1-Benzyl-4-(tert-butoxycarbonylamino)piperidine

White powder

To a solution of l-benzylpiperidin-4-amine (1 mL, 933 mg, 4.9 mmol) in dry DCM (20 mL) were added EtTo a solution of l-benzyl-4-amiopiperidine (57.1 g) in methylene chloride (300 mL) was added tert-butyl dicarboxylare (68.8 g) under ice-cooling and the mixture was stirred at room temperature for 3 days. The reaction mixture was concentrated in vacuo and to the residue was added ethyl acetate and an aqueous sodium hydrogencarbonate solution. The mixture was stirred and the organic layer was washed with a brine, dried over magnesium sulfate and filtered. The filtrate was concentrated in vacuo and the resultant crude crystals were washed with diisopropylether and collected by filtration. The filtrate was concentrated in vacuo and the resultant crude crystals were washed with diisopropylether and collected by filtration. The crude crystals were combined and dried to obtain l-benzyl-4- (tert-butoxycarbonyl)aminopiperidine (83.2 g, yield: 96 percent) as a pale yellow solid. MS(APCI)m/z; 291 [M+H]1-Benzyl-piperidin-4-ylamine (50 g, 262.76 mmol) is dissolved in a mixture of 200 ml of water, 145 ml of 2 molar aqueous sodium hydroxide and 350 mi of t-BuOH at 0°C. A solution of Boc20 (63.1 g, 1.1 equivalents) in 150 ml of t-BuOH is added dropwise within one hour at 0°C. A white suspension is formed which is allowed to stir overnight at room temperature. The reaction mixture is diluted with ether and washed with water, . The organic layers are dried over anhydrous sodium sulfate and evaporated under reduced pressure. Yield: 71.5 g of a pale yellow solid (93percent). MS (ESI) : 291 [M+H] +, 1 H-NMR (DMSO-d6) : 5 (ppm) 7.2-7. 35 (m, 5H), 6.77 (br d, 1 H), 3.44 (s, 2H), 3.22 (br m, 1 H), 2.75 (m, 2H), 1.95 (dt, 2H), 1.68 (m, 2H), 1.38 (s, 9H), 1.36 (dt 2H).l-Benzylpiperidin-4-ylamine (3 g, 15.8 mmol), the starting material, was dissolved in IM aqueous sodium hydroxide solution (35.8 ml) and t- butanol(32 ml) in a 250 ml vessel, and /-butyl-dicarbonate ((^-Boc)l-Benzylpiperidine-4-amine (3g, 15.8mml), the starting material, was dissolved in IM aqueous sodium hydroxide solution (35.8 ml) and t-butanol (32 ml) in the 250 ml reaction vessel, ?-butyl dicarbonate ((?-Boc)EXAMPLE 5 2.00 g of 4-amino-1-benzylpiperidine was added to a 100-mL round-bottomed flask, and then 20.0 mL of deionized water and 20.0 mL of saturated sodium hydrogen carbonate (NaHCO

Molecular Weight:290.4
XLogP3:3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:5
Exact Mass:290.199428076
Monoisotopic Mass:290.199428076
Topological Polar Surface Area:41.6
Heavy Atom Count:21
Complexity:324
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes