Simple exploration of 57260-70-5

57260-70-5 tert-Butyl 4-benzylpiperazine-1-carboxylate 584330, apiperazines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.57260-70-5,tert-Butyl 4-benzylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

1,1-Dimethylethyl 4-(phenylmethyl)-1-piperazine carboxylate (20 g, 72 mmol) and tetramethylethylenediamine (18 g, 0.16 mol) were dissolved in tetrahydrofuran (100 mL), and the solution was cooled to -78C. A 1.0 M solution of sec-butyllithium in hexane and cyclohexane (150 mL, 0.15 mol) was added thereto, and the mixture was stirred for 2 hours and the temperature was elevated to -30C. After cooling to -78C again, a solution of benzophenone (28 g, 0.15 mol) in tetrahydrofuran (70 mL) was added dropwise thereto, and the mixture was stirred for 18 hours while elevating the temperature to room temperature. To the reaction solution was added an aqueous saturated ammonium chloride solution, and the resulting mixture was extracted with ethyl acetate. The extract was washed with water and concentrated under reduced pressure. The residue was purified with silica gel column chromatography (hexane: ethyl acetate = 3: 1) to obtain the title compound (18 g, yield 64%) as crystals. 1H NMR (CDCl3) delta 1.58 (1H, m), 1.94 (1H, dt, J=11.7 Hz, 3.6 Hz), 2.55 (1H, dd, J=11.4 Hz, 2.4 Hz), 2.69 (1H, dd, J=11.7 Hz, 3.6 Hz), 3.10 (1H, dt, J=13.0 Hz, 3.6 Hz), 3.32, 3.50 (2H, ABq, J=13.1 Hz), 3.81 (1H, dd, J=13.2 Hz, 2.4 Hz), 4.54 (1H, dd, J=11.0 Hz, 3.6 Hz), 7.18-7.40 (13H, m), 7.50 (2H, d, J=7.2 Hz)., 57260-70-5

57260-70-5 tert-Butyl 4-benzylpiperazine-1-carboxylate 584330, apiperazines compound, is more and more widely used in various fields.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1661898; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics