Reaktion #409919

ord-f7afed77d5434a108fe3eb02b8a1fcfa

Reaktionsgleichung

C[C@H](NC(=O)Cc1cccc([N+](=O)[O-])c1)C(=O)Oc1cc(Cl)c(Cl)cc1Cl
N-(3-nitrophenylacetyl)-L-alanine 2,4,5-trichlorophenyl ester
C[C@H](NC(=O)Cc1cccc([N+](=O)[O-])c1)C(=O)Oc1cc(Cl)c(Cl)cc1Cl
m-Nitrophenylacetyl-L-alanine 2,4,5Trichlorophenyl Ester
CCOC(=O)[C@H](C)N.Cl
L-alanine ethyl ester hydrochloride
→
CCOC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)Cc1cccc([N+](=O)[O-])c1
title compound
CCOC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)Cc1cccc([N+](=O)[O-])c1
N-[N-(3-Nitrophenylacetyl)-L-alaninyl]-L-alanine Ethyl Ester

Edukte

C[C@H](NC(=O)Cc1cccc([N+](=O)[O-])c1)C(=O)Oc1cc(Cl)c(Cl)cc1Cl
N-(3-nitrophenylacetyl)-L-alanine 2,4,5-trichlorophenyl ester
C[C@H](NC(=O)Cc1cccc([N+](=O)[O-])c1)C(=O)Oc1cc(Cl)c(Cl)cc1Cl
m-Nitrophenylacetyl-L-alanine 2,4,5Trichlorophenyl Ester
CCOC(=O)[C@H](C)N.Cl
L-alanine ethyl ester hydrochloride

Reagenzien

Keine

Lösungsmittel

CCOC(C)=O
EtOAc

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigethe product was purified by silica gel chromatography

Vorschrift

Following General Procedure Z and using N-(3-nitrophenylacetyl)-L-alanine 2,4,5-trichlorophenyl ester (from Example D8 above) and L-alanine ethyl ester hydrochloride (Sigma), the title compound was prepared as a solid (mp =193-195° C.). The reaction was monitored by tlc (Rf=0.4 in EtOAc) and the product was purified by silica gel chromatography using EtOAc as the eluent.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06211235B1uspto-grants-2001_04