C(O[C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@@H:9]1[CH2:13][O:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([C:21]#[N:22])[CH:16]=1)=[O:7])(C)(C)C.Cl.[C:24]([C:26]1[CH:34]=[CH:33][C:29](C(O)=O)=[CH:28][CH:27]=1)#[N:25].CN1CCOCC1.ClC(OCC)=O>O1CCOCC1.CN(C)C=O.C(OCC)(=O)C>[C:24]([C:26]1[CH:34]=[CH:33][C:29]([C:6]([N:8]2[CH2:12][CH2:11][CH2:10][C@@H:9]2[CH2:13][O:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([C:21]#[N:22])[CH:16]=2)=[O:7])=[CH:28][CH:27]=1)#[N:25]70 mg (0.23 mmol) of 1-t-butoxycarbonyl-(2R)-2-[(3-cyanophenoxy)methyl]pyrrolidine was dissolved in a dioxane solution containing 4 N hydrogen chloride and then stirred at room temperature for 3 hours. The solvent was distilled off to obtain the crude de-t-butoxycarbonyl product. 38 mg (0.25 mmol) of 4-cyano-benzoic acid was dissolved in 3 ml of dimethylformamide, and 100 mg (1 mmol) of N-methyl morpholine and 25 mg (0.23 mmol) of ethyl chloroformate were added thereto and stirred at 0° C. for 5 minutes, and the crude de-t-butoxycarbonyl product was added thereto and stirred at room temperature for 2 hours. The reaction solution was treated in an ordinary manner with ethyl acetate as the extractant to obtain the title compound.
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