m-Chloroperbenzoic acid → HCID 71593638, compound

Participants

Reaction Steps

To a mixture of methyl 4-((1S,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-(2-(dimethylamino)ethylcarbamoyl)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoate (20 mg, 0.031 mmol) in DCM (2 mL) was added 3-chlorobenzoperoxoic acid (13.90 mg, 0.062 mmol) at −78° C. The reaction mixture was stirred for 3 hours. LCMS indicated the formation of desired product and consumption of the starting material. The reaction mixture was quenched with distilled water, extracted with DCM (3×2 mL). All the extracts were combined, dried over sodium sulfate, filtered and concentrated under reduced pressure to provide the title compound as an yellow oil (10 mg, 49%). LCMS: m/e 661.49 (M+H)+, 2.79 min (method 1).

Provenance & Evidence