4-(N-TERT-BUTOXYCARBONYL-N-METHYLAMINO)PIPERIDINE-1-CARBOXYLIC ACID BENZYL ESTER synthesis

Yield:405057-76-3 51%

Reaction Conditions:

with triethylamine in dichloromethane at 20;

Steps:

I.42

To a solution of 1-(benzyloxycarbonyl)-4-methylaminopiperidine (0.5 g, 2.01 mmol) and di-ferf-butyl dicarbonate (483.39 mg, 2.21 mmol) in anhydrous CH₂CI₂ (10 ml_) was added NEt₃ (61 1.25 mg, 6.04 mmol), and the mixture was stirred at room temperature overnight. The reaction mixture was concentrated in vacuo to give the crude product, which was purified by column chromatography, to give 1- > (benzyloxycarbonyl)-4-(N-methyl-terf-butyloxycarbonylamino)piperidine (0.7 g, 51 %): 1H NMR (400 MHz, CDCI₃) δ ppm 7.25-7.30 (m, 5H), 5.05 (s, 2H), 2.63 (s, 3H), 1.56 (s, 9H), 1.48 (s, 9H).

References:

WO2009/76387,2009,A1 Location in patent:Page/Page column 40-41