(R)-1-carboxy-2-(4-benzyloxy-3,5-dimethyl-phenyl)-ethyl 4-(2-oxo-1,2-dihydro-imidazo[4,5-c]quinolin-3-yl)-piperidine-1-carboxylate → (R)-1-carboxy-2-(4-hydroxy-3,5-dimethyl-phenyl)-ethyl 4-(2-oxo-1,2-dihydro-imidazo[4,5-c]quinolin-3-yl)-piperidine-1-carboxylate

HRID 491166Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 491166
[O:1]=[C:2]1[N:14]([CH:15]2[CH2:20][CH2:19][N:18]([C:21]([O:23][C@@H:24]([C:42]([OH:44])=[O:43])[CH2:25][C:26]3[CH:31]=[C:30]([CH3:32])[C:29]([O:33]CC4C=CC=CC=4)=[C:28]([CH3:41])[CH:27]=3)=[O:22])[CH2:17][CH2:16]2)[C:5]2[CH:6]=[N:7][C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=3[C:4]=2[NH:3]1.[H][H]>C1COCC1.CO.[Pd]>[O:1]=[C:2]1[N:14]([CH:15]2[CH2:16][CH2:17][N:18]([C:21]([O:23][C@@H:24]([C:42]([OH:44])=[O:43])[CH2:25][C:26]3[CH:27]=[C:28]([CH3:41])[C:29]([OH:33])=[C:30]([CH3:32])[CH:31]=3)=[O:22])[CH2:19][CH2:20]2)[C:5]2[CH:6]=[N:7][C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=3[C:4]=2[NH:3]1

Komponenten

6

Edukt 2

HCID 68675784(R)-1-carboxy-2-(4-benzyloxy-3,5-dimethyl-phenyl)-ethyl 4-(2-oxo-1,2-dihydro-imidazo[4,5-c]quinolin-3-yl)-piperidine-1-carboxylateHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 68673716(R)-1-carboxy-2-(4-hydroxy-3,5-dimethyl-phenyl)-ethyl 4-(2-oxo-1,2-dihydro-imidazo[4,5-c]quinolin-3-yl)-piperidine-1-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A suspension of 1.80 g (3.03 mmol) (R)-1-carboxy-2-(4-benzyloxy-3,5-dimethyl-phenyl)-ethyl 4-(2-oxo-1,2-dihydro-imidazo[4,5-c]quinolin-3-yl)-piperidine-1-carboxylate and 300 mg 10% Pd/C in 30 mL THF and 30 mL MeOH was hydrogenated at 3000 hPa hydrogen pressure and RT for 48 h. The catalyst was suction filtered, the filtrate was evaporated down and the residue was purified by HPLC; the fractions containing the product were combined and lyophilised.

Aufarbeitung

  1. filtrationfiltered
  2. customthe filtrate was evaporated down
  3. customthe residue was purified by HPLC
  4. additionthe fractions containing the product

Quellen und Nachweise

ORD-Eintrag
ord-2a4afe6c60a244378179b36fca8a48e6
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07528129B2

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