Reaktion #1272655

Reaktionsgleichung

(S)-2-Benzyloxycarbonylamino-pentanedioic acid 5-tert-butyl ester

TOTU

1-(3-Methoxy-phenyl)-piperazine

→

crude product

(S)-4-Benzyloxycarbonylamino-5-[4-(3-methoxy-phenyl)-piperazin-1-yl]-5-oxo-pentanoic acid tert-butyl ester

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONThe reaction mixture was diluted with 150 ml of ethyl
2. 2
   Extraktionsubsequently extracted with aqueous LiCl (4% w/w), 0.1 M HCl and aqueous NaHCO3
3. 3
   TrocknenThe organic layer was dried over MgSO4
4. 4
   Sonstigethe solvent was removed under reduced pressure

Vorschrift

To a solution of 2 g of (S)-2-Benzyloxycarbonylamino-pentanedioic acid 5-tert-butyl ester 2.7 g of NEM and 1.9 g of TOTU in 10 ml of DMF, 1.1 g of 1-(3-Methoxy-phenyl)-piperazine was added at RT and stirred for 16 h. The reaction mixture was diluted with 150 ml of ethyl and subsequently extracted with aqueous LiCl (4% w/w), 0.1 M HCl and aqueous NaHCO3. The organic layer was dried over MgSO4 and the solvent was removed under reduced pressure. The crude product thus obtained was pure enough for the further manipulations. Yield: 4 g.

Quelle