Reaktion #7397

Reaktionsgleichung

(2S)-2-((3S)-3-{[(6-chloro-2-naphthyl)sulfonyl]amino}-2-oxopyrrolidin-1-yl)propanoic acid

3-methylpiperidine

→

title compound

Ausbeute 27.3%

6-Chloro-N-{(3S)-1-[(1S)-1-methyl-2-(3-methylpiperidin-1-yl)-2-oxoethyl]-2-oxopyrrolidin-3-yl}naphthalene-2-sulfonamide

Ausbeute 27.3%

Lösungsmittel

N,N-diisopropylethylamine

DCM

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe filtrate collected
2. 2
   Waschenthe resin washed with DCM
3. 3
   EinengenThe combined DCM solutions were concentrated under reduced pressure
4. 4
   Sonstigethe residue purified by mass

Vorschrift

To polymer N-cyclohexylcarbodiimide-N′-propyloxymethyl polystyrene (0.038 g) in an Alltech™ tube was added a solution of (2S)-2-((3S)-3-{[(6-chloro-2-naphthyl)sulfonyl]amino}-2-oxopyrrolidin-1-yl)propanoic acid (0.007 g) in DCM (0.9 ml) followed by 3-methylpiperidine (0.0025 g) in DMF (0.1 ml) and N,N-diisopropylethylamine (0.006 ml). The mixture was shaken at room temperature for 4 days. The tube was drained, the filtrate collected and the resin washed with DCM. The combined DCM solutions were concentrated under reduced pressure and the residue purified by mass directed preparative h.p.l.c. to give the title compound (0.0023 g) as a white solid.

Quelle