Reacción #2358570

ord-36b7e9594c0d4b0f876fe00fd415eaa0

Ecuación de reacción

O=S(Cl)Cl
thionyl chloride
N[C@@H](Cc1ccc(O)c([N+](=O)[O-])c1)C(=O)O
3-nitro-L-tyrosine
CCO
ethanol
CCN[C@@H](Cc1ccc(O)c([N+](=O)[O-])c1)C(=O)O.Cl
title compound
Rendimiento 97.0%
CCN[C@@H](Cc1ccc(O)c([N+](=O)[O-])c1)C(=O)O.Cl
Ethyl-3-nitrotyrosine hydrochloride
Rendimiento 97.0%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaAfter refluxing for 4 hours
  2. 2
    Temperaturathe reaction was cooled
  3. 3
    Otrothe solvents were removed in vacuo from dichloromethane

Procedimiento

To a stirring 0° C. solution of 1.07 mL (14.7 mmol) of thionyl chloride in 15 mL of absolute ethanol was added 3-nitro-L-tyrosine (2.00 g, 8.84 mmol). After refluxing for 4 hours, the reaction was cooled and the solvents were removed in vacuo from dichloromethane to afford 2.20 g (97%) of the title compound as a yellow solid.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09120744B2uspto-grants-2015_09