Reaktion #969879

ord-8d35f87a81c945129aca7186ba749bca

Reaktionsgleichung

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
Ausbeute 84.0%

Edukte

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

Reagenzien

Keine

Lösungsmittel

ClCCl
dichloromethane

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

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

Vorschrift

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).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08236756B2uspto-grants-2012_08