Ammonia → (S)-2-Amino-4-dibenzofuran-2-yl-4-oxo-butyric acid

HRID 376404Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 376404
N.[CH:2]1[C:10]2[C:9]3[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=3[O:7][C:6]=2[CH:5]=[CH:4][C:3]=1[C:15](=[O:28])[CH2:16][C@H:17]([NH:21]C(=O)C(F)(F)F)[C:18]([OH:20])=[O:19]>CO>[NH2:21][C@@H:17]([CH2:16][C:15]([C:3]1[CH:4]=[CH:5][C:6]2[O:7][C:8]3[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=3[C:10]=2[CH:2]=1)=[O:28])[C:18]([OH:20])=[O:19]

Komponenten

4

Edukt 2

HCID 222AmmoniaHCID 54131944(S)-4-dibenzofuran-2-yl-4-oxo-2-(2,2,2-trifluoroacetylamino)-butyric acid

Produkt 1

HCID 53753679(S)-2-Amino-4-dibenzofuran-2-yl-4-oxo-butyric acidAusbeute 100,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Methanol (40 mL) was saturated with gaseous ammonia at room temperature. To this solution was added (S)-4-dibenzofuran-2-yl-4-oxo-2-(2,2,2-trifluoroacetylamino)-butyric acid (0.5 g, 0.0013 mol) obtained above in Example 1. The reaction mixture was stirred at room temperature for 24 hours and then concentrated to dryness in vacuo. The residue was recrystallized from boiling methanol to yield the title product as a white solid (0.37 g, quant); mp 182-187° C.

Aufarbeitung

  1. customobtained above in Example 1
  2. concentrationconcentrated to dryness in vacuo
  3. customThe residue was recrystallized

Quellen und Nachweise

ORD-Eintrag
ord-0c3a4a0b4ac04365a65f28eeecadabf7
Quelldatensatz
uspto-grants-2000_02
Patentnummer
US06020366

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