Downstream synthetic route of 31166-44-6

31166-44-6, As the paragraph descriping shows that 31166-44-6 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.31166-44-6,1-Cbz-Piperazine,as a common compound, the synthetic route is as follows.

To a solution of propylene oxide (4.0 mL, 57 mmol) in DCM (160 mL) was added 2.0M of trimethylaluminum in toluene (27 mL, 54 mmol) at -78 °C under N2. After being stirred at that temperature for 10 min, a solution of benzyl piperazine-l-carboxylate (from Aldrich, 9 mL, 40 mmol) in DCM (60 mL) was added. The resulting reaction mixture was stirred at -78 °C for 30 min. The reaction was then allowed to warm up to 0 °C, stirring for another 30 min. To the reaction mixture was added sodium fluoride (8.2 g, 200 mmol) in one portion, followed by water (5.2 mL, 290 mmol) slowly and periodically at 0 °C. The resulting suspension was rapidly stirred for 1 h at 0 °C and filtered through a short column of Celite and the column was subsequently washed with DCM (120 mL). The combined filtrates were dried over Na2S04, concentrated and purified on silica gel (eluting with 0-10percent MeOH in DCM) to provide the desired product (9.6 g, 76percent). LCMS calculated forCi5H23 203(M+H)+: m/z = 279.2; Found: 279.3. 3/4 NMR (500 MHz, DMSO-d6): delta 7.39-7.31 (5H, m), 8.07 (2H, s), 4.29 (1H, J= 4.0 Hz), 3.75 (1H, m), 3.38 (4H, br s), 2.38 (4H, m), 2.24 (1H, dd, J= 12.5 and 7.0 Hz), 2.17 (1H, dd, J= 12.5 and 7.0 Hz), 1.04 (3H, d, J= 6.0 Hz) ppm.

31166-44-6, As the paragraph descriping shows that 31166-44-6 is playing an increasingly important role.

Reference:
Patent; INCYTE CORPORATION; RODGERS, James, D.; LI, Yun-Long; SHEPARD, Stacey; WANG, Haisheng; WO2011/28685; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics