Reacción #8625

ord-65bf027c2ce34a99952537c84cd0ebc0

Ecuación de reacción

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

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  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
    Filtraciónthe resulting solid is collected by filtration
  4. 4
    OtroThe isolated product is dried
  5. 5
    Otroused without further purification

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07087759B2uspto-grants-2006_08