StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Water → HCID 131735095, Verbindung

HRID 929205
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 929205
I([O-])(=O)(=O)=O.[Na+].[Cl:7][C:8]1[CH:9]=[C:10]2[N:28]([CH2:29][O:30][CH2:31][CH2:32][Si:33]([CH3:36])([CH3:35])[CH3:34])[C:27]([O:37][C@H:38]3[C@H:42]4[O:43][CH2:44][C@@H:45]([O:46][CH2:47][CH:48]=[O:49])[C@H:41]4[O:40][CH2:39]3)=[N:26][C:11]2=[N:12][C:13]=1[C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:16][CH:15]=1.[OH2:50]>C(Cl)(Cl)(Cl)Cl.C(#N)C.CCOC(C)=O.C(Cl)Cl.CO.CC(O)=O.O.[Ru](Cl)(Cl)Cl>[Cl:7][C:8]1[CH:9]=[C:10]2[N:28]([CH2:29][O:30][CH2:31][CH2:32][Si:33]([CH3:36])([CH3:35])[CH3:34])[C:27]([O:37][C@H:38]3[C@H:42]4[O:43][CH2:44][C@@H:45]([O:46][CH2:47][C:48]([OH:50])=[O:49])[C@H:41]4[O:40][CH2:39]3)=[N:26][C:11]2=[N:12][C:13]=1[C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:16][CH:15]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

9

Edukt 3

HCID 962WaterHCID 23667635Sodium periodateHCID 90067176HCID 90067176, Verbindung

Produkt 1

HCID 131735095HCID 131735095, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 5

HCID 6093376Ruthenium trichloride hydrateKatalysator
HCID 5943
Carbon Tetrachloride
Lösungsmittel
HCID 6342AcetonitrileLösungsmittel
HCID 8857Ethyl AcetateLösungsmittel
HCID 21877243DCM MeOH AcOHLösungsmittel

Versuchsvorschrift

Sodium periodate (19.4 mg, 0.091 mmol) and ruthenium (III) chloride hydrate (1.3 mg, 5.77 μmol) were added to a stirred biphasic mixture of 2-[[(3R,3aR,6R,6aR)-6-[6-chloro-5-(4-phenylphenyl)-1-(2-trimethylsilylethoxymethyl)imidazo[4,5-b]pyridin-2-yl]oxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-yl]oxy]acetaldehyde (13.8 mg, 0.022 mmol) in carbon tetrachloride (0.12 ml), acetonitrile (0.09 ml), and water (0.15 ml). The reaction mixture was stirred at room temperature. After 3 hours, the reaction mixture was partitioned between EtOAc (30 ml) and water (30 ml). The aqueous layer was extracted with EtOAc (2×20 ml). The organic layers were combined, washed with brine (1×20 ml), dried over MgSO4, filtered, and evaporated under reduced pressure to give a colorless residue. The residue was dissolved in EtOAc and loaded onto a 500 micron 20 cm×20 cm silica gel plate, which was developed twice using a 94:5:1 DCM/MeOH/AcOH solvent mixture (fresh solvent was used for each development). The silica containing the product band was collected and eluted with a 90:9:1 DCM/MeOH/AcOH solvent mixture (80 ml). The solvent was evaporated under reduced pressure to give the desired product as a colorless residue. LC-MS: calculated for C32H36ClN3O7Si 637.2 observed m/e: 638.33 (M+H)+ (Rt 1.35/2 min)

Aufarbeitung

  1. customthe reaction mixture was partitioned between EtOAc (30 ml) and water (30 ml)
  2. extractionThe aqueous layer was extracted with EtOAc (2×20 ml)
  3. washwashed with brine (1×20 ml)
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customevaporated under reduced pressure
  7. customto give a colorless residue
  8. customThe silica containing the product band was collected
  9. washeluted with a 90:9:1 DCM/MeOH/AcOH solvent mixture (80 ml)
  10. customThe solvent was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-373c718d9ca2458abd4e274c380be580
Quelldatensatz
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09290517B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion