Reacción #1272655

Ecuación de reacción

(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

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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.

Fuente