Heptane → (2R)-2-Fluoro-2-methyl-N-[(S)-5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl]-N'-(3,3,4,4,4-pentafluoro-butyl)-malonamide

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The separation of 0.2 g of the two isomers of (2RS)-2-fluoro-2-methyl-N-[(S)-5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl]-N′-(3,3,4,4,4-pentafluoro-butyl)-malonamide (Example WG) was performed on a preparative chiral HPLC column (CHIRALPAK® AD, pressure: flow: 35 ml/min) using a 4:1 mixture of n-heptane and isopropanol as the eluent. There were obtained 23 mg [11% of theory, optical integrity >99.5% d.e., MS: m/e=502 (M+H)+] of the first eluting isomer (2R)-2-Fluoro-2-methyl-N-[(S)-5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl]-N′-(3,3,4,4,4-pentafluoro-butyl)-malonamide and 22 mg [11% of theory, optical integrity >99.5% d.e., MS: m/e=502 (M+H)+] of the later eluting isomer (2S)-2-fluoro-2-methyl-N-[(S)-5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl]-N′-(3,3,4,4,4-pentafluoro-butyl)-malonamide, each as a yellowish foam.

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