Triethylamine → HCID 71158281, compound

Participants

Reaction Steps

A solution of benzyl(1R,2S,4R)-4-amino-2-(((3-(4-fluorophenyl)propyl)(propyl)-amino)methyl)-cyclohexylcarbamate (1.1 g, 2.4 mmol) and Et3N (0.3 g, 3 mmol) in CH2Cl2 (50 ml) was cooled in an ice bath and treated drop-wise with pivaloyl chloride (0.32 g, 2.6 mmol). The solution is stirred for 30 minutes and then washed successively with saturated sodium bicarbonate, 0.5 N NaOH, and brine. The solution was dried over sodium sulfate, filtered and the solvent removed on a rotary evaporator. This chromatographed on silica gel to (0.3:2.7:97 NH4OH/MeOH/CH2Cl2) to give 0.85 g of white solid. MS: (M+H)+=540.38.

Provenance & Evidence