Reaktion #5826

Reaktionsgleichung

N-tert-butoxycarbonyltyrosine

N-benzyloxycarbonylhomopiperazine

1-hydroxybenzotriazole hydrate

DCC

→

title compound

Ausbeute 97.7%

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

Ausbeute 97.7%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe reaction mixture was stirred for 16 hours
2. 2
   SonstigeThe reaction mixture was evaporated
3. 3
   Sonstigeto 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
   Waschenwashed with benzene
7. 7
   Sonstigeevaporated off under a reduced pressure
8. 8
   Wascheneluted with chloroform/methanol (100:1)

Vorschrift

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.

Quelle