Triethylamine → tert-butyl (3R*,5S*)-3-(aminocarbonyl)-5-[({2-tert-butyl-4-[(2-furylmethyl)amino]pyrimidin-5-yl}carbonyl)(isobutyl)amino]piperidine-1-carboxylate

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Reaction Steps

A solution of (3R*,5S*)-1-(tert-butoxycarbonyl)-5-[({2-tert-butyl-4-[(2-furylmethyl)amino]pyrimidin-5-yl}carbonyl)(isobutyl)amino]piperidine-3-carboxylic acid (1.03 g), 1H-1,2,3-benzotriazol-1-ol ammoniate (420 mg), WSC.HCl (530 mg) and triethylamine (520 μl) in 1,2-dichloroethane (16 ml) was stirred at room temperature for 24 hr. The mixture was poured into water and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography. The fraction eluted with ethyl acetate-hexane (1:9-1:0) was concentrated under reduced pressure to give the object compound (944 mg).

Provenance & Evidence