HCID 178454211, compound → HCID 178454210, compound
Reaction equation
C([O:8][C@H:9]1[CH2:12][C@H:11]([O:13][C:14]2[CH:45]=[CH:44][C:17]([CH2:18][C@H:19]([C:37]([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38])[CH2:20][C@@H:21]([C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[NH:22][C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])=[CH:16][CH:15]=2)[CH2:10]1)C1C=CC=CC=1>CO.[Pd]>[OH:8][C@H:9]1[CH2:10][C@H:11]([O:13][C:14]2[CH:15]=[CH:16][C:17]([CH2:18][C@H:19]([C:37]([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38])[CH2:20][C@@H:21]([C:30]([O:32][C:33]([CH3:34])([CH3:35])[CH3:36])=[O:31])[NH:22][C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])=[CH:44][CH:45]=2)[CH2:12]1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
43 mg (0.07 mmol) of di-tert-butyl (4S)-4-(4-{trans-[3-(benzyloxy)cyclobutyl]oxy}benzyl)-N-(tert-butoxycarbonyl)-L-glutamate were dissolved in 10 mL of methanol and under argon atmosphere palladium (10% on charcoal) was added and the suspension hydrogenated overnight at room temperature. The reaction mixture was filtered, the solvent evaporated and the residue was chromatographed on silica gel using a hexane/ethyl acetate gradient, and the appropriate fractions were combined and concentrated.