Reaktion #2383767

ord-dc9f023c1cbc4c21938bae2fa82d8c02

Reaktionsgleichung

CC(C)(C)OC(C(=O)O)N(CCBr)C(OC(C)(C)C)C(=O)O
N,N-bis-(tert-butoxycarboxy-methyl)-2-bromoethylamine
CCN(C(C)C)C(C)C
diisopropylethylamine
CCS
ethylmercaptan
CCSCCN(C(OC(C)(C)C)C(=O)O)C(OC(C)(C)C)C(=O)O
N,N-Bis-(tert-butoxycarboxy-methyl)-S-ethyl-2-mercaptoethylamine

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturThe reaction mixture is refluxed overnight
  2. 2
    ExtraktionThen, the solution is extracted twice with semi-saturated, aqueous sodium bicarbonate solution
  3. 3
    SonstigeThe organic phase is dried on sodium sulfate
  4. 4
    Sonstigethe solvent is evaporated in a vacuum
  5. 5
    SonstigeThe residue is chromatographed on silica gel (eluant: dichloromethane/methanol 99:1)

Vorschrift

3.52 g (10 mmol) of N,N-bis-(tert-butoxycarboxy-methyl)-2-bromoethylamine is dissolved in 50 ml of absolute dichloromethane and mixed with 1.29 g (10 mmol) of diisopropylethylamine and 0.621 g (10 mmol) of ethylmercaptan. The reaction mixture is refluxed overnight. Then, the solution is extracted twice with semi-saturated, aqueous sodium bicarbonate solution. The organic phase is dried on sodium sulfate, and the solvent is evaporated in a vacuum. The residue is chromatographed on silica gel (eluant: dichloromethane/methanol 99:1).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06488909B1uspto-grants-2002_12