Prostaglandin D2 → Pgd1

HRID 866510

Reaktionsgleichung

Reaktionsgleichung von HRID 866510
[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][C@H:6]([OH:25])/[CH:7]=[CH:8]/[C@H:9]1[C:13](=[O:14])[CH2:12][C@H:11]([OH:15])[C@@H:10]1[CH2:16]/[CH:17]=[CH:18]\[CH2:19][CH2:20][CH2:21][C:22]([OH:24])=[O:23].[H][H]>C(OCC)(=O)C.[Pd]>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][C@H:6]([OH:25])/[CH:7]=[CH:8]/[C@H:9]1[C:13](=[O:14])[CH2:12][C@H:11]([OH:15])[C@@H:10]1[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22]([OH:24])=[O:23]

Komponenten

5

Edukt 2

HCID 448457Prostaglandin D22×HCID 178418361HCID 178418361, Verbindung2×

Produkt 1

HCID 5280936Pgd1

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A solution of PGD2 (Example 16) in ethyl acetate is shaken with hydrogen at about one atmospheric pressure at ambient temperature in the presence of a 5 percent palladium-on-charcoal catalyst. Hydrogenation is stopped when one equivalent of hydrogen per equivalent of PGD2 is absorbed. Catalyst is removed by filtration and the filtrate is then concentrated under reduced pressure and the residue chromatographed on silica gel, eluting with ethyl acetate and Skellysolve B. Fractions shown to contain pure product are combined yielding the title compound.

Aufarbeitung

  1. customis absorbed
  2. customCatalyst is removed by filtration
  3. concentrationthe filtrate is then concentrated under reduced pressure
  4. customthe residue chromatographed on silica gel
  5. washeluting with ethyl acetate and Skellysolve B

Quellen und Nachweise

ORD-Eintrag
ord-647a29259fbb4f02a4a0d4a4185f6aa6
Quelldatensatz
uspto-grants-1978_07
Patentnummer
US04099014

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