Ethyl Acetate → 6-O-acetylglucal

HRID 1439987Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1439987
[O:1]1[C@H:8]([CH2:9][OH:10])[C@@H:6]([OH:7])[C@H:4]([OH:5])[CH:3]=[CH:2]1.[C:11](OCC)(=[O:13])[CH3:12]>C(OC=C)(=O)C>[C:11]([O:10][CH2:9][C@H:8]1[O:1][CH:2]=[CH:3][C@@H:4]([OH:5])[C@@H:6]1[OH:7])(=[O:13])[CH3:12]

Komponenten

4

Edukt 2

HCID 8857Ethyl AcetateHCID 2734736D-(+)-Glucal

Produkt 1

HCID 100476776-O-acetylglucalAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7904Vinyl AcetateLösungsmittel

Versuchsvorschrift

1.022 g (7 mmol) of glucal are taken up in 2 ml of ethyl acetate and 30 ml of vinyl acetate, 400 mg of lipase from Candida cylindracea lipase OF (Meito Sangyo Co. Ltd.) are added, and the mixture is stirred at room temperature overnight. After the reusable enzyme has been separated off, and subsequent chromatography or crystallization, 1.12-1.25 g of 6-O-acetylglucal (85-95% yield) are obtained.

Aufarbeitung

  1. customAfter the reusable enzyme has been separated off

Quellen und Nachweise

ORD-Eintrag
ord-622e017256974e258a44c833953015fa
Quelldatensatz
uspto-grants-1996_03
Patentnummer
US05496930

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