化学合成。
化学合成
合成路线 1(1. 合成:5317-89-5)
产率:95%
合成条件:at 0 - 20℃; for 2 h;
实验步骤:在0℃下,将冷却的4'-氨基苯乙酮(10mmol)的吡啶(10mL)溶液用甲磺酰氯(15mmol)处理,并在室温下搅拌2小时。 将反应混合物用HZO稀释,并用EtOAc萃取数次。 将合并的有机层用H 2 O和盐水洗涤,经MgSO 4干燥,过滤,并将滤液真空浓缩。 通过硅胶快速柱色谱法使用EtOAc:己烷纯化残余物,得到4' - (甲基磺酰基氨基)苯乙酮(13-5,LJO-298)。 产率95%,熔点= 161℃1H NMR(CDCl3)δ7.97(dd,2H,J = 2,6.8Hz,),7.26(dd,2H,J = 2,6.8Hz),6.87 (bs,1 H),3.10(s,3 H),2.59(s,3 H)
参考文献:
- [1] Journal of Enzyme Inhibition and Medicinal Chemistry, 2014, vol. 29, # 6, p. 846 - 867 [2] Organic Process Research and Development, 1998, vol. 2, # 2, p. 71 - 77 [3] Bioorganic and Medicinal Chemistry, 2007, vol. 15, # 18, p. 6043 - 6053 [4] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 12, p. 2685 - 2688 [5] Patent: WO2005/3084, 2005, A1. Location in patent: Page 79 [6] Journal of Organic Chemistry, 1987, vol. 52, # 19, p. 4377 - 4379 [7] Journal of Organic Chemistry, 2001, vol. 66, # 25, p. 8293 - 8296 [8] Journal of the American Chemical Society, 2015, vol. 137, # 11, p. 3731 - 3734 [9] Arkivoc, 2016, vol. 2016, # 4, p. 227 - 245 [10] Asian Journal of Chemistry, 2012, vol. 24, # 3, p. 1316 - 1318 [11] Chemistry - A European Journal, 2016, vol. 22, # 47, p. 16998 - 17005 [12] European Journal of Medicinal Chemistry, 2018, vol. 143, p. 48 - 65 [13] Journal of medicinal chemistry, 1966, vol. 9, # 1, p. 88 - 97 [14] Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy, 1982, vol. 38, # 7, p. 791 - 796 [15] Bioorganic and Medicinal Chemistry, 2007, vol. 15, # 2, p. 1056 - 1061 [16] Synthesis, 2012, vol. 44, # 9, p. 1329 - 1338 [17] Medicinal Chemistry Research, 2014, vol. 23, # 10, p. 4383 - 4394 [18] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 12, p. 2685 - 2688