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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1154157Erstellt: 27. Oktober 2026

Dicyclohexylcarbodiimide → Z-Trp-Pro-OBut

https://huagongshe.com/reaction/1154157

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDicyclohexylcarbodiimideHCID 10868—
Edukt1-HydroxybenzotriazoleHCID 75771—
Eduktbenzyloxycarbonyl-L-tryptophanHCID 101176—
EduktL-Proline 1,1-dimethylethyl esterHCID 6453108—
LösungsmittelDimethylformamideHCID 6228—
ProduktZ-Trp-Pro-OButHCID 13178803—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

10.92 g (53 mmoles) of DCC are added at 0° C. to a solution of 16.9 g (50 mmoles) of Z-Trp-OH, 8.55 g (50 mmoles) of H-Pro-OBut and 6.75 g (50 mmoles) of HOBt in 75 ml of dimethylformamide. The mixture is stirred for 2 hours at 0° C. and left to stand overnight at room temperature. The precipitate is filtered off and the filtrate is concentrated. The residue is worked up analogously to Example 1 a. The residue is triturated with ether. Yield 19.49 g (79%), melting point 173°, [α]D25 =-54.2° (c=1, dimethylformamide).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04487764
Quelldatensatzuspto-grants-1984_12
ORD IDord-d31d4dc102284d9abf1553600d7eff4d
Quellennotizuspto-grants-1984_12