HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Dicyclohexylcarbodiimide → 1-Benzyloxycarbonyl-4-(N-tert-butoxycarbonyltyrosyl)homopiperazine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Edukt | L-Tyrosine, N-(1,1-dimethylethoxy)carbonyl- | HCID 117439 | — |
| Edukt | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| Edukt | Benzyl 1,4-diazepane-1-carboxylate | HCID 4384955 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 1-Benzyloxycarbonyl-4-(N-tert-butoxycarbonyltyrosyl)homopiperazine | HCID 54059934 | 97,7% |
Reaktionsschritte
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.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05245034 |
| Quelldatensatz | uspto-grants-1993_09 |
| ORD ID | ord-5e959f0c247e4beda9969377311282aa |
| Quellennotiz | uspto-grants-1993_09 |