Reaktion #8625

ord-65bf027c2ce34a99952537c84cd0ebc0

Reaktionsgleichung

O
water
c1c[nH]cn1
Imidazole
N[C@@H](CCO)C(=O)O
homoserine
CC(C)(C)[Si](C)(C)Cl
tert-Butyldimethylsilyl chloride
CC(C)(C)[Si](C)(C)OCCC(N)C(=O)O
2-amino-4-(tert-butyldimethylsilanyloxy)butyric acid

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONadded
  2. 2
    workup.STIRRINGthe mixture is stirred for ten minutes at 0° C. the for 4 hours at room temperature
  3. 3
    Filtrationthe resulting solid is collected by filtration
  4. 4
    SonstigeThe isolated product is dried
  5. 5
    Sonstigeused without further purification

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07087759B2uspto-grants-2006_08