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Sodium Hydroxide → (3R,5S)-1-(tert-butoxycarbonyl)-5-[({2-tert-butyl-4-[(1,3-oxazol-2-ylmethyl)amino]pyrimidin-5-yl}carbonyl)(2-methylpropyl)amino]piperidine-3-carboxylic acid

HRID 2192797
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2192797
[C:1]([C:5]1[N:10]=[C:9]([NH:11][CH2:12][C:13]2[O:14][CH:15]=[CH:16][N:17]=2)[C:8]([C:18]([N:20]([CH2:38][CH:39]([CH3:41])[CH3:40])[C@@H:21]2[CH2:26][N:25]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:24][C@H:23]([C:34]([O:36]C)=[O:35])[CH2:22]2)=[O:19])=[CH:7][N:6]=1)([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>CO>[C:30]([O:29][C:27]([N:25]1[CH2:26][C@@H:21]([N:20]([C:18]([C:8]2[C:9]([NH:11][CH2:12][C:13]3[O:14][CH:15]=[CH:16][N:17]=3)=[N:10][C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])=[N:6][CH:7]=2)=[O:19])[CH2:38][CH:39]([CH3:41])[CH3:40])[CH2:22][C@@H:23]([C:34]([OH:36])=[O:35])[CH2:24]1)=[O:28])([CH3:32])([CH3:33])[CH3:31]
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Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 596253251-tert-Butyl 3-methyl (3R,5S)-5-[({2-tert-butyl-4-[(1,3-oxazol-2-ylmethyl)amino]pyrimidin-5-yl}carbonyl) (2-methylpropyl)amino]piperidine-1,3-dicarboxylate

Produkt 1

HCID 59625191(3R,5S)-1-(tert-butoxycarbonyl)-5-[({2-tert-butyl-4-[(1,3-oxazol-2-ylmethyl)amino]pyrimidin-5-yl}carbonyl)(2-methylpropyl)amino]piperidine-3-carboxylic acidAusbeute 98,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887
Methanol
Lösungsmittel

Versuchsvorschrift

1-tert-Butyl 3-methyl (3R,5S)-5-[({2-tert-butyl-4-[(1,3-oxazol-2-ylmethyl)amino]pyrimidin-5-yl}carbonyl) (2-methylpropyl)amino]piperidine-1,3-dicarboxylate (0.26 g) was dissolved in methanol (3 ml), 2 M aqueous sodium hydroxide solution (1.0 ml) was added and the mixture was stirred at room temperature for 2 hr. The reaction mixture was concentrated under reduced pressure, the residue was diluted with saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the object compound (0.25 g).

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionthe residue was diluted with saturated aqueous ammonium chloride solution
  3. extractionthe mixture was extracted with ethyl acetate
  4. dry with materialThe extract was dried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-09973272bd78451793887325a6229684
Quelldatensatz
uspto-grants-2012_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08329691B2

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