The compound obtained in Example 6 was dissolved in water and methanol, to which a catalyst amount of Pd/C was added, and the resultant was stirred for three days in a hydrogen atmosphere. After filtrating the catalyst, the solvent was distilled away, and the resultant was purified using purification step A to obtain the title compound.

Workup

  1. filtrationAfter filtrating the catalyst
  2. distillationthe solvent was distilled away
  3. customthe resultant was purified
  4. custompurification step A

Sources & evidence

ORD record
ord-b4eb94f8baa64c72a27625fec48c7d4a
Source dataset
uspto-grants-2015_10
Patent number
US09150505B2

Reaction notes

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