Ethyl Acetate → HCID 69285681, compound

Participants

Reaction Steps

To a solution of the isomeric mixture of N-(2-((1S,2S,4R)-2-(2-hydroxy-3-methylbutyl)-4-(isopropyl(methyl)amino)cyclohexylamino)-2-oxoethyl)-3-(trifluoromethyl)benzamide (34 mg; see Examples 11p and 11q) in 3 ml of anhydrous CH2Cl2 were added excess amounts of powdered 4A molecular sieves and pyridinium dichromate, and the mixture was stirred for 2 hours at room temperature. After addition of about 15 ml of EtOAc it was filtered through a plug of Celite, and evaporated to give an oily residue, which was purified by chromatography (silica gel, CH2Cl2 then 1:9:90 cNH4OH-MeOH—CH2Cl2) to give N-(2-((1S,2S,4R)-4-(isopropyl(methyl)amino)-2-(3-methyl-2-oxobutyl)cyclohexylamino)-2-oxoethyl)-3-(trifluoromethyl)benzamide as an amorphous solid. MS found: (M+H)+=484.3.

Provenance & Evidence