Reacción #1855339

ord-d409cc13899c459d813458e7bb0cc81f

Ecuación de reacción

C=CCOC(=O)CC[C@H](N)C(=O)OCC=C.Cc1ccc(S(=O)(=O)O)cc1
diallyl L-glutamate p-toluene sulfonate
Cc1ccc(S(=O)(=O)O)cc1
TsOH
C=CCOC(=O)CC[C@H](N)C(=O)OCC=C
diallyl L-glutamate
O=C(OC(Cl)(Cl)Cl)OC(Cl)(Cl)Cl
triphosgene
CCN(CC)CC
trietylamine
C=CCN(CC=C)[C@@H](CCC(=O)O)C(=O)N=C=O
Diallyl L-glutamyl isocyanate

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroto reach room temperature
  2. 2
    Otrowas used without further purification
  3. 3
    OtroA typical IR spectrum was obtained v=2253 cm−1 (NCO, v. intense)

Procedimiento

To diallyl L-glutamate p-toluene sulfonate (the TsOH salt of diallyl L-glutamate) (1.08 g, 2.7 mmol, NovaBiochem) and triphosgene (0.30 g, 1.03 mmol) in 20 mL toluene, stirred at −78° C., trietylamine (0.86 mL, 6.2 mmol) was added. After 30 min, the reaction mixture was allowed to reach room temperature and was used without further purification. A typical IR spectrum was obtained v=2253 cm−1 (NCO, v. intense).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07235585B2uspto-grants-2007_06