Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 10139Erstellt: 23. Oktober 2026

Imidazole → 2-[(4R, 6S)-2,2-dimethyl-6-benzoyloxymethyl-1,3-dioxan-4-yl]acetic tert-butyl ester

https://huagongshe.com/de/reaction/10139

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktImidazoleHCID 795—
Eduktp-Toluenesulfonic acidHCID 6101—
Edukt2,2-DimethoxypropaneHCID 6495—
Edukt(5S)-6-benzoyloxy-3,5-dihydroxyhexanoic tert-butyl esterHCID 21040752—
LösungsmittelAcetoneHCID 180—
LösungsmittelAcetonitrile--water (1/1)HCID 18373917—
Produkt2-[(4R, 6S)-2,2-dimethyl-6-benzoyloxymethyl-1,3-dioxan-4-yl]acetic tert-butyl esterHCID 10133384—

Reaktionsschritte

To a solution composed of 108 mg (90.2 weight %, 0.3 mmol) of the (5S)-6-benzoyloxy-3,5-dihydroxyhexanoic tert-butyl ester produced in Example 15, 62.4 mg (0.6 mmol) of 2,2-dimethoxypropane, and 5 mL of acetone were added 5.7 mg (0.03 mmol) of p-toluenesulfonic acid.1H2O and 10.2 mg (0.15 mmol) of imidazole, and the mixture was stirred at 40° C. for 16 hours. This reaction mixture was analyzed by high-performance liquid chromatography (column: Develosil ODS-HG-3 4.6×250 mm, product of Nomura Chemical, eluent: water/acetonitrile=50/50, flow rate: 1.0 mL/min, detector: UV 220 nm, column temperature: 40° C.). The compositional yield values were as follows.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07094594B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-1166148f5b4d48509429004f74eb2ee2
Quellennotizuspto-grants-2006_08