Reacción #1447090

ord-b6768dac21854eac891918cb11947519

Ecuación de reacción

CCOC(=O)CN=C(c1ccccc1)c1ccccc1
N-(Diphenylmethylene)glycine ethyl ester
Fc1cc(CBr)cc(F)c1F
3,4,5-trifluorobenzylbromide
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CCOC(=O)C(Cc1cc(F)c(F)c(F)c1)N=C(c1ccccc1)c1ccccc1
title compound
Rendimiento 72.9%
CCOC(=O)C(Cc1cc(F)c(F)c(F)c1)N=C(c1ccccc1)c1ccccc1
N-(Diphenylmethylene) (3,4,5-trifluoro)-D,L-Phenylalanine ethyl ester
Rendimiento 72.9%

Condiciones de reacción

Temperatura
25°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    FiltraciónThe mixture was filtered
  2. 2
    Otrothe filtrate was evaporated to dryness
  3. 3
    Otroto give crude product
  4. 4
    OtroIt was purified by column chromatography on silica gel (hexane:ethyl acetate=4:1)

Procedimiento

A solution of N-(Diphenylmethylene)glycine ethyl ester (1.10 g, 4.1 mmol) and 3,4,5-trifluorobenzylbromide (0.91 g, 4.0 mmol) in dimethylformamide (10 mL) was treated with anhydrous potassium carbonate (2.83 g, 20.5 mmol) and stirred for 18 hrs at 25° C. The mixture was filtered and the filtrate was evaporated to dryness to give crude product. It was purified by column chromatography on silica gel (hexane:ethyl acetate=4:1) to give title compound (1.2 g).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07879795B2uspto-grants-2011_02