Prostaglandin D2 → Pgd1

HRID 328229

Reaktionsgleichung

Reaktionsgleichung von HRID 328229
[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-0909c46608c4494c8f8d2c39f756b515
Quelldatensatz
uspto-grants-1977_04
Patentnummer
US04016184

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