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Potassium Bicarbonate → HCID 67348403, Verbindung

HRID 910591
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 910591
C([N:4]1[C:8]([CH3:9])=[C:7]([CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:6]([O:17][C@@H:18]2[O:44][C@H:43]([CH2:45][O:46][C:47](=[O:52])[C:48]([CH3:51])([CH3:50])[CH3:49])[C@@H:35]([O:36][C:37](=[O:42])[C:38]([CH3:41])([CH3:40])[CH3:39])[C@H:27]([O:28][C:29](=[O:34])[C:30]([CH3:33])([CH3:32])[CH3:31])[C@H:19]2[O:20][C:21](=[O:26])[C:22]([CH3:25])([CH3:24])[CH3:23])=[N:5]1)(=O)C.C(=O)(O)[O-].[K+]>CO>[CH2:10]([C:7]1[C:6]([O:17][C@@H:18]2[O:44][C@H:43]([CH2:45][O:46][C:47](=[O:52])[C:48]([CH3:51])([CH3:50])[CH3:49])[C@@H:35]([O:36][C:37](=[O:42])[C:38]([CH3:39])([CH3:40])[CH3:41])[C@H:27]([O:28][C:29](=[O:34])[C:30]([CH3:33])([CH3:32])[CH3:31])[C@H:19]2[O:20][C:21](=[O:26])[C:22]([CH3:23])([CH3:24])[CH3:25])=[N:5][NH:4][C:8]=1[CH3:9])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 516893Potassium BicarbonateHCID 67350156HCID 67350156, Verbindung

Produkt 1

HCID 67348403HCID 67348403, VerbindungAusbeute 95,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 1-acetyl-4-benzyl-5-methyl-3-(2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranosyloxy)-1H-pyrazole (1.00 g) in methanol (10 mL) was added potassium bicarbonate (0.058 g) under stirring at room temperature. The reaction mixture was stirred at room temperature for 16 hours. After the precipitation of the crystals by the addition of a solution of glacial acetic acid (0.034 g) in water (20 mL) at room temperature, the mixture was stirred for 2 hours. After the suspension was stirred under ice-cooling for 1 hour, the crystals were collected by filtration. The obtained crystals were washed with a mixed solution of 2-propanol and n-heptane, and dried under reduced pressure to give 4-benzyl-5-methyl-3-(2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranosyloxy)-1H-pyrazole (0.90 g).

Aufarbeitung

  1. stirringThe reaction mixture was stirred at room temperature for 16 hours
  2. customAfter the precipitation of the crystals
  3. additionby the addition of a solution of glacial acetic acid (0.034 g) in water (20 mL) at room temperature
  4. stirringthe mixture was stirred for 2 hours
  5. stirringAfter the suspension was stirred under ice-
  6. temperaturecooling for 1 hour
  7. filtrationthe crystals were collected by filtration
  8. washThe obtained crystals were washed with a mixed solution of 2-propanol and n-heptane
  9. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-9bcace9b8bb64049b9a21d1231133aec
Quelldatensatz
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08022192B2

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