Sodium Hydroxide → HCID 69817975, compound

HRID 2417434Notes

Reaction equation

HRID 2417434 reaction equation
[OH:1][CH2:2][C@@H:3]([NH:26][CH2:27][C@H:28]([OH:37])[CH2:29][O:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]([NH:14][C:15]2[CH:16]=[C:17]([CH:23]=[CH:24][CH:25]=2)[C:18]([O:20]CC)=[O:19])=[O:13])=[CH:7][CH:6]=1.[OH-].[Na+:39]>C(O)C>[OH:1][CH2:2][C@@H:3]([NH:26][CH2:27][C@H:28]([OH:37])[CH2:29][O:30][C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1)[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]([NH:14][C:15]2[CH:16]=[C:17]([CH:23]=[CH:24][CH:25]=2)[C:18]([O-:20])=[O:19])=[O:13])=[CH:7][CH:6]=1.[Na+:39]

Participants

4

Reactant 2

HCID 14798Sodium Hydroxide2×HCID 69817782HCID 69817782, compound

Product 1

HCID 69817975HCID 69817975, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of ethyl 3-[[[[4-[(2S)-3-hydroxy-2-[[(2S)-2-hydroxy-3-phenoxypropyl]amino]propyl]phenyl]-amino]carbonyl]amino]benzoate (148 mg) in ethanol (2.0 ml) was added 1N sodium hydroxide solution (292 μl) and the solution was refluxed for 4 hours. An additional portion of 1N sodium hydroxide solution (58.3 μl) was added and the whole was refluxed for 3 hours. After cooling to room temperature, the solvent was removed by evaporation to give sodium 3-[[[[4-[(2S)-3-hydroxy-2-[[(2S)-2-hydroxy-3-phenoxypropyl]amino]propyl]phenyl]amino]carbonyl]amino)-benzoate (158 mg) as a white solid.

Workup

  1. temperaturethe solution was refluxed for 4 hours
  2. temperaturethe whole was refluxed for 3 hours
  3. customthe solvent was removed by evaporation

Sources & evidence

ORD record
ord-4987a98148924dd8b8661594304ad300
Source dataset
uspto-grants-2004_11
Patent number
US06826033B2

Reaction notes

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