4339-72-4 齐墩果酸 3-乙酸酯

危险性质：非危险化学品

化学合成。

医药

合成路线 1（1. 合成：4339-72-4）

产率：99% 合成条件：at 20℃; Schlenk technique 实验步骤：在25mL干燥的Schelenk烧瓶中，将乙酸（2.50当量）加入到10mL无水吡啶中的齐墩果酸（2,0mmol，1.00当量）中。将反应混合物缓慢升温至室温（rt）过夜。反应 将混合物用水洗涤数次并用乙酸乙酯萃取。然后用MgSO 4干燥。将滤液真空浓缩，得到纯的对羟基苯甲酸，用于下一步骤（> 99％）。 参考文献：

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合成路线 2（2. 合成：4339-72-4）

产率：48% 合成条件：Stage #1: With triethylamine In dichloromethane at 0℃; for 0.50 h; Stage #2: at 30℃; Microwave irradiation 实验步骤：一般程序：在0℃下充分搅拌并冷却，在无水CH 2 Cl 2中滴加OA（1.0当量）溶液，滴加2.1当量。 Et3N。 将混合物反应在0℃下搅拌30分钟。 在5分钟内逐滴加入酰氯（1.1当量），然后将混合物反应在微波辐射下置于30℃的设备CEM中。在真空下浓缩溶剂，并通过FCC纯化粗反应。 参考文献：

• [1] European Journal of Medicinal Chemistry, 2014, vol. 87, p. 316 - 327 [2] Yakugaku Zasshi, 1933, vol. 53, p. 680,685; dtsch. Ref. S. 129 [3] Chem.Abstr., 1934, p. 1998 [4] Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, 1931, vol. 199, p. 56,62 [5] Scientific Papers of the Institute of Physical and Chemical Research (Japan), 1932, vol. 18, p. 83,95 [6] Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, 1931, vol. 199, p. 56,62 [7] Yakugaku Zasshi, 1947, vol. 67, p. 206 [8] Chem.Abstr., 1951, p. 9069 [9] Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, 1931, vol. 199, p. 56,62 [10] Journal of Biological Chemistry, 1938, vol. 123, p. 641,651, 652 [11] Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, 1931, vol. 199, p. 56,62 [12] Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, 1931, vol. 195, p. 132 [13] Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, 1931, vol. 198, p. 182 [14] Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, 1931, vol. 199, p. 64,66, 71 [15] Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, 1932, vol. 211, p. 5,16 [16] Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, 1931, vol. 199, p. 56,62 [17] Journal of the Chemical Society, 1939, p. 1045,1047 [18] Helvetica Chimica Acta, 1936, vol. 19, p. 1136 [19] Helvetica Chimica Acta, 1937, vol. 20, p. 229 Anm. 3 [20] Yakugaku Zasshi, 1930, vol. 50, p. 1076,1086; dtsch. Ref. S. 139 [21] Chem. Zentralbl., 1931, vol. 102, # I, p. 1118

合成路线 3（3. 合成：4339-72-4）

产率：73% 合成条件：Stage #1: for 2 h; Reflux Stage #2: Heating 实验步骤：通用方法：将三萜酸（10g，22mmol，1.0当量）的乙酸酐（160mL）溶液在回流下搅拌2小时。 向热反应混合物中缓慢加入乙酸（20mL）和水（40mL）。 滤出沉淀物，用水（4×50mL），冷EtOH（20mL）洗涤并减压干燥。得到产物，为白色固体。 参考文献：

• [1] European Journal of Medicinal Chemistry, 2018, vol. 152, p. 21 - 30 [2] Scientific Papers of the Institute of Physical and Chemical Research (Japan), 1932, vol. 18, p. 83,95 [3] Yakugaku Zasshi, 1934, vol. 54, p. 1077,1079; dtsch. Ref. S. 233 [4] Chem. Zentralbl., 1935, vol. 106, # I, p. 3293 [5] Acta Phytochimica, 1936, vol. 9, p. 43,61, 75 [6] Chem. Zentralbl., 1936, vol. 107, # II, p. 3541,3543 [7] Yakugaku Zasshi, 1930, vol. 50, p. 1076,1086; dtsch. Ref. S. 139 [8] Chem. Zentralbl., 1931, vol. 102, # I, p. 1118