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1,2-Dimethoxyethane → HCID 66975737, Verbindung

HRID 1022686
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1022686
[NH2:1][CH2:2][C@H:3]1[C@H:9]([C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[C:12]([Cl:17])[CH:11]=2)[O:8][CH2:7][CH2:6][N:5]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:4]1.[OH-].[Na+].[CH2:27]([CH2:30][O:31]C)[O:28]C>>[Cl:17][C:12]1[CH:11]=[C:10]([C@@H:9]2[O:8][CH2:7][CH2:6][N:5]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:4][C@H:3]2[CH2:2][NH:1][C:27](=[O:28])[CH2:30][OH:31])[CH:15]=[CH:14][C:13]=1[Cl:16]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 3

HCID 80711,2-DimethoxyethaneHCID 14798Sodium HydroxideHCID 66975351HCID 66975351, Verbindung

Produkt 1

HCID 66975737HCID 66975737, Verbindung

Versuchsvorschrift

To a solution of tert-butyl (6R,7R)-6-(aminomethyl)-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate (171 mg) in dimethoxyethane (3 mL) was added 1 N aqueous sodium hydroxide solution (0.72 ml), and the mixture was stirred overnight. The solvent was evaporated under reduced pressure. Water was added to the residue, and the mixture was extracted twice with ethyl acetate. The combined organic layers were washed with brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel chromatography (ethyl acetate/hexane) to give the title compound (157 mg).

Aufarbeitung

  1. customThe solvent was evaporated under reduced pressure
  2. additionWater was added to the residue
  3. extractionthe mixture was extracted twice with ethyl acetate
  4. washThe combined organic layers were washed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent was evaporated under reduced pressure
  7. customThe residue was purified by silica gel chromatography (ethyl acetate/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-e52affe2c7af45669537936cdc042f03
Quelldatensatz
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08722662B2

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