1,4-Dioxane → L-Ribose

HRID 434141

Reaktionsgleichung

Reaktionsgleichung von HRID 434141
C(Cl)(Cl)Cl.[CH3:5][OH:6].[O:7]1[CH2:12][CH2:11][O:10]CC1>O.Cl>[O:6]=[CH:5][C@H:12]([C@H:11]([C@H:12]([CH2:11][OH:10])[OH:7])[OH:10])[OH:7]

Komponenten

5

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

2,3-O-isopropylidene-L-ribofuranose (4.0 g) prepared in Example 2 was dissolved in a solvent mixture of dioxane (8 ml) and water (8 ml), and 1.0N hydrochloric acid solution (200 μl) was added thereto. The reaction proceeded for about 24 hours while maintaining the temperature in the reaction vessel of 40° C. After TLC revealed the completion of reaction, the solvent was removed by distillation under reduced pressure. The residue was dissolved in water (15 ml) which was then washed with ethyl acetate to remove some impurities. Water was removed by distillation under reduced pressure to give a compound in the form of an oil. The compound thus obtained was purified by silica gel column chromatography (eluent: chloroform/methanol=4/1, v/v) to give the title compound (2.2 g, Yield 70%).

Aufarbeitung

  1. additionwas added
  2. customthe completion of reaction
  3. customthe solvent was removed by distillation under reduced pressure
  4. dissolutionThe residue was dissolved in water (15 ml) which
  5. washwas then washed with ethyl acetate
  6. customto remove some impurities
  7. customWater was removed by distillation under reduced pressure
  8. customto give a compound in the form of an oil
  9. customThe compound thus obtained
  10. customwas purified by silica gel column chromatography (eluent

Quellen und Nachweise

ORD-Eintrag
ord-31318ad5d9c744deb6ad5f6c5c444529
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06670458B2

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