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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1154152Erstellt: 25. Oktober 2026

Ethylmorpholine → Z-Tyr(But)-Tyr(But)-Gly-OEt

https://huagongshe.com/reaction/1154152

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthylmorpholineHCID 7525—
EduktDicyclohexylcarbodiimideHCID 10868—
Edukt1-HydroxybenzotriazoleHCID 75771—
EduktO-(1,1-Dimethylethyl)-N-((phenylmethoxy)carbonyl)-L-tyrosineHCID 978520—
EduktH-Tyr(But)-Gly-OEt.HClHCID 131714055—
LösungsmittelDimethylformamideHCID 6228—
ProduktZ-Tyr(But)-Tyr(But)-Gly-OEtHCID 13178773—

Reaktionsschritte

5.12 ml (40 mmoles) of N-ethylmorpholine and 8.65 g (42 mmoles) of DCC are added at 0° C. to a solution of 14.35 g (40 mmoles) of H-Tyr(But)-Gly-OEt.HCl, 14.84 g (40 mmoles) of Z-Tyr(But)-OH and 5.4 g (40 mmoles) of HOBt in 100 ml of dimethylformamide. The mixture is worked up as in Example 1 a. The residue is triturated with petroleum ether. Yield 26.3 g. The substance is purified by chromatographing a solution in 9:1 methylene chloride/acetone over 150 g of silica gel. The fractions were concentrated and the residue triturated with ether. Yield 19.74 g (73%), melting point 113°, [α]D22 =-28.7° (c=1, methanol).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04487764
Quelldatensatzuspto-grants-1984_12
ORD IDord-d2bd4775e00d48e2a84ab54b724b2fb5
Quellennotizuspto-grants-1984_12