Reaktion #973

ord-49f2d19dd08c44a6a1032e78dc4359e1

Reaktionsgleichung

CSC[C@H](Nc1cc(F)ccc1[N+](=O)[O-])C(=O)O
N-(5-fluoro-2-nitrophenyl)-S-methyl-L-cysteine
CSC[C@H](Nc1cc(F)ccc1[N+](=O)[O-])C(=O)O
N-(5-Fluoro-2-nitrophenyl)-S-methyl-L-cysteine
C[O-].[Na+]
sodium methoxide
→
COc1ccc([N+](=O)[O-])c(N[C@@H](CSC)C(=O)O)c1
N-(5-Methoxy-2-nitrophenyl)-S-methyl-L-cysteine

Edukte

CSC[C@H](Nc1cc(F)ccc1[N+](=O)[O-])C(=O)O
N-(5-fluoro-2-nitrophenyl)-S-methyl-L-cysteine
CSC[C@H](Nc1cc(F)ccc1[N+](=O)[O-])C(=O)O
N-(5-Fluoro-2-nitrophenyl)-S-methyl-L-cysteine
C[O-].[Na+]
sodium methoxide

Reagenzien

Keine

Lösungsmittel

CO
methanol

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturwhile cooling by means of an ice bath
  2. 2
    TemperaturThe mixture is then heated
  3. 3
    Temperaturto reflux for 2 hours
  4. 4
    workup.STIRRINGwhile stirring

Vorschrift

27 g of N-(5-fluoro-2-nitrophenyl)-S-methyl-L-cysteine (0.1 mol) from Example 1 are dissolved in 150 ml of absolute methanol in a four-necked flask, and 14.4 g of 95% sodium methoxide (0.25 mmol) are added in portions, within the space of 20 minutes and under argon, to this solution while stirring well and while cooling by means of an ice bath. The mixture is then heated to reflux for 2 hours while stirring. TLC monitoring then indicates that the reaction is complete.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05723461uspto-grants-1998_03