5-(Boc-amino)nicotinic acid → n-butyl(S)-3-[(5-tert-butoxycarbonylamino-pyridin-3-carbonyl)-amino]-tetra-hydrofuran-3-carboxylate

Participants

Reaction Steps

A suspension of 5-tert-butoxycarbonylamino-pyridine-3-carboxylic acid (2.5 mmol) in 20 mL tetrahydrofuran was combined with N,N-carbodiimidazole (2.75 mmol) and stirred for 15 minutes at ambient temperature. Then a solution of n-butyl(S)-3-amino-tetrahydrofuran-3-carboxylate (2.5 mmol) in 4 mL tetrahydrofuran was added and the reaction mixture was stirred further overnight. Then the solvent was distilled off and the crude product thus obtained was purified by chromatography (silica gel; dichloromethane with 1-25% ethanol).

Provenance & Evidence