Trifluoroacetic acid → (4S)-4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano(3,4-f)indolizine-3,6,10(4H)-trione

HRID 1267596Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1267596
FC(F)(F)C(O)=O.[CH2:8]([C@:10]1([OH:29])[C:22]2[CH:21]=[C:20]3[N:16]([CH2:17][CH2:18][C:19]43OCC[O:23]4)[C:15](=[O:27])[C:14]=2[CH2:13][O:12][C:11]1=[O:28])[CH3:9]>C(OCC)(=O)C>[CH2:8]([C@:10]1([OH:29])[C:22]2[CH:21]=[C:20]3[N:16]([CH2:17][CH2:18][C:19]3=[O:23])[C:15](=[O:27])[C:14]=2[CH2:13][O:12][C:11]1=[O:28])[CH3:9]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 10902872(4'S)-4'-Ethyl-7',8'-dihydro-4'-hydroxyspiro[1,3-dioxolane-2,6'(3'H)-[1H]pyrano[3,4-f]indolizine]-3',10'(4'H)-dione

Produkt 1

HCID 10220900(4S)-4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano(3,4-f)indolizine-3,6,10(4H)-trioneAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To 90 ml of 90% trifluoroacetic acid, 3.5 g of (4S)-4-ethyl-6,6-(ethylenedioxy)-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,10(4H)-dione were added at room temperature over 5 minutes, followed by stirring at the same temperature for 30 minutes. After completion of the reaction, the solvent was removed under reduced pressure, followed by the thorough removal of the solvent by a vacuum pump. To the residue so obtained was added 20 ml of ethyl acetate. The crystals precipitated were collected by filtration, whereby 2.4 g of the title compound were obtained.

Aufarbeitung

  1. customAfter completion of the reaction
  2. customthe solvent was removed under reduced pressure
  3. customfollowed by the thorough removal of the solvent by a vacuum pump
  4. customTo the residue so obtained
  5. customThe crystals precipitated
  6. filtrationwere collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-57e589ffed4a4c76932f2ee53b9523db
Quelldatensatz
uspto-grants-2003_04
Patentnummer
US06552197B2

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