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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 11576Erstellt: 24. Oktober 2026

Ethyl Acetate → (R)-3-t-butyloxycarbonylamino-1-carbomethoxymethyl-3,4-dihydrocarbostyril

https://huagongshe.com/de/reaction/11576

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetateHCID 8857—
EduktMethyl bromoacetateHCID 60984—
EduktSodium MethoxideHCID 10942334—
Edukt(R)-3-t-butyloxycarbonylamino-3,4-dihydrocarbostyrilHCID 69198597—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(R)-3-t-butyloxycarbonylamino-1-carbomethoxymethyl-3,4-dihydrocarbostyrilHCID 6919487272,4%

Reaktionsschritte

(R)-3-t-butyloxycarbonylamino-3,4-dihydrocarbostyril (26 mg), as prepared in Example 5, was dissolved in tetrahydrofuran (5 mL) at room temperature under argon. To the stirring solution was added methyl bromoacetate (31 mg), followed by sodium methoxide (26 mg). The resulting suspension was stirred for 30 min before dilution with ethyl acetate (25 mL) and water (25 mL). The organic phase was separated, washed with water (25 mL), and dried over anhydrous sodium sulfate. After solvent evaporation under vacuum, the crude product was purified by reverse phase preparative HPLC to provide (R)-3-t-butyloxycarbonylamino-1-carbomethoxymethyl-3,4-dihydrocarbostyril (24 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07098235B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-d12725ce188849a28139487c1b120a88
Quellennotizuspto-grants-2006_08