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HRID 10133Erstellt: 23. Oktober 2026

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

https://huagongshe.com/de/reaction/10133

Reaktionsgleichung

Beteiligte Stoffe

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

Reaktionsbedingungen

Temperatur40 °C

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 was added 5.7 mg (0.03 mmol) of p-toluenesulfonic acid.1H2O, 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-4a04649c10df4184a5d8aa78ef30e2a3
Quellennotizuspto-grants-2006_08