HCID 9795946, 화합물 → HCID 15735587, 화합물
반응식
[CH:1]1(/[CH:7]=[C:8](/[CH2:12][P:13]([OH:19])([CH2:15][CH:16]([CH3:18])[CH3:17])=[O:14])\[C:9]([OH:11])=[O:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>Cl.C(OCCCC)(=O)C>[CH:1]1(/[CH:7]=[C:8](\[CH2:12][P:13]([OH:19])([CH2:15][CH:16]([CH3:17])[CH3:18])=[O:14])/[C:9]([OH:11])=[O:10])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1참가 물질
3
실험 절차
A solution of 13 mg (0.045 millimole) of (E)-3-cyclohexyl-2-(hydroxyisobutylphosphinoyl)methylpropenoic acid in 0.13 ml of 4.3 N hydrogen chloride-butyl acetate was heated at 100° C. in a sealed tube for 24 hours. After cooling, the solvent was evaporated under reduced pressure. The residue was dissolved in 0.2 ml of ethanol, and 0.1 ml of 6 N sodium hydroxide was added. The mixture was heated under reflux for 1.5 hours. After cooling, 5 ml of water was added and hydrochloric acid was also added to acidify the mixture. The mixture was then extracted three times with 5 ml of ethyl acetate each time. The combined ethyl acetate layers were washed with 5 ml of a saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was recrystallized from ethyl acetate/hexane to give 7 mg (yield 54%) of (Z)-3-cyclohexyl-2-(hydroxyisobutylphosphinoyl)methylpropenoic acid as colorless crystals. Its melting point and IR and 1H-NMR data were identical with those of the product obtained in Example 5 (b).