Ethylacetate methanol → HCID 18009428, Verbindung
Reaktionsgleichung
COC([CH:5]1[CH2:10][CH2:9][C:8]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)([CH2:11][NH:12][C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[O:21][C:22]#C)=[O:14])[CH2:7][CH2:6]1)=O.C[CH2:31][O:32][C:33]([CH3:35])=[O:34].CO>[Pd]>[CH3:31][O:32][C:33]([CH2:35][CH:5]1[CH2:10][CH2:9][C:8]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)([CH2:11][NH:12][C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[O:21][CH3:22])=[O:14])[CH2:7][CH2:6]1)=[O:34]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a solution of 1-methoxycarbonylmethylidenyl-4-phenyl-4-(3-(2-methoxyphenyl)-3-oxo-2-azaprop-1-yl)-cyclohexane (29.2 mg, 0.074 mmol) in a mixture of EtOAc/methanol (5 mL/5 mL) was added Pd/C (10%) (32 mg) and the reaction mixture was shaken under 50 psi of H2 for 16 h. The mixture was filtered through a plug of celite, concentrated and the residue was purified by HPLC (Waters RCM, μ Porosil, 25 mm×10 cm) using a mixture of (5:4:1 hexane-methyl tert-butyl ether-acetonitrile:hexane, 2.25/8.0 to 3.6/7.0 mL/min) to give the separated isomers of the title compound.