6-Aminohexanoic Acid → 6-((tert-Butoxycarbonyl)amino)hexanoic acid

Participants

Reaction Conditions

Reaction Steps

NH2—(CH2)5—COOH (5.00 g, 38.2 mmol), (BOC)2O (9.16 g, 42.0 mmol) and triethylamine (4.24 g, 42.0 mmol) were dissolved in 200 mL of methanol, and the mixture was stirred at 60° C. for 12 hours. After the reaction completed, methanol was removed under reduced pressure, and the obtained material was redissolved in 100 mL of ethyl acetate. Then, the solution was subjected to separation using 0.2 mol/l HCl (twice) and water (twice), and dehydrating was carried out with anhydrous sodium sulfate. After that, recrystallization with hexane at 4° C. and collection using a glass filter (G6) were performed, thereby obtaining Boc-NH—(CH2)5—COOH (6.35 g, 27.5 mmol, yield: 72%).

Provenance & Evidence