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HCID 68636737, Verbindung → HCID 25125758, Verbindung

HRID 1929789
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1929789
[Si]([O:8][CH2:9][C:10](=[CH2:42])[C:11]([N:13]1[CH2:18][CH2:17][CH:16]([O:19][C:20]2[CH:21]=[C:22]3[C:27](=[CH:28][C:29]=2[O:30][CH3:31])[N:26]=[CH:25][N:24]=[C:23]3[NH:32][C:33]2[CH:38]=[CH:37][C:36]([Cl:39])=[C:35]([Cl:40])[C:34]=2[F:41])[CH2:15][CH2:14]1)=[O:12])(C(C)(C)C)(C)C>O1CCCC1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>[Cl:40][C:35]1[C:34]([F:41])=[C:33]([NH:32][C:23]2[C:22]3[C:27](=[CH:28][C:29]([O:30][CH3:31])=[C:20]([O:19][CH:16]4[CH2:17][CH2:18][N:13]([C:11](=[O:12])[C:10]([CH2:9][OH:8])=[CH2:42])[CH2:14][CH2:15]4)[CH:21]=3)[N:26]=[CH:25][N:24]=2)[CH:38]=[CH:37][C:36]=1[Cl:39]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 1

HCID 68636737HCID 68636737, Verbindung

Produkt 1

HCID 25125758HCID 25125758, VerbindungAusbeute 51 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittel2×HCID 2724141Tetrabutylammonium FluorideLösungsmittel

Versuchsvorschrift

140 mg of the compound obtained in step 3) was diluted with 3 ml of tetrahydrofuran, and 1.1 ml of a 1.0M tetra-n-butyl ammonium fluoride-containing tetrahydrofuran solution was added thereto. The resulting mixture was incubated at room temperature for three hours. After the reaction terminated, a saturated sodium hydrogen carbonate was added, and the resulting solution was extracted twice with chloroform. The organic layer was dried over anhydrous sodium sulfate, filtered and distilled under a reduced pressure. The resulting residue was purified by column chromatography (ethyl acetate:methylene chloride:methanol=7:7:1) to obtain the title compound (58 mg, 51%).

Aufarbeitung

  1. additionwas added
  2. customAfter the reaction terminated
  3. additiona saturated sodium hydrogen carbonate was added
  4. extractionthe resulting solution was extracted twice with chloroform
  5. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. distillationdistilled under a reduced pressure
  8. customThe resulting residue was purified by column chromatography (ethyl acetate:methylene chloride:methanol=7:7:1)

Quellen und Nachweise

ORD-Eintrag
ord-75473993af0e4eee876a2fb768ffb83e
Quelldatensatz
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08188102B2

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