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Tetrahydrofuran → HCID 23081948, Verbindung

HRID 1792082
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1792082
[CH3:1][C:2]([CH3:5])([O-:4])[CH3:3].[K+].C([O:11][C:12]([N:14]1[CH2:19][CH2:18][N:17]([C:20]2[N:28]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=3C=O)[C:27]3[C:26](=[O:37])[N:25]([CH2:38][O:39][C:40](=[O:45])[C:41]([CH3:44])([CH3:43])[CH3:42])[C:24](=[O:46])[N:23]([CH2:47][O:48][C:49](=[O:54])[C:50]([CH3:53])([CH3:52])[CH3:51])[C:22]=3[N:21]=2)[CH2:16][CH2:15]1)=O)(C)(C)C.O1CC[CH2:57][CH2:56]1>[Br-].C[P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.C(OCC)(=O)C>[C:2]([O:4][C:12]([N:14]1[CH2:19][CH2:18][N:17]([C:20]2[N:28]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=3[CH:56]=[CH2:57])[C:27]3[C:26](=[O:37])[N:25]([CH2:38][O:39][C:40](=[O:45])[C:41]([CH3:43])([CH3:42])[CH3:44])[C:24](=[O:46])[N:23]([CH2:47][O:48][C:49](=[O:54])[C:50]([CH3:52])([CH3:53])[CH3:51])[C:22]=3[N:21]=2)[CH2:16][CH2:15]1)=[O:11])([CH3:5])([CH3:3])[CH3:1]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 8028Tetrahydrofuran2×HCID 23536931HCID 23536931, VerbindungHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 23081948HCID 23081948, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 74505Methyltriphenyliphosphonium bromideKatalysator
HCID 8857
Ethyl Acetate
Lösungsmittel

Versuchsvorschrift

Methyltriphenylphosphonium bromide (3.52 g) was dissolved in tetrahydrofuran (20 ml), potassium tert-butoxide (948 mg) was added to the solution, and the mixture was stirred at room temperature for 1 hour. A solution of 4-[1,3-bis(2,2-dimethylpropionyloxymethyl)-7-(2-formylphenyl)-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl]piperazine-1-carboxylic acid tert-butyl ester (1.94 g) in tetrahydrofuran (20 ml) was added to the obtained reaction mixture at room temperature, and the mixture was stirred at room temperature for 3 hours and 50 minutes. The reaction mixture was diluted with ethyl acetate and washed with water. The organic layer was dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel column chromatography to give 704 mg of the title compound from the elution fraction of hexane-ethyl acetate (2:1).

Aufarbeitung

  1. stirringthe mixture was stirred at room temperature for 3 hours and 50 minutes
  2. washwashed with water
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated under reduced pressure
  6. customthe residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-43a4a930cbcd4fe4bd46bc76aade3211
Quelldatensatz
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07074798B2

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