[(2-Benzyloxy-4-chlorophenyl)-tert-butoxycarbonylamino]-acetic Acid Methyl Ester → (2-Benzyloxy-4-chlorophenylamino)-acetic Acid Methyl Ester

HRID 660824Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 660824
[CH3:1][O:2][C:3](=[O:28])[CH2:4][N:5]([C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=1[O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)C(OC(C)(C)C)=O>C(O)(C(F)(F)F)=O.C(Cl)Cl>[CH3:1][O:2][C:3](=[O:28])[CH2:4][NH:5][C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=1[O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Komponenten

3

Edukt 1

HCID 68838982[(2-Benzyloxy-4-chlorophenyl)-tert-butoxycarbonylamino]-acetic Acid Methyl Ester

Produkt 1

HCID 68837988(2-Benzyloxy-4-chlorophenylamino)-acetic Acid Methyl Ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21863450Trifluoroacetic acid methylene chlorideLösungsmittel

Versuchsvorschrift

A solution of [(2-benzyloxy-4-chlorophenyl)-tert-butoxycarbonylamino]-acetic acid methyl ester (14.95 g, 36.8 mmol) in 180 mL of TFA/methylene chloride (1:2) is stirred at RT for 45 min. The solvent is removed under reduced pressure and the residue is dissolved in EtOAc (500 mL). To this solution is added diisopropylethylamine (13.11 g) and the resulting precipitate is filtered. The filtrate is evaporated to give the title compound as a tan solid. (M+1)=306.

Aufarbeitung

  1. customThe solvent is removed under reduced pressure
  2. dissolutionthe residue is dissolved in EtOAc (500 mL)
  3. additionTo this solution is added diisopropylethylamine (13.11 g)
  4. filtrationthe resulting precipitate is filtered
  5. customThe filtrate is evaporated

Quellen und Nachweise

ORD-Eintrag
ord-8ebd23000a914842b7dca2836e4356df
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08084448B2

Notizen zur Reaktion

Wird geladen…