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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 280772Erstellt: 24. Oktober 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → dibenzylphosphoryl-L-alanyl-L-prolyl-L-alanine benzylester

https://huagongshe.com/de/reaction/280772

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Edukt1-HydroxybenzotriazoleHCID 75771—
EduktL-Alanine, phenylmethyl ester, 4-methylbenzenesulfonate (1:1)HCID 2802424—
EduktDibenzylphosphory-L-alanyl-L-prolineHCID 53804723—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
Produktdibenzylphosphoryl-L-alanyl-L-prolyl-L-alanine benzylesterHCID 70042716—

Reaktionsbedingungen

Temperatur-15 °C

Reaktionsschritte

Dibenzylphosphoryl-L-alanyl-L-proline (1.4 g, 3.2 m mole), 1-hydroxybenzotriazol (476 mg, 3.5 m mole) and L-alanine benzylester p-toluene sulfonate (1.3 g, 3.5 m mole) were dissolved in DMF (5 ml), and WSC (0.64 ml) was added thereto while cooling to -15° C. The reaction was continued for 3 hours under cooling and then overnight at room temperature, and ethyl acetate (100 ml) was added thereto. The mixture was washed with 1N hydrochloric acid, 5% sodium bicarbonate and water in order, and dried with anhydrous sodium sulfate. The thus obtained solution was distilled under reduced pressure leaving an oily dibenzylphosphoryl-L-alanyl-L-prolyl-L-alanine benzylester material.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04590178
Quelldatensatzuspto-grants-1986_05
ORD IDord-a4c3ab92871b4c02842e77e42db11aec
Quellennotizuspto-grants-1986_05