m-Chloroperbenzoic acid → HCID 86635949, compound

Participants

Reaction Steps

To a solution of tert-butyl (3-[cyclopropyl(pyridin-4-ylmethyl)amino]-2-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]benzyl}-3-oxopropyl)carbamate from Example 110, Step 1 (1 eq.) in dichloromethane (0.12 M) was added 3-chloroperoxybenzoic acid (1.3 eq.). The reaction mixture was stirred at RT for 1.5 h. The reaction was then quenched with 10% aq. Na2S2O3 and sat. aq. NaHCO3. The organic layer was separated and the aqueous layer were back extracted with ether. The combined organic extracts were washed with water, dried over Na2SO4, filtered and the filtrate concentrated in vacuo. Purification of the crude product thus obtained by way of flash chromatography (SiO2, EtOAc→4:1 (v/v) EtOAc:MeOH) afforded the title compound.

Provenance & Evidence