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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1668423Erstellt: 26. Oktober 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → (2S,5R)-5-Allyl-1-((S)-2-methylamino-pent-4-enoyl)-pyrrolidine-2-carboxylic acid phenethyl-amide

https://huagongshe.com/reaction/1668423

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
EduktN-AllylglycineHCID 76651—
Edukt(2s,5r)-5-Allyl-pyrrolidine-2-carboxylic acid phenethyl-amideHCID 57612770—
EduktHomoallylproline amideHCID 131729076—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelDichloromethaneHCID 6344—
Produkt(2S,5R)-5-Allyl-1-((S)-2-methylamino-pent-4-enoyl)-pyrrolidine-2-carboxylic acid phenethyl-amideHCID 66995156—

Reaktionsschritte

AllylGlyOH (10.5 g, 26.4 mmol) is suspended in dichloromethane (200 mL) and EDCI (5.1 g, 26.4 mmol) and DMAP (3.2 g, 26.4 mmol) are added to obtain a clear solution. 11E homoallylproline amide in dichloromethane (50 mL) is added and stirred overnight. The product is quenched with saturated bicarb and extracted with dichloromethane, followed by washing with brine, drying over anhydrous magnesium sulfate, filtering and concentrating. The crude is used in following deprotection. LCMS characterization ES+456.1 (m+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07989441B2
Quelldatensatzuspto-grants-2011_08
ORD IDord-d706b5114cdb4706bd870839d835e45f
Quellennotizuspto-grants-2011_08