化学合成。
化学合成
合成路线 1（1. 合成：4856-97-7）
产率：89.1%
合成条件：With hydrogenchloride In water for 2 h; Reflux
实验步骤：该化合物是基于已知方法制备的，经过一些修改[19,20]。 将邻苯二胺（27g，0.25mol）在500mL 4M HCl和乙醇酸（34.2g，0.45mol）在250mL 4M HCl中的混合物搅拌并在回流下加热2小时。 然后缓慢冷却，将所得混合物用氢氧化钠水溶液碱化。 获得固体，过滤，干燥并用热水重结晶（方案1）。 （I：白色至浅棕色粉末，熔点171-174℃，产率89.1％）。
参考文献：
- [1] Molecules, 2015, vol. 20, # 8, p. 15206 - 15223 [2] Bulletin of the Chemical Society of Ethiopia, 2014, vol. 28, # 3, p. 451 - 456 [3] Monatshefte fur Chemie, 2016, vol. 147, # 12, p. 2209 - 2220 [4] Patent: CN106905241, 2017, A. Location in patent: Paragraph 0127-0129 [5] Patent: CN107118249, 2017, A. Location in patent: Paragraph 0117; 0118; 0119 [6] Russian Journal of General Chemistry, 2017, vol. 87, # 12, p. 3006 - 3016 [7] Bulletin of the Korean Chemical Society, 2013, vol. 34, # 4, p. 1272 - 1274 [8] Patent: WO2014/169167, 2014, A1. Location in patent: Page/Page column 60 [9] Patent: US2015/152065, 2015, A1. Location in patent: Paragraph 0483 [10] CrystEngComm, 2011, vol. 13, # 3, p. 883 - 888 [11] Journal of Fluorescence, 2011, vol. 21, # 5, p. 2005 - 2013 [12] European Journal of Medicinal Chemistry, 2016, vol. 109, p. 157 - 172 [13] Journal of Pharmacy and Pharmacology, 2014, vol. 66, # 11, p. 1593 - 1605 [14] Journal of Medicinal Chemistry, 2015, vol. 58, # 11, p. 4713 - 4726 [15] Chemistry - An Asian Journal, 2018, vol. 13, # 17, p. 2458 - 2464 [16] Synthesis, 2005, # 7, p. 1069 - 1076 [17] Revue Roumaine de Chimie, 2016, vol. 61, # 1, p. 15 - 22 [18] Annales Pharmaceutiques Francaises, 2003, vol. 61, # 1, p. 57 - 61 [19] Journal of Medicinal Chemistry, 1997, vol. 40, # 26, p. 4199 - 4207 [20] Synthesis (Germany), 2015, vol. 47, # 13, p. 1913 - 1921 [21] Chemische Berichte, 1912, vol. 45, p. 3495 [22] Journal of the Chemical Society, 1928, p. 2395 [23] Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical & Analytical, 1986, vol. 25, # 12, p. 1092 - 1096 [24] Journal of Medicinal Chemistry, 2009, vol. 52, # 5, p. 1345 - 1357 [25] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 2, p. 933 - 936 [26] Phosphorus, Sulfur and Silicon and the Related Elements, 2013, vol. 188, # 11, p. 1564 - 1575 [27] Patent: WO2015/76801, 2015, A1. Location in patent: Page/Page column 140 [28] European Journal of Medicinal Chemistry, 2016, vol. 122, p. 584 - 600 [29] European Journal of Medicinal Chemistry, 2016, vol. 124, p. 608 - 621 [30] Molecules, 2016, vol. 21, # 11, [31] Patent: CN107698577, 2018, A. Location in patent: Paragraph 0111; 0112; 0113; 0114 [32] MedChemComm, 2018, vol. 9, # 7, p. 1194 - 1205
合成路线 2（2. 合成：4856-97-7）
产率：70%
合成条件：With palladium on activated charcoal; zinc(II) oxide In water at 150℃; for 24 h; Sealed tube
实验步骤：一般步骤：在20mL Teflon烧瓶内手动混合1mmol胺，0.07mmol Pd / C，3mmol ZnO，6mL蒸馏水和6mL乙二醇。 然后将其密封在钢制高压釜中，并在150℃的预热烘箱中引入24小时。 将反应混合物冷却至室温，加入25mL蒸馏水，并将粗产物通过0.2mm Teflon过滤器过滤。 将反应混合物用乙酸乙酯3萃取15ml，合并有机层，用Na 2 SO 4干燥，过滤并浓缩，得到通过NMR颊化的反应粗产物。 通过chromatotron（1mm，二氧化硅，从己烷至己烷/ AcOEt 1：3）纯化粗反应，得到纯的β-氨基醇。
参考文献：
- [1] Tetrahedron, 2017, vol. 73, # 37, p. 5552 - 5561
