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Trifluridine → HCID 131716752, Verbindung

HRID 703730
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 703730
[C@@H:1]1([N:9]2[CH:20]=[C:15]([C:16]([F:19])([F:18])[F:17])[C:13](=[O:14])[NH:12][C:10]2=[O:11])[O:8][C@H:5]([CH2:6][OH:7])[C@@H:3]([OH:4])[CH2:2]1.[C:21](Cl)(=[O:26])[C:22]([CH3:25])([CH3:24])[CH3:23]>N1C=CC=CC=1>[C:21]([CH:6]([OH:7])[C@H:5]1[O:8][C@@H:1]([N:9]2[CH:20]=[C:15]([C:16]([F:18])([F:17])[F:19])[C:13](=[O:14])[NH:12][C:10]2=[O:11])[CH2:2][C@@H:3]1[OH:4])(=[O:26])[C:22]([CH3:25])([CH3:24])[CH3:23]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 6256TrifluridineHCID 62493Pivaloyl chloride

Produkt 1

HCID 131716752HCID 131716752, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel2×

Versuchsvorschrift

To a stirring solution of 150 mg of trifluorothymidine in 5 mL of pyridine was added a solution of 90 mg of pivaloyl chloride in 1 mL of pyridine, with cooling. Stirring was continued at room temperature for 10 hours, then the reaction mixture was poured into 20 mL of ice water and extracted with 50 mL of ethyl acetate. The extract was washed with water and dried over sodium sulfate. The ethyl acetate was removed and the residue was purified by silica gel column chromatography using 20:1 chloroform/methanol as eluent. The title compound melted at 130°-132° C. after recrystallization from a mixture of ether and n-hexane.

Aufarbeitung

  1. temperaturewith cooling
  2. extractionextracted with 50 mL of ethyl acetate
  3. washThe extract was washed with water
  4. dry with materialdried over sodium sulfate
  5. customThe ethyl acetate was removed
  6. customthe residue was purified by silica gel column chromatography
  7. customThe title compound melted at 130°-132° C. after recrystallization
  8. additionfrom a mixture of ether and n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-02342420e7834c3aac38c0e7cc194334
Quelldatensatz
uspto-grants-1991_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04983586

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