化学合成。
化学合成
合成路线 1（1. 合成：182344-70-3）
产率：100%
合成条件：at 20℃; for 3 h;
实验步骤：在室温下搅拌5-溴 - 吲哚（5.0g，25.5mmol），二碳酸二叔丁酯（7.6mL，33.1mmol）和4-二甲基氨基吡啶（0.15g，1.23mmol）的乙腈（50mL）溶液。 温度3小时。 向反应溶液中加入柠檬酸水溶液，用乙酸乙酯萃取。 萃取液用氯化钠水溶液洗涤，用无水硫酸镁干燥，减压浓缩，得到标题化合物（7.8g，收率100％），为浅黄色油状物。
参考文献：
- [1] Patent: EP1731505, 2006, A1. Location in patent: Page/Page column 29-30 [2] Journal of the American Chemical Society, [3] Journal of the American Chemical Society, 2009, vol. 131, p. 1662 - 1663 [4] Patent: WO2010/59943, 2010, A2. Location in patent: Page/Page column 36 [5] Synthesis, 2009, # 21, p. 3617 - 3632 [6] Patent: WO2017/35360, 2017, A1. Location in patent: Paragraph 0520 [7] Patent: WO2017/35349, 2017, A1. Location in patent: Paragraph 0638 [8] Patent: WO2017/35357, 2017, A1. Location in patent: Paragraph 0461; 0572 [9] Patent: WO2017/35353, 2017, A1. Location in patent: Paragraph 0710 [10] Patent: WO2017/35417, 2017, A1. Location in patent: Paragraph 0630; 0652 [11] Angewandte Chemie, International Edition, 2009, vol. 48, # 23, p. 4235 - 4238 [12] Tetrahedron, 2009, vol. 65, # 34, p. 6877 - 6881 [13] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 7, p. 2156 - 2167 [14] Tetrahedron, 2000, vol. 56, # 43, p. 8473 - 8480 [15] Journal of the American Chemical Society, 2017, vol. 139, # 14, p. 5003 - 5006 [16] Journal of Organic Chemistry, 2004, vol. 69, # 20, p. 6812 - 6820 [17] Patent: WO2015/74123, 2015, A1. Location in patent: Page/Page column 64 [18] Synthesis, 2008, # 5, p. 707 - 710 [19] Chemical Communications, 2012, vol. 48, # 26, p. 3239 - 3241 [20] Heterocycles, 2018, vol. 96, # 6, p. 1067 - 1074 [21] Synlett, 2008, # 2, p. 294 - 296 [22] Patent: WO2007/98418, 2007, A1. Location in patent: Page/Page column 98 [23] Journal of Organic Chemistry, 2002, vol. 67, # 21, p. 7551 - 7552 [24] Patent: WO2013/28445, 2013, A1. Location in patent: Page/Page column 56 [25] Journal of Medicinal Chemistry, 2013, vol. 56, # 17, p. 7060 - 7072 [26] Current Medicinal Chemistry, 2014, vol. 21, # 14, p. 1654 - 1666 [27] Marine Drugs, 2015, vol. 13, # 1, p. 460 - 492 [28] ACS Medicinal Chemistry Letters, 2018, vol. 9, # 2, p. 131 - 136
合成路线 2（2. 合成：182344-70-3）
产率：97%
合成条件：With dmap In dichloromethane at 20℃;
实验步骤：用Boc保护6-溴 - 吲哚，然后使用与用于探针10的相同条件将其转化为相应的硼酸酯19。
参考文献：
- [1] Patent: WO2006/26368, 2006, A2. Location in patent: Page/Page column 91-92 [2] Organic Letters, 2000, vol. 2, # 8, p. 1109 - 1112
