Réaction #5826

Équation de réaction

N-tert-butoxycarbonyltyrosine

N-benzyloxycarbonylhomopiperazine

1-hydroxybenzotriazole hydrate

DCC

→

title compound

Rendement 97.7%

1-Benzyloxycarbonyl-4-(N-Tert-Butoxycarbonyltyrosyl)Homopiperazine

Rendement 97.7%

Solvants

tetrahydrofuran

Conditions de réaction

Traitement

1. 1
   workup.STIRRINGthe reaction mixture was stirred for 16 hours
2. 2
   AutreThe reaction mixture was evaporated
3. 3
   Autreto remove the solvent under a reduced pressure
4. 4
   workup.ADDITIONto the residue was added benzene, and insoluble matter
5. 5
   Filtrationwas filtered by suction
6. 6
   Lavagewashed with benzene
7. 7
   Autreevaporated off under a reduced pressure
8. 8
   Lavageeluted with chloroform/methanol (100:1)

Mode opératoire

15.29 g of N-tert-butoxycarbonyltyrosine and 12.73 g of N-benzyloxycarbonylhomopiperazine were dissolved in 280 ml of tetrahydrofuran, to the solution were added 8.09 g of 1-hydroxybenzotriazole hydrate and 11.77 g of DCC at a room temperature with stirring, and the reaction mixture was stirred for 16 hours. The reaction mixture was evaporated to remove the solvent under a reduced pressure, to the residue was added benzene, and insoluble matter was filtered by suction and washed with benzene. The benzene layers were combined and evaporated off under a reduced pressure. The resulting residue was applied to a silica gel column and eluted with chloroform/methanol (100:1), to obtain 26.42 g of the title compound in colorless amorphous form.

Source