Sodium Hydroxide → HCID 69817709, compound

HRID 2417438Notes

Reaction equation

HRID 2417438 reaction equation
[OH:1][CH2:2][C@@H:3]([NH:24][CH2:25][C@H:26]([OH:35])[CH2:27][O:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]([C:14]2[CH:23]=[CH:22][C:17]([C:18]([O:20]C)=[O:19])=[CH:16][CH:15]=2)=[O:13])=[CH:7][CH:6]=1.[OH-].[Na+:37]>CO>[OH:1][CH2:2][C@@H:3]([NH:24][CH2:25][C@H:26]([OH:35])[CH2:27][O:28][C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1)[CH2:4][C:5]1[CH:6]=[CH:7][C:8]([NH:11][C:12]([C:14]2[CH:23]=[CH:22][C:17]([C:18]([O-:20])=[O:19])=[CH:16][CH:15]=2)=[O:13])=[CH:9][CH:10]=1.[Na+:37]

Participants

4

Reactant 2

HCID 14798Sodium Hydroxide2×HCID 69817846HCID 69817846, compound

Product 1

HCID 69817709HCID 69817709, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a suspension of methyl 4-[[[4-[(2S)-3-hydroxy-2-[[(2S)-2-hydroxy-3-phenoxypropyl]amino]propyl]phenyl]-amino]carbonyl]benzoate (19.3 mg) in methanol (1.0 ml) was added 1N sodium hydroxide solution (40.3 μl) and the suspension was refluxed for 10 hours. An additional portion of 1N sodium hydroxide solution (40.3 μl) was added and the mixture was refluxed for 3 hours. After cooling to room temperature, the solvent was removed by evaporation to give sodium 4-[[[4-[(2S)-3-hydroxy-2-[[(2S)-2-hydroxy-3-phenoxypropyl]amino]propyl]phenyl]amino]carbonyl]benzoate (20.6 mg) as a white solid.

Workup

  1. temperaturethe suspension was refluxed for 10 hours
  2. temperaturethe mixture was refluxed for 3 hours
  3. customthe solvent was removed by evaporation

Sources & evidence

ORD record
ord-ccd26498db4b47609567b4402a84c034
Source dataset
uspto-grants-2004_11
Patent number
US06826033B2

Reaction notes

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