Reaktion #51314

ord-7421318ddbbf493690bb0e963f56f150

Reaktionsgleichung

C[C@H](Nc1ccc(Cl)c(Cl)c1)C(=O)O
N-(3,4-dichlorophenyl)alanine
CC(C)(C)OC(=O)CBr
tert-butyl bromoacetate
→
C[C@H](Nc1ccc(Cl)c(Cl)c1)C(=O)OCC(=O)OC(C)(C)C
title compound
C[C@H](Nc1ccc(Cl)c(Cl)c1)C(=O)OCC(=O)OC(C)(C)C
N-(3,4-dichlorophenyl)alanine tert-butyloxycarbonylmethyl ester

Edukte

C[C@H](Nc1ccc(Cl)c(Cl)c1)C(=O)O
N-(3,4-dichlorophenyl)alanine
CC(C)(C)OC(=O)CBr
tert-butyl bromoacetate

Reagenzien

Keine

Lösungsmittel

—
EtOAc hexanes

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigePurification
  2. 2
    Sonstigewas by recrystallization from ethanol

Vorschrift

Following General Procedure AE above and using N-(3,4-dichlorophenyl)alanine (from Example AB above) and tert-butyl bromoacetate (Aldrich), the title compound was prepared as a solid. The reaction was monitored by silica gel tlc (Rf=0.57 in 25% EtOAc/hexanes). Purification was by recrystallization from ethanol.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06849650B2uspto-grants-2005_02