Reaktion #45198

ord-fa9291b9544d4ee1a39d7a61a3b0ea03

Reaktionsgleichung

N[C@@H](Cc1ccc([N+](=O)[O-])cc1)C(=O)O
4-nitro-L-phenylalanine
O=C(Cl)c1c(Cl)cccc1Cl
2,6-dichlorobenzoylchloride
[Na+].[OH-]
sodium hydroxide
→
O=C(N[C@@H](Cc1ccc([N+](=O)[O-])cc1)C(=O)O)c1c(Cl)cccc1Cl
Nα-(2,6-dichlorobenzoyl)-4-nitro-L-phenylalanine

Edukte

N[C@@H](Cc1ccc([N+](=O)[O-])cc1)C(=O)O
4-nitro-L-phenylalanine
O=C(Cl)c1c(Cl)cccc1Cl
2,6-dichlorobenzoylchloride
[Na+].[OH-]
sodium hydroxide

Reagenzien

Keine

Lösungsmittel

CC(C)=O
acetone

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeat 5 to 15° C.
  2. 2
    Sonstigecrystallization

Vorschrift

Concretely, 4-nitro-L-phenylalanine and 2,6-dichlorobenzoylchloride are condensed in a mixed solvent of a sodium hydroxide aqueous solution and acetone with keeping the reaction temperature at 5 to 15° C., and then crystallization is conducted to obtain a corresponding condensed substance, Nα-(2,6-dichlorobenzoyl)-4-nitro-L-phenylalanine almost quantitatively.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07737274B2uspto-grants-2010_06