Dichloromethane → (3S)-1-(4-Chlorobenzyl)-7-cyclohexyl-3-fluoro-1,7-diazaspiro[4.4]nonan-6-one

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Reaction Steps

Diethylaminosulfur trifluoride (11 μL, 0.000083 mol) was added to a solution of (3R)-1-(4-chlorobenzyl)-7-cyclohexyl-3-hydroxy-1,7-diazaspiro[4.4]nonan-6-one (10.0 mg, 0.0000276 mol; prepared as in Example 32, derived from peak 2 of step 2) in DCM (1.0 mL, 0.016 mol) at −78° C. The mixture was allowed to gradually warm to RT and stirred for 2 h. The crude reaction mixture was purified by prep. HPLC to afford the desired product. LC/MS: 365.1 (M+1H)+.

Provenance & Evidence