Hydrochloric Acid → (2S)-4-(acetyloxy)-2-(2,2,2-trifluoroacetamido)butanoic acid

HRID 2298548Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2298548
C(=O)([O-])[O-].[K+].[K+].Cl.[C:8]([O:11][CH2:12][CH2:13][C@@H:14]([C:16]([OH:18])=[O:17])[NH2:15])(=[O:10])[CH3:9].C(OC(=O)C[C:24](=[O:29])[C:25]([F:28])([F:27])[F:26])C.Cl>C(O)C.O>[F:26][C:25]([F:28])([F:27])[C:24]([NH:15][C@H:14]([C:16]([OH:18])=[O:17])[CH2:13][CH2:12][O:11][C:8](=[O:10])[CH3:9])=[O:29]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 67793Ethyl 4,4,4-trifluoroacetoacetateHCID 45038083O-Acetyl-L-homoserine hydrochloride

Produkt 1

HCID 53989376(2S)-4-(acetyloxy)-2-(2,2,2-trifluoroacetamido)butanoic acidAusbeute 45,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

7.6 g (55 mol) of potassium carbonate are added to a suspension of 9.9 g (50 mmol) of O-acetyl-L-homoserine hydrochloride and 7.8 g (55 mmol) of trifluoroacetylacetic acid ethyl ester in 200 ml of ethanol, and stirring is carried out for 14 hours. 10.8 g (110 mmol) of 37% hydrochloric acid and 200 ml of water are then added. The product obtained after removal of the ethanol by distillation is filtered off with suction, washed with water and dried. 5.8 g (45%) of N-trifluoroacetyl-O-acetyl-L-homo-serine are obtained.

Aufarbeitung

  1. customThe product obtained
  2. customafter removal of the ethanol
  3. distillationby distillation
  4. filtrationis filtered off with suction
  5. washwashed with water
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-709a559984004df2a1237fba515d1dd0
Quelldatensatz
uspto-grants-2002_12
Patentnummer
US06492541B2

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