Reacción #1120075

ord-d9dc418b19824ee49b08f546e140c3a3

Ecuación de reacción

CC(C)[C@H](NC(=O)OCc1ccccc1)C(=O)O
carbobenzoxy-(S)-valine
O=Cc1cc(Br)cc(Br)c1O
3,5-dibromosalicylaldehyde
CC(C)[C@H](N=Cc1cc(Br)cc(Br)c1O)C(=O)O
N-(3,5-dibromosalicylidene)-(S)-valine
Rendimiento 68.0%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe desired product was prepared in the same manner as the latter half procedure of Reference Example 1

Procedimiento

The desired product was prepared in the same manner as the latter half procedure of Reference Example 1. That is, carbobenzoxy-(S)-valine piperizide (0.32 g, 1 mmol) was hydrogenated and then condensed with 3,5-dibromosalicylaldehyde (0.42 g, 1.5 mmol) to obtain 0.30 g (68%) of the desired N-(3,5-dibromosalicylidene)-(S)-valine piperizide, which was further recrystallized from methanol. m.p. 143.2°-145.4° C. [α]26D +50.1° (c 0.97, CHCl3)

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05308820uspto-grants-1994_05