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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 48555Erstellt: 24. Oktober 2026

Dicyclohexylcarbodiimide → (R)-9-[4-(N-BOC-L-isoleucyloxy)-2-(stearoyloxymethyl)butyl]guanine

https://huagongshe.com/de/reaction/48555

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDicyclohexylcarbodiimideHCID 10868—
Edukttert-Butoxycarbonyl-L-isoleucineHCID 2724762—
Edukt(R)-9-[4-hydroxy-2-(stearoyloxymethyl)butyl]guanineHCID 135481053—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelDimethylformamideHCID 6228—
Produkt(R)-9-[4-(N-BOC-L-isoleucyloxy)-2-(stearoyloxymethyl)butyl]guanineHCID 136377418—

Reaktionsschritte

(R)-9-[4-Hydroxy-2-(stearoyloxymethyl)butyl]guanine (135 mg, 0.26 mmole) and N-BOC-L-isoleucine (180 mg, 0.78 mmole) were coevaporated with dry DMF twice and dissolved in the same solvent (3.5 ml). To the solution was added 1,3-dicyclohexylcarbodiimide (160 mg, 0.78 mmole) and 4-dimethylaminopyridine (4.8 mg, 0.039 mmole). After reaction for 18 hours, the reaction mixture was filtered through Celite and worked up in a conventional manner. The product was isolated by silica gel column chromatography, eluting at 5% MeOH in CH2Cl2. (Yield 160 mg)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06703394B2
Quelldatensatzuspto-grants-2004_03
ORD IDord-d502ae047f504faf84670b765de43555
Quellennotizuspto-grants-2004_03