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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 339291Erstellt: 24. Oktober 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → (S)-methyl 2-((4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenamido)propanoate

https://huagongshe.com/de/reaction/339291

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
EduktDiisopropylethylamineHCID 81531—
EduktDoconexentHCID 445580—
EduktAlanine methyl ester hydrochlorideHCID 2733257—
LösungsmittelAcetonitrileHCID 6342—
LösungsmittelEthyl AcetateHCID 8857—
Produkt(S)-methyl 2-((4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenamido)propanoateHCID 980186079,3%

Reaktionsschritte

L-Alanine methyl ester hydrochloride (0.85 g, 6.1 mmol) was taken up in CH3CN (20 mL) along with (4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoic acid (2.0 g, 6.1 mmol), EDCI (1.3 g, 6.72 mmol) and DIEA (1.3 mL). The resulting reaction mixture was stirred at room temperature for 2 h. It was then diluted with EtOAc and washed with dilute aqueous NaHCO3 and brine. The organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure to afford (S)-methyl 2-((4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenamido)propanoate (2.0 g, 79%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUSRE045261E1
Quelldatensatzuspto-grants-2014_11
ORD IDord-71a961c9ac104dbdb10e3c5b4f51c3c3
Quellennotizuspto-grants-2014_11