Reacción #1447089

ord-c4bb7716b28944f6bfa78d5135ac3611

Ecuación de reacción

CC(C)(C)OC(=O)N[C@H](CCc1ccccc1)C(=O)O.NC(=O)c1cnc2ccccc2c1
N-Boc-D-homophenylalanine Quinoline-3-amide
O=C(O)C(F)(F)F
trifluoroacetic acid
NC(=O)c1cnc2ccccc2c1.N[C@H](CCc1ccccc1)C(=O)O
title compound
Rendimiento 57.6%
NC(=O)c1cnc2ccccc2c1.N[C@H](CCc1ccccc1)C(=O)O
D-Homophenylalanine Quinoline-3-amide
Rendimiento 57.6%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    ConcentraciónThe solution was concentrated to dryness
  2. 2
    workup.ADDITIONtreated with diethyl ether (10 mL)
  3. 3
    FiltraciónThe solid was filtered
  4. 4
    Otrodried
  5. 5
    workup.DISSOLUTIONIt was dissolved in water (180 mL)
  6. 6
    Filtraciónthe solid was filtered
  7. 7
    Otrodried

Procedimiento

N-Boc-D-homophenylalanine Quinoline-3-amide (2.6 g, 6.42 mmol, procedure 1A) was treated with trifluoroacetic acid (15 mL) at 25° C. for 1 hr. The solution was concentrated to dryness and treated with diethyl ether (10 mL). The solid was filtered and dried. It was dissolved in water (180 mL) and neutralized to pH=7.5 with saturated solution of sodium bicarbonate. The mixture was stirred for 1 hr and the solid was filtered and dried giving the title compound (1.30 g) as white solid.

Fuente

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