Potassium Hydroxide → Oleoside

HRID 1953380

Reaktionsgleichung

Reaktionsgleichung von HRID 1953380
[CH3:1]/[CH:2]=[C:3]1\[C@H:4]([CH2:25][C:26]([O:28]CCC2C=CC(O)=C(O)C=2)=[O:27])[C:5]([C:21]([O:23]C)=[O:22])=[CH:6][O:7][C@H:8]\1[O:9][C@@H:10]1[O:15][C@H:14]([CH2:16][OH:17])[C@@H:13]([OH:18])[C@H:12]([OH:19])[C@H:11]1[OH:20].[OH-].[K+]>CO.Cl>[CH3:1]/[CH:2]=[C:3]1\[C@H:4]([CH2:25][C:26]([OH:28])=[O:27])[C:5]([C:21]([OH:23])=[O:22])=[CH:6][O:7][C@H:8]\1[O:9][C@@H:10]1[O:15][C@H:14]([CH2:16][OH:17])[C@@H:13]([OH:18])[C@H:12]([OH:19])[C@H:11]1[OH:20]

Komponenten

5

Edukt 2

HCID 14797Potassium HydroxideHCID 5281544Oleuropein

Produkt 1

HCID 101042548Oleoside

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
10 °C

Versuchsvorschrift

Oleuropein (1 g) is dispersed in 50 ml of methanol. The solution is cooled to about 10° C. and treated with stirring with about 2 g of potassium hydroxide pellets. The mixture is allowed to warm to room temperature and after about 6 hours, the reaction mixture is diluted with about 60 ml of 6 N HCl (pH about 7.5) and evaporated to dryness. The chromatographic purification of the product mixture provides oleoside [Formula I; R=glycosyl, R1 =methyl]. The purified oleoside is formulated into a solid oral dosage form containing about 250 mg of oleoside. Alternatively, oleoside is dissolved in sterile isotonic saline at a concentration of about 5 mg per ml to provide a parenteral dosage form for use in accordance with the method of this invention.

Aufarbeitung

  1. additiontreated
  2. temperatureto warm to room temperature and after about 6 hours
  3. customevaporated to dryness
  4. customThe chromatographic purification of the product mixture

Quellen und Nachweise

ORD-Eintrag
ord-f5805e756d0f462ea97b989119230c15
Quelldatensatz
uspto-grants-2000_09
Patentnummer
US06117844

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