L-(-)-Sorbose → alpha-L-Sorbofuranose, 2,3:4,6-bis-o-(1-methylethylidene)-

HRID 542920

Reaktionsgleichung

Reaktionsgleichung von HRID 542920
[OH:1][CH2:2][C:3]([C@H:5]([C@@H:7]([C@H:9]([CH2:11][OH:12])[OH:10])[OH:8])[OH:6])=[O:4].[Sb](Cl)(Cl)(Cl)(Cl)Cl>CC(C)=O>[CH3:2][C:3]1([CH3:5])[O:6][CH:5]2[CH:7]3[O:8][C:9]([CH3:11])([CH3:7])[O:10][C:9]3([CH2:11][OH:12])[O:4][CH:3]2[CH2:2][O:1]1

Komponenten

4

Edukt 2

HCID 6904L-(-)-SorboseHCID 24294Antimony pentachloride

Produkt 1

HCID 140270alpha-L-Sorbofuranose, 2,3:4,6-bis-o-(1-methylethylidene)-Ausbeute 170,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Reaktionsbedingungen

Temperatur
61 °C

Versuchsvorschrift

To 200 ml of acetone were added 10.0 g of L-sorbose and 89.7 mg of antimony pentachloride, and the mixture was refluxed with stirring in a water bath of 61° C. for 8 hours. During this reaction, the refluxing solvent was dried with 35 g of Molecular Sieves 3A interposed between the reaction vessel and the condenser. After completion of the reaction, the total volume of the reaction mixture was adjusted to 200 ml, and the quantitative analysis by gas chromatography (column: 3% Silicon OV-17, on Uniport HPS 3m, column temperature; 160° C.) indicated that there was obtained 12.29 g (85.1%) of 2,3:4,6-di-O-isopropylidene-α-L-sorbofuranose.

Aufarbeitung

  1. temperaturethe mixture was refluxed
  2. customDuring this reaction
  3. dry with materialthe refluxing solvent was dried with 35 g of Molecular Sieves 3A
  4. customAfter completion of the reaction

Quellen und Nachweise

ORD-Eintrag
ord-7f2157f769ba468bb88d73906b7c7c6b
Quelldatensatz
uspto-grants-1987_04
Patentnummer
US04659809

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