74879-18-8,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.74879-18-8,(S)-(+)-2-Methylpiperazine,as a common compound, the synthetic route is as follows.
Triethylamine (190mul, 1.37mmol) was added to a solution of commercially available (S)-(+)-2-methylpiperazine (125mg, 1.25mmol) in CH2Cl2 (7mL) at 0C and stirred for 5min. p-Toluenesulfonyl chloride (238mg, 1.25mmol) was then added and the mixture was stirred for 1h at 0C before being allowed to warm to room temperature and stirred for a further 4h. Water was then added and the aqueous layer was separated and extracted with CH2Cl2, before being washed sequentially with 1M HCl (50mL), water (50mL), saturated aqueous NaHCO3 solution (50mL) and saturated aqueous sodium chloride solution (50mL). The organic layer was separated, dried (Na2SO4), filtered and concentrated in vacuo to afford tosyl piperazine, (3S)-3-methyl-1-[(4-methylbenzene)sulfonyl]piperazine (310mg, 97%) as a white solid. The product could be used without further purification; mp 138.5-141C (acetone); [alpha]23D=+38.9[alpha]D23=+38.9 (c 0.93, CHCl3); numax (ATR)/cm-1 3352, 2971, 2922, 2863, 2821, 1605, 1452, 1325, 1165, 1133, 1121, 997, 914, 861, 811, 754s, 655; deltaH (500MHz, DMSO-d6) 7.61-7.59 (2H, m, 2¡ÁArH), 7.47-7.44 (2H, m, 2¡ÁArH), 3.41-3.37 (2H, m, CH2NTs), 2.85 (1H, dt, J 12.1 and 2.8, CH2NTs), 2.68-2.60 (2H, m, 3-H and CHHN(H)), 2.41 (3H, s, ArCH3), 2.06 (1H, td, J 11.3 and 3.1, CHHN(H)), 1.70 (1H, t, J 10.8, CHHN(H)), 0.90 (3H, d, J 6.4, 3-(CH3)); deltaC (126MHz, DMSO-d6) 143.4, 131.9, 129.7, 127.5, 52.3, 49.5, 45.9, 44.3, 20.9, 18.8; m/z (CI+) 255 (MH+, 100%), 99 (M+ -Ts, 10); HRMS (CI+) MH+ calculated for C12H19N2O2S 255.1167, observed 255.1164.
As the paragraph descriping shows that 74879-18-8 is playing an increasingly important role.
Reference£º
Article; Armstrong, Alan; Pullin, Robert D. C.; Jenner, Chloe R.; Foo, Klement; White, Andrew J. P.; Scutt, James N.; Tetrahedron Asymmetry; vol. 25; 1; (2014); p. 74 – 86;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics