Methyl 3-(oxazol-2-yl)-3-(4-(tetrahydro-2H-pyran-2-yloxy)phenyl)acrylate → Methyl 3-(oxazol-2-yl)-3-(4-(tetrahydro-2H-pyran-2-yloxy) phenyl)propanoate
Reaction equation
[O:1]1[CH:5]=[CH:4][N:3]=[C:2]1[C:6]([C:12]1[CH:17]=[CH:16][C:15]([O:18][CH:19]2[CH2:24][CH2:23][CH2:22][CH2:21][O:20]2)=[CH:14][CH:13]=1)=[CH:7][C:8]([O:10][CH3:11])=[O:9]>CO.[Pd]>[O:1]1[CH:5]=[CH:4][N:3]=[C:2]1[CH:6]([C:12]1[CH:17]=[CH:16][C:15]([O:18][CH:19]2[CH2:24][CH2:23][CH2:22][CH2:21][O:20]2)=[CH:14][CH:13]=1)[CH2:7][C:8]([O:10][CH3:11])=[O:9]Participants
4
Procedure
A mixture of compound 10.3 (2.55mmol) and Pd—C (440 mg) in MeOH was stirred under hydrogen at room temperature for 30 minutes. The Pd—C was removed by filtration through silica gel with EtOAc as eluant. After concentration, the residue was chromatographed (silica gel, 1:1 EtOAc/hexane) to afford compound 10.4. MS ESI (pos.) m/e 332.2 (M+1).