[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH2:13][CH2:14][C@@H:15]3[CH2:20][C@@H:19]([OH:21])[CH2:18][C:17](=[O:22])[O:16]3)[C:11]([CH:23]([CH3:25])[CH3:24])=[C:10]([C:26]([NH:28][C:29]3[CH:34]=[CH:33][C:32]([O:35]CC4C=CC=CC=4)=[CH:31][CH:30]=3)=[O:27])[C:9]=2[C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)=[CH:4][CH:3]=1>[Pd].C(OCC)(=O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:12]([CH2:13][CH2:14][C@@H:15]3[CH2:20][C@@H:19]([OH:21])[CH2:18][C:17](=[O:22])[O:16]3)[C:11]([CH:23]([CH3:24])[CH3:25])=[C:10]([C:26]([NH:28][C:29]3[CH:30]=[CH:31][C:32]([OH:35])=[CH:33][CH:34]=3)=[O:27])[C:9]=2[C:43]2[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=2)=[CH:6][CH:7]=1A mixture of 4.7 g (7.26 mmol) of the benzyl ether from Step D above and 1.0 g of 10% palladium on carbon in 300 mL of ethyl acetate was stirred at 24° C. under hydrogen for 3 days. The mixture was filtered to remove the catalyst, and the solvent was removed by evaporation under reduced pressure to give an oil. The oil was crystallized from fresh ethyl acetate to provide 3.5 g of (2R-trans)-5-(4-fluorophenyl)-2-(1-methylethyl)-N-(4-hydroxyphenyl)-4-phenyl-1-[2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)-ethyl]-1H-pyrrole-3-carboxamide (containing 0.5 mol of ethyl acetate), mp 130°-133° C.
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