Dichloromethane → 1-(4-Chlorobenzyl)-7-cyclohexyl-1,7-diazaspiro[4.4]nonane-3,6-dione

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Reaction Steps

Dess-Martin periodinane (0.19 g, 0.00044 mol) was added to a solution of (3R)-1-(4-chloro-benzyl)-7-cyclohexyl-3-hydroxy-1,7-diazaspiro[4.4]nonan-6-one (0.080 g, 0.00022 mol; prepared as in Example 32, derived from peak 2 of step 2) in DCM (2.0 mL, 0.031 mol). The resulting mixture was stirred for 3 h at RT. The mixture was then diluted with ethyl acetate and stirred with Na2S2O3 followed by saturated NaHCO3. Following separation of the organic and aqueous layers, the organic layer was dried and concentrated in vacuo to afford the desired product. LC/MS: 361.1 (M+1H)+.

Provenance & Evidence