Reacción #505228

Ecuación de reacción

1-ethoxycarbonylpiperazine

Z-(L)Glu(OtBu)-OH

HOBT

EDCI

NaHCO3

→

desired compound

Rendimiento 98.9%

4-((S)-2-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyryl)-piperazine-1-carboxylic acid ethyl ester

Rendimiento 98.9%

Disolventes

DCM THF

EA

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.WAITthe stirring was continued at RT overnight
2. 2
   Otrothe phases were separated
3. 3
   Lavadophase was washed with an aq. NaHSO4 (1M) solution and with brine
4. 4
   Secadodried over Na2SO4
5. 5
   Otroevaporated off
6. 6
   OtroAfter HV drying

Procedimiento

To a solution of Z-(L)Glu(OtBu)-OH (5 g) in DCM/THF (1:1, 42 ml) were added at RT HOBT (2.5 g) and EDCI (3.1 g). After 15 min stirring at RT, 1-ethoxycarbonylpiperazine (2.6 g) was added and the stirring was continued at RT overnight. 150 ml of EA and 60 ml of a NaHCO3 solution were added to the reaction mixture and the phases were separated. The org. phase was washed with an aq. NaHSO4 (1M) solution and with brine, dried over Na2SO4 and evaporated off. After HV drying, 7 g of the desired compound were obtained.

Fuente