Imidazole → 2-Amino-4-(tert-butyldimethylsilanyloxy)butyric acid

HRID 1072629

Reaktionsgleichung

Reaktionsgleichung von HRID 1072629
N1C=CN=C1.[NH2:6][C@H:7]([C:11]([OH:13])=[O:12])[CH2:8][CH2:9][OH:10].[Si:14](Cl)([C:17]([CH3:20])([CH3:19])[CH3:18])([CH3:16])[CH3:15].O>CN(C=O)C>[NH2:6][CH:7]([CH2:8][CH2:9][O:10][Si:14]([C:17]([CH3:20])([CH3:19])[CH3:18])([CH3:16])[CH3:15])[C:11]([OH:13])=[O:12]

Komponenten

6

Edukt 4

HCID 795ImidazoleHCID 962WaterHCID 12647L-HomoserineHCID 28928tert-Butyldimethylsilyl chloride

Produkt 1

HCID 220157142-Amino-4-(tert-butyldimethylsilanyloxy)butyric acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Imidazole (20.4 g, 300 mmol) is added to a solution of homoserine (11.9 g, 100 mmol) in DMF (100 mL) and the solution is stirred 15 minutes then cooled to 0° C. tert-Butyldimethylsilyl chloride (13.7 g, 91 mmol) added and the mixture is stirred for ten minutes at 0° C. the for 4 hours at room temperature. The reaction mixture is poured into water (3 L) and the resulting solid is collected by filtration. The isolated product is dried and used without further purification.

Aufarbeitung

  1. additionadded
  2. stirringthe mixture is stirred for ten minutes at 0° C. the for 4 hours at room temperature
  3. filtrationthe resulting solid is collected by filtration
  4. customThe isolated product is dried
  5. customused without further purification

Quellen und Nachweise

ORD-Eintrag
ord-2f25c78d9e7843e4abf6c5f04ea0568a
Quelldatensatz
uspto-grants-2005_06
Patentnummer
US06911447B2

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