Diisopropylethylamine → 1-(1-Tert-butoxycarbonylpiperidine-4-carbonyl)-piperidine-2 carboxylic acid [4-phenyl-1-(3-phenyl-propyl)-butyl]-amide

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Reaction Steps

Piperidine-2-carboxylic acid [4-phenyl-1-(3-phenyl-propyl)-butyl]-amide (74) (1.00 g; 2.64 mmol) is dissolved in methylene chloride (25 mL) at ambient temperature. 1 -tert-Butoxycarbonyl-piperidine4-carboxylic acid (0.73 g; 3.17 mmol), N,N-diisopropylethylamine (0.75 g; 5.81 mmol) and PyBOP (1.65 g; 3.17 mmol) are added sequentially. The reaction is stirred for 16 hours at room temperature, then concentrated under reduced pressure. The residue is purified via silica gel chromatography (30%→50% ethyl acetate in hexanes) affording the desired product (75) as a solid. ESMS:MH+ 590.6

Provenance & Evidence