Reacción #969879

ord-8d35f87a81c945129aca7186ba749bca

Ecuación de reacción

CC(C)[C@H](NC(=O)OCc1ccccc1)C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)OC(C)(C)C)C(C)C
Z-Val-Pro-Val-Pro-OtBu
O=C(O)C(F)(F)F
trifluoroacetic acid
→
CC(C)[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)OCc1ccccc1)C(C)C)C(=O)N1CCC[C@H]1C(=O)O
Z-Val-Pro-Val-Pro-OH
Rendimiento 84.0%

Reactantes

CC(C)[C@H](NC(=O)OCc1ccccc1)C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)OC(C)(C)C)C(C)C
Z-Val-Pro-Val-Pro-OtBu
O=C(O)C(F)(F)F
trifluoroacetic acid

Reactivos

Ninguno

Disolventes

ClCCl
dichloromethane

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThen, the solution was evaporated to dryness
  2. 2
    Otroto give Y (84% yield)

Procedimiento

A solution of Z-Val-Pro-Val-Pro-OtBu [SEQ ID No: 9] (1.1 mmol) was treated with trifluoroacetic acid (2.76 mL, 3.58 mmol) in dichloromethane (4.85 mL), the reaction was stirred at room temperature for 3 h. Then, the solution was evaporated to dryness and the residue was lyophilized to give Y (84% yield).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08236756B2uspto-grants-2012_08