化学合成。
化学合成; 生化试剂
合成路线 1(1. 合成:588-63-6)
产率:90%
合成条件:With potassium carbonate In acetone for 12 h; Reflux
实验步骤:(3-溴丙氧基)苯(26)。 将苯酚(1.0g,10.6mmol)溶于丙酮(20ml)中。 向溶液中加入无水碳酸钾(7.34g,53.1mmol)和1,3-二溴丙烷(8.58g,42.5mmol)。 将反应混合物在油浴中回流12小时。 反应后,通过过滤除去碳酸钾,减压除去溶剂,得到粗产物,然后用乙酸乙酯:己烷(3:7)柱色谱纯化,得到产物26(2.05g,90%)。 1H NMR(400MHz,CDCl3)8 2.24(m,2H),3.54(t,J = 6.4Hz,2H),4.03(t,J = 5.8Hz,2H),6.86(m,3H),7.21(m ,2H)。
参考文献:
- [1] Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 3, p. 1244 - 1251 [2] Chemical Communications, 2012, vol. 48, # 52, p. 6517 - 6519 [3] Patent: WO2013/163321, 2013, A1. Location in patent: Paragraph 000181 [4] Dyes and Pigments, 2010, vol. 84, # 2, p. 183 - 189 [5] European Journal of Medicinal Chemistry, 2012, vol. 53, p. 292 - 299 [6] Patent: WO2013/40647, 2013, A1. Location in patent: Page/Page column 17 [7] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 9, p. 1943 - 1948 [8] Patent: CN103664972, 2016, B. Location in patent: Page/Page column 0174; 0175; 0176 [9] Journal of Medicinal Chemistry, 2017, vol. 60, # 5, p. 1734 - 1745 [10] Patent: US2017/183308, 2017, A1. Location in patent: Paragraph 0371; 0372 [11] Journal of Medicinal Chemistry, 2018, vol. 61, # 13, p. 5733 - 5750 [12] Journal of the American Chemical Society, 1922, vol. 44, p. 2649 [13] Arzneimittel-Forschung/Drug Research, 1975, vol. 25, # 12, p. 1853 - 1858 [14] Canadian Journal of Chemistry, 1972, vol. 50, p. 3639 - 3647 [15] Journal of Medicinal Chemistry, 1965, vol. 8, p. 271 - 273 [16] Journal of Medicinal Chemistry, 1965, vol. 8, p. 356 - 367 [17] Tetrahedron Letters, 1993, vol. 34, # 14, p. 2343 - 2346 [18] Journal of Medicinal Chemistry, 1988, vol. 31, # 6, p. 1205 - 1209 [19] Angewandte Chemie, 1995, vol. 107, # 19, p. 2330 - 2333 [20] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 13, p. 2155 - 2158 [21] Journal of Medicinal Chemistry, 2003, vol. 46, # 22, p. 4728 - 4740 [22] Chemistry of Heterocyclic Compounds, 2003, vol. 39, # 9, p. 1218 - 1226 [23] Pharmacy and Pharmacology Communications, 1999, vol. 5, # 8, p. 491 - 494 [24] Journal of Medicinal Chemistry, 2001, vol. 44, # 23, p. 3925 - 3931 [25] European Journal of Medicinal Chemistry, 2009, vol. 44, # 10, p. 4218 - 4226 [26] Archiv der Pharmazie, 2009, vol. 342, # 12, p. 732 - 739 [27] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 17, p. 5145 - 5153 [28] ACS Medicinal Chemistry Letters, 2014, vol. 5, # 5, p. 506 - 511 [29] Inorganica Chimica Acta, 2015, vol. 433, p. 63 - 71 [30] Patent: US2015/284387, 2015, A1. Location in patent: Paragraph 0149 [31] Chemico-Biological Interactions, 2016, vol. 259, p. 154 - 159 [32] European Journal of Medicinal Chemistry, 2017, vol. 125, p. 1279 - 1288 [33] Journal of the American Chemical Society, 2017, vol. 139, # 16, p. 5680 - 5683 [34] European Journal of Medicinal Chemistry, 2018, vol. 159, p. 267 - 276