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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 53999Erstellt: 25. Oktober 2026

2,4-Dihydroxybenzaldehyde → 4-[((3S)-1-tert-butoxycarbonyl-3-pyrrolidinyl)oxy]-2-hydroxybenzaldehyde

https://huagongshe.com/reaction/53999

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2,4-DihydroxybenzaldehydeHCID 7213—
Eduktethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Edukttert-Butyl (3R)-3-hydroxypyrrolidine-1-carboxylateHCID 6544479—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-[((3S)-1-tert-butoxycarbonyl-3-pyrrolidinyl)oxy]-2-hydroxybenzaldehydeHCID 5703511439,1%

Reaktionsschritte

in 40 ml of tetrahydrofuran were dissolved 1.38 g of 2,4-dihydroxybenzaldehyde, 1.87 g of (3R)-1-tert-butoxycarbonyl-3-hydroxypyrrolidine and 2.88 g of triphenylphosphone. The thus prepared solution was mixed with 1.91 g of diethyl azodicarboxylate and stirred at room temperature for 1 hour. After distilling off the solvent, the resulting residue was purified by subjecting it to silica gel column chromatography, thereby obtaining 1.2 g of 4-[((3S)-1-tert-butoxycarbonyl-3-pyrrolidinyl)oxy]-2-hydroxybenzaldehyde in a viscous and oily form.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05620991
Quelldatensatzuspto-grants-1997_04
ORD IDord-df11f5c2e534419381a6e2930bd28079
Quellennotizuspto-grants-1997_04