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Sodium Hydroxide → 4-{(S)-1-[(S)-6-(2-Hydroxy-2-methyl-propyl)-2-oxo-6-phenyl-[1,3]oxazinan-3-yl]-ethyl}-benzoic acid

HRID 473931
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 473931
[OH-].[Na+].C[O:4][C:5](=[O:32])[C:6]1[CH:11]=[CH:10][C:9]([C@@H:12]([N:14]2[CH2:19][CH2:18][C@:17]([CH2:26][C:27]([OH:30])([CH3:29])[CH3:28])([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[O:16][C:15]2=[O:31])[CH3:13])=[CH:8][CH:7]=1>O1CCCC1>[OH:30][C:27]([CH3:28])([CH3:29])[CH2:26][C@@:17]1([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[O:16][C:15](=[O:31])[N:14]([C@H:12]([C:9]2[CH:10]=[CH:11][C:6]([C:5]([OH:32])=[O:4])=[CH:7][CH:8]=2)[CH3:13])[CH2:19][CH2:18]1
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Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 581095974-{(S)-1-[(S)-6-(2-Hydroxy-2-methyl-propyl)-2-oxo-6-phenyl-[1,3]oxazinan-3-yl]-ethyl}-benzoic acid methyl ester

Produkt 1

HCID 581092884-{(S)-1-[(S)-6-(2-Hydroxy-2-methyl-propyl)-2-oxo-6-phenyl-[1,3]oxazinan-3-yl]-ethyl}-benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

1 M aqueous NaOH solution (5 mL) was added to a solution of 4-{(S)-1-[(S)-6-(2-hydroxy-2-methyl-propyl)-2-oxo-6-phenyl-[1,3]oxazinan-3-yl]-ethyl}-benzoic acid methyl ester (0.73 g) in tetrahydrofuran (5 mL). The resulting solution was stirred at room temperature overnight. Then, the solution was concentrated and the residue was taken up in water and filtered. The aqueous filtrate was acidified with 1 M hydrochloric acid and the resulting mixture was extracted with ethyl acetate. The combined extracts were washed with brine and dried (MgSO4). The solvent was removed to afford the title compound as a foam-like solid.

Aufarbeitung

  1. concentrationThen, the solution was concentrated
  2. filtrationfiltered
  3. extractionthe resulting mixture was extracted with ethyl acetate
  4. washThe combined extracts were washed with brine
  5. dry with materialdried (MgSO4)
  6. customThe solvent was removed

Quellen und Nachweise

ORD-Eintrag
ord-54a0f0b794c740cea09b6dd61b6881e5
Quelldatensatz
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08637505B2

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