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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 31119Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/31119

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
PatentnummerUS07425550B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-6b3c0673d7ab4fdfaffb6c0713349ba3
Quellennotizuspto-grants-2008_09