[F:1][C@@H:2]1[CH2:7][CH2:6][C@H:5]([N:8]2[CH2:12][CH2:11][CH2:10][C:9]2=[O:13])[CH2:4][CH2:3]1.[Li+].CC([N-]C(C)C)C.[Cl:22][C:23]1[CH:24]=[C:25]([O:36][S:37]([C:40]([F:43])([F:42])[F:41])(=[O:39])=[O:38])[CH:26]=[C:27]([Cl:35])[C:28]=1[CH2:29]OS(C)(=O)=O>C1COCC1>[Cl:22][C:23]1[CH:24]=[C:25]([O:36][S:37]([C:40]([F:42])([F:43])[F:41])(=[O:39])=[O:38])[CH:26]=[C:27]([Cl:35])[C:28]=1[CH2:29][CH:10]1[CH2:11][CH2:12][N:8]([C@H:5]2[CH2:6][CH2:7][C@@H:2]([F:1])[CH2:3][CH2:4]2)[C:9]1=[O:13]To a solution of cis-1-(4-fluoro-cyclohexyl)-pyrrolidin-2-one (252 mg, 1.36 mmol) in 13 mL dry THF, add 1.09 mL of 2M LDA (1.2 eq.) in THF dropwise at −78° C. Then, add 821 mg of trifluoro-methanesulfonic acid 3,5-dichloro-4-methanesulfonyloxymethyl-phenyl ester (1.5 eq) at −78° C. Allow the resulting solution to stand at room temp for overnight. Quench the mixture with saturated aqueous NH4Cl and extract with CH2Cl2. Wash the organic layer with water, then brine, and dry over Na2SO4, filter and concentrate. Purify the crude material by chromatography to afford the title compound: mass spectrum (m/z): 358 (M+1).
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