Methyl 4-{1-[2-tert-butoxy-1-(4-chlorophenyl)-2-oxoethyl]butyl}benzoate → HCID 58560980, Verbindung
Reaktionsgleichung
C([O:5][C:6](=O)[CH:7]([CH:15]([C:19]1[CH:28]=[CH:27][C:22]([C:23]([O:25][CH3:26])=[O:24])=[CH:21][CH:20]=1)[CH2:16][CH2:17][CH3:18])[C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=1)(C)(C)C>C1COCC1>[Cl:14][C:11]1[CH:10]=[CH:9][C:8]([CH:7]([CH:15]([C:19]2[CH:20]=[CH:21][C:22]([C:23]([O:25][CH3:26])=[O:24])=[CH:27][CH:28]=2)[CH2:16][CH2:17][CH3:18])[CH2:6][OH:5])=[CH:13][CH:12]=1Komponenten
3
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A solution of 2-(4-chlorophenyl)-3-[4-(methoxycarbonyl)phenyl]hexanoic acid (prepared as described in PCT Patent Publication WO 2008/042223 A1 published on 10 Apr. 2008, 360 mg, 1.0 mmol) in anhydrous THF (10 mL) was cooled to 0° C., then borane dimethyl sulfide complex (0.3 mL, 3 mmol) was added slowly. The mixture was stirred at room temperature for five hours, then excess reagent was quenched with MeOH (2 mL). The mixture was concentrated, then the resulting residue was diluted with EtOAc (20 mL) and K2CO3 (aq). The organic layer was washed with water, dried over anhydrous Na2SO4, filtered, then concentrated. The resulting residue was purified by silica gel chromatography eluting with 10% MeOH/DCM to afford the title compound. MS (M±H)+ 347.