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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 5730Erstellt: 23. Oktober 2026

Dicyclohexylcarbodiimide → 1-Benzyloxycarbonyl-4-(N-tert-butoxycarbonyltyrosyl)homopiperazine

https://huagongshe.com/de/reaction/5730

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDicyclohexylcarbodiimideHCID 10868—
EduktL-Tyrosine, N-(1,1-dimethylethoxy)carbonyl-HCID 117439—
Edukt1-Hydroxybenzotriazole hydrateHCID 2796029—
EduktBenzyl 1,4-diazepane-1-carboxylateHCID 4384955—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt1-Benzyloxycarbonyl-4-(N-tert-butoxycarbonyltyrosyl)homopiperazineHCID 5405993497,7%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05245034
Quelldatensatzuspto-grants-1993_09
ORD IDord-5e959f0c247e4beda9969377311282aa
Quellennotizuspto-grants-1993_09