Downstream synthetic route of (S)-tert-Butyl 2-methylpiperazine-1-carboxylate

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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.169447-70-5,(S)-tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a stirred solution of 1 ,1-dimethylethyl (2S)-2-methyl-1-piperazinecarboxylate (0.2g, 1 mmol) in DCM (5mL) was added triethylamine (0.35ml_) and 4- chlorobenzenesulphonyl chloride (0.42g, 2mmol). The mixture was stirred overnight at ambient temperature under argon. To the reaction was added 4- chlorobenzenesulfonyl chloride (0.2g, 0.95mmol) and the reaction stirred for a further 2 hours. The solvent was evaporated and the crude taken up in DCM (25ml_). To the solution was added PS-trisamine (3g) and the mixture stirred at room temperature for 2hours. To the mixture was then added PS-isocyanate (1.5g) and the mixture stirred for a further 30minut.es. The reaction was filtered and the solvent removed by evaporation. The crude product was taken up in DCM, washed twice with water (2 x 5OmL), dried (MgSO4) and filtered. The solvent was evaporated to yield crude product which was dried at 4O0C under vacuum for 1 hour to yield the title compound as an off-white solid (0.284g, 76%).1H NMR (CDCI3) 51.27 (3H, d, J=I), 1.42 (9H, s), 2.24 (1 H, m), 2.42 (1 H, dd, J=11 ,4), 3.16 (1 H, m), 3.49 (1 H, dt, J=11 , 2), 3.67 (1 H, m), 3.93 (1 H, m), 4.34 (1 H, br s), 7.52 (2H, m), 7.67 (2H, m)., 169447-70-5

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Reference:
Patent; GLAXO GROUP LIMITED; BESWICK, Paul, John; CAMPBELL, Alister; CRIDLAND, Andrew; GLEAVE, Robert, James; PAGE, Lee, William; WO2010/102663; (2010); A1;,
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