Hydrochloric Acid → HCID 69817718, Verbindung

HRID 2417439Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2417439
[CH2:1]([N:8]([C@H:20]([CH2:41][OH:42])[CH2:21][C:22]1[CH:27]=[CH:26][C:25]([NH:28][C:29]([C:31]2[CH:40]=[CH:39][C:34]([C:35]([O:37]C)=[O:36])=[CH:33][CH:32]=2)=[O:30])=[CH:24][CH:23]=1)[CH2:9][C@H:10]([OH:19])[CH2:11][O:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].Cl>CO>[CH2:1]([N:8]([C@H:20]([CH2:41][OH:42])[CH2:21][C:22]1[CH:27]=[CH:26][C:25]([NH:28][C:29]([C:31]2[CH:40]=[CH:39][C:34]([C:35]([OH:37])=[O:36])=[CH:33][CH:32]=2)=[O:30])=[CH:24][CH:23]=1)[CH2:9][C@H:10]([OH:19])[CH2:11][O:12][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 69817809HCID 69817809, Verbindung

Produkt 1

HCID 69817718HCID 69817718, VerbindungAusbeute 87,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of methyl 4-[[[4-[(2S)-2-[N-benzyl-N-[(2S)-2-hydroxy-3-phenoxypropyl]amino]-3-hydroxypropyl]-phenyl]amino]carbonyl]benzoate (93.6 mg) in methanol (2.0 ml) was added 1N sodium hydroxide solution (329 μl) and the solution was refluxed for 2.5 hours. After cooling to room temperature, the mixture was neutralized by the addition of 1N hydrochloric acid (329 μl). The solvent was removed by evaporation and the residual solid was suspended in water (2.0 ml). The solid was collected by filtration, washed with water, and dried under reduced pressure to give 4-[[[4-[(2S)-2-[N-benzyl-N-[(2S)-2-hydroxy-3-phenoxypropyl]amino]-3-hydroxypropyl]phenyl]amino]carbonyl]benzoic acid (80.2 mg) as a white solid.

Aufarbeitung

  1. temperaturethe solution was refluxed for 2.5 hours
  2. customThe solvent was removed by evaporation
  3. filtrationThe solid was collected by filtration
  4. washwashed with water
  5. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-7ab81db95abb4d7c87431cbb1fcee1bf
Quelldatensatz
uspto-grants-2004_11
Patentnummer
US06826033B2

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