Reaktion #7388

Reaktionsgleichung

tert-butyl (2S)-2-((3S)-3-{[(6-chloro-2-naphthyl)sulfonyl]amino}-2-oxopyrrolidin-1-yl)propanoate

potassium carbonate

benzyl-2-bromoacetate

→

title compound

Ausbeute 115.5%

tert-butyl (2S)-2-((3S)-3-{[(6-chloro-2-naphthyl)sulfonyl](2-benzyloxy-2-oxoethyl)amino}-2-oxopyrrolidin-1-yl)propanoate

Ausbeute 115.5%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe reaction mixture was filtered
2. 2
   Einengenconcentrated under reduced pressure
3. 3
   Sonstigethe residue partitioned between water and DCM
4. 4
   SonstigeThe organic layer was isolated
5. 5
   Trocknendried (over magnesium sulphate
6. 6
   Sonstigepurified by SPE (silica, cyclohexane:ethyl acetate 2:1)

Vorschrift

To a solution of tert-butyl (2S)-2-((3S)-3-{[(6-chloro-2-naphthyl)sulfonyl]amino}-2-oxopyrrolidin-1-yl)propanoate (1 g) in DMF (20 ml) was added potassium carbonate (0.92 g) and benzyl-2-bromoacetate (0.33 g), and the mixture was stirred under nitrogen at room temperature for 72 h. The reaction mixture was filtered, concentrated under reduced pressure, and the residue partitioned between water and DCM. The organic layer was isolated, dried (over magnesium sulphate and purified by SPE (silica, cyclohexane:ethyl acetate 2:1) to give the title compound (1.0 g) as a white solid.

Quelle