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.
Compound 6 (200 mg, 0.43 mmol), N-Cbz-piperazine (113 mg, 0.52 mmol), DhbtOH (81 mg, 0.49 mmol) were dissolved in DMF (3 ml) under argon at 0 ¡ãC. DCC (106 mg, 0.52 mmol) in DMF (0.5 ml) was added. The reaction was stirred at 0 ¡ãC for 1 h and then at room temperature overnight. The DCU precipitate was removed by filtration. The crude mixture was purified by flash chromatography on a Flasmaster II using an Isolute propylene disposable flash column and the following gradient: EtOAc/hexane 0:100–>50:50 and then CHCl3/MeOH 100:0–>90:10 to yield the title compound as a yellow wax (233 mg, 81percent). Rf = 0.2 (5percent MeOH in CH2Cl2); 1H NMR (500 MHz; CDCl3) delta 9.82 (s, 1H, NH), 7.66-7.29 (m, 16H, H-Ar and CHN), 5.60 (d, 1H, J = 7.7 Hz, CHCO), 3.77-3.25 (m, 13H, CH2CH2OSi, CHCH2N, CH2CHCH, 4 x CH2CH2N), 1.85-1.67 (m, 2H, CH2CH2CH), 1.04-0.94 (s, 9H, (CH3)3C); 13C NMR (125 MHz; CDCl3) delta 171.2 (C), 164.1 (C), 154.0 (C), 150.8 (C), 146.2 (CH), 136.3 (C), 135.5 (C), 133.0 (C), 130.3 (C), 128.3 (C), 128.1 (C), 127.8 (C), 101.3 (CH), 68.1 (CH2), 61.5 (CH2), 51.8 (CH2), 45.4 (CH2), 41.8 (CH2), 36.6 (CH), 33.4 (CH2), 26.9 (CH3), 19.1 (C); LRMS (ES+) m/z 669.3 [M+H]+; HRMS (ES+) found 669.3128 [M+H]+, inlMMLBox requires 669.3157., 31166-44-6
31166-44-6 1-Cbz-Piperazine 643495, apiperazines compound, is more and more widely used in various fields.
Reference£º
Article; Baragan?a, Beatriz; McCarthy, Orla; Sa?nchez, Paula; Bosch-Navarrete, Cristina; Kaiser, Marcel; Brun, Reto; Whittingham, Jean L.; Roberts, Shirley M.; Zhou, Xiao-Xiong; Wilson, Keith S.; Johansson, Nils Gunnar; Gonza?lez-Pacanowska, Dolores; Gilbert, Ian H.; Bioorganic and Medicinal Chemistry; vol. 19; 7; (2011); p. 2378 – 2391;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics