C1(C)C=CC(S(Cl)(=O)=O)=CC=1.[C:12]([OH:20])(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.CN1C=CN=C1.O[C@H:28]1[CH2:33][CH2:32][C@H:31]([CH2:34][C:35]#[N:36])[CH2:30][CH2:29]1>C(#N)C>[C:35]([CH2:34][C@H:31]1[CH2:32][CH2:33][C@H:28]([O:19][C:12](=[O:20])[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:29][CH2:30]1)#[N:36]To a mixture of p-toluenesulfonyl chloride (4.71 g), benzoic acid (2.52 g), N-methylimidazole (4.9 mL), and acetonitrile (50 mL), an acetonitrile (50 mL) solution of trans-(4-hydroxy-cyclohexyl)-acetonitrile (2.87 g) obtained in Example (41a) was added at 0° C. The reaction mixture was warmed to room temperature, then stirred overnight, and then concentrated. The residue was diluted with ethyl acetate, then washed with water and saturated brine, and then concentrated. The residue was purified by column chromatography (hexane/ethyl acetate) to obtain the title compound (4.42 g, 88%) as a white solid.
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