Dibenzylamine → Pravastatin

HRID 353379

Reaktionsgleichung

Reaktionsgleichung von HRID 353379
[CH3:1][CH2:2][C@@H:3]([C:5]([O:7][C@@H:8]1[C@@H:13]2[C@@H:14]([CH2:19][CH2:20][C@@H:21]([OH:29])[CH2:22][C@@H:23]([OH:28])[CH2:24][C:25]([OH:27])=[O:26])[C@@H:15]([CH3:18])[CH:16]=[CH:17][C:12]2=[CH:11][C@@H:10]([OH:30])[CH2:9]1)=[O:6])[CH3:4].C(NCC1C=CC=CC=1)C1C=CC=CC=1.C(NCC1C=CC=CC=1)C1C=CC=CC=1.C(OCC(C)C)(=O)C.O.[OH-].[Na+]>>[CH3:1][CH2:2][C@@H:3]([C:5]([O:7][C@@H:8]1[C@@H:13]2[C@@H:14]([CH2:19][CH2:20][C@@H:21]([OH:29])[CH2:22][C@@H:23]([OH:28])[CH2:24][C:25]([OH:27])=[O:26])[C@@H:15]([CH3:18])[CH:16]=[CH:17][C:12]2=[CH:11][C@@H:10]([OH:30])[CH2:9]1)=[O:6])[CH3:4]

Komponenten

5

Edukt 4

HCID 7656DibenzylamineHCID 14798Sodium HydroxideHCID 69940150Pravastatin dibenzylamineHCID 86585368Isobutyl acetate water

Produkt 1

HCID 54687Pravastatin

Versuchsvorschrift

The transformation is detailed in the case of pravastatin dibenzylamine salt. The recrystallized dibenzylamine salt is suspended in an isobutyl acetate-water mixture, then equivalent quantity of sodium hydroxide is added in aqueous solution to the suspension by maintaining under stirring the pH in the range of 8.0-8.5. After disappearance of the suspension the phases are separated and the pravastatin-containing aqueous solution is washed twice with isobutyl acetate. The aqueous solution is clarified with activated carbon and lyophilized yielding pravastatin in a pharmaceutically acceptable quality.

Aufarbeitung

  1. temperatureby maintaining
  2. customAfter disappearance of the suspension the phases are separated
  3. additionthe pravastatin-containing aqueous solution
  4. washis washed twice with isobutyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-f900093f906349849904fa1faa0f337e
Quelldatensatz
uspto-grants-2004_06
Patentnummer
US06750366B2

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