HCID 69201908, Verbindung → 4'-{2-[(1S,2R)-2-Hydroxy-2-(4-hydroxy-3-methanesulfonylaminophenyl)-1-methylethylamino]ethoxy}-3',5'-dimethylbiphenyl-4-carboxylic acid

HRID 2220657Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2220657
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C@@H:15]([OH:46])[C@@H:16]([NH:18][CH2:19][CH2:20][O:21][C:22]2[C:27]([CH3:28])=[CH:26][C:25]([C:29]3[CH:34]=[CH:33][C:32]([C:35]([O:37]CC4C=CC=CC=4)=[O:36])=[CH:31][CH:30]=3)=[CH:24][C:23]=2[CH3:45])[CH3:17])=[CH:11][C:10]=1[NH:47][S:48]([CH3:51])(=[O:50])=[O:49])C1C=CC=CC=1>CN(C)C=O.[C].[Pd]>[OH:46][C@H:15]([C:12]1[CH:13]=[CH:14][C:9]([OH:8])=[C:10]([NH:47][S:48]([CH3:51])(=[O:50])=[O:49])[CH:11]=1)[C@@H:16]([NH:18][CH2:19][CH2:20][O:21][C:22]1[C:27]([CH3:28])=[CH:26][C:25]([C:29]2[CH:34]=[CH:33][C:32]([C:35]([OH:37])=[O:36])=[CH:31][CH:30]=2)=[CH:24][C:23]=1[CH3:45])[CH3:17]

Komponenten

4

Edukt 1

HCID 69201908HCID 69201908, Verbindung

Produkt 1

HCID 692010834'-{2-[(1S,2R)-2-Hydroxy-2-(4-hydroxy-3-methanesulfonylaminophenyl)-1-methylethylamino]ethoxy}-3',5'-dimethylbiphenyl-4-carboxylic acidAusbeute 65,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of benzyl 4′-{2-[(1S,2R)-2-(4-benzyloxy-3-methanesulfonylaminophenyl)-2-hydroxy-1-methylethylamino]ethoxy}-3′,5′-dimethylbiphenyl-4-carboxylate (0.074 g) in N,N-dimethylformamide (4 mL) was added 10% palladium-carbon (0.05 g), and the mixture was stirred at room temperature for 1.5 hrs under an atmosphere of hydrogen. The catalyst was removed by filtration, and the solvent was evaporated under reduced pressure. Methylene chloride was added to the residue, and the resulting precipitated materials were collected by filtration. The crude product was purified by ODS column chromatography (eluent: acetonitrile/water=1/1) to afford the title compound (0.036 g).

Aufarbeitung

  1. customThe catalyst was removed by filtration
  2. customthe solvent was evaporated under reduced pressure
  3. additionMethylene chloride was added to the residue
  4. customthe resulting precipitated materials
  5. filtrationwere collected by filtration
  6. customThe crude product was purified by ODS column chromatography (eluent: acetonitrile/water=1/1)

Quellen und Nachweise

ORD-Eintrag
ord-f9ab299eb7f74fb3b504ee48d301918b
Quelldatensatz
uspto-grants-2008_08
Patentnummer
US07417169B2

Notizen zur Reaktion

Wird geladen…