4521-61-3 3,4,5-三甲氧基苯甲酰氯

危险性质：非危险化学品

化学合成。

医药

合成路线 1（1. 合成：4521-61-3）

产率：100% 合成条件：With thionyl chloride In chloroform for 4 h; Reflux 实验步骤：向3,4,5-三甲氧基苯甲酸（8.00g，37.7mmol）的CHCl 3（30mL）混合物中逐滴加入亚硫酰氯（13.7mL，189mmol）。 一旦添加完成，将反应混合物加热至回流4小时，然后冷却至室温。 减压除去溶剂和过量的亚硫酰氯，得到定量收率的酰氯20，为无色油状物，其随后无需进一步纯化即可使用：νmax/ cm-1（NaCl）2970,2944,1750,1590,1457 ，1415,1130,1128。 参考文献：

• [1] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 22, p. 5864 - 5869 [2] Tetrahedron, 2011, vol. 67, # 25, p. 4601 - 4611 [3] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 20, p. 6042 - 6054 [4] Letters in Drug Design and Discovery, 2018, vol. 15, # 12, p. 1319 - 1328 [5] Bulletin of the Chemical Society of Japan, 2012, vol. 85, # 2, p. 236 - 244 [6] Journal of the Chemical Society, Chemical Communications, 1987, p. 1549 - 1550 [7] Bulletin de la Societe Chimique de France, 1993, vol. 130, p. 554 - 561 [8] Patent: US2013/267707, 2013, A1. Location in patent: Paragraph 0061; 0062; 0063 [9] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 11, p. 3579 - 3584 [10] Journal of the American Chemical Society, 1949, vol. 71, p. 3657 [11] Journal of the Chemical Society, 1906, vol. 89, p. 1655 [12] Chemische Berichte, 1906, vol. 39, p. 4023 [13] Acta Phytochimica, 1934, vol. 8, p. 65,81 [14] Journal of the Chemical Society, 1925, vol. 127, p. 1635 [15] Tetrahedron, 1987, vol. 43, # 19, p. 4321 - 4328 [16] Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1972, vol. 21, p. 558 - 560 [17] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1972, vol. 21, p. 599 - 601 [18] Chemistry of Heterocyclic Compounds (New York, NY, United States), 1983, p. 40 - 42 [19] Khimiya Geterotsiklicheskikh Soedinenii, 1983, vol. 19, # 1, p. 46 - 48 [20] Chemical and Pharmaceutical Bulletin, 1980, vol. 28, # 7, p. 2045 - 2051 [21] Chemical and Pharmaceutical Bulletin, 1992, vol. 40, # 1, p. 202 - 211 [22] Recueil: Journal of the Royal Netherlands Chemical Society, 1981, vol. 100, # 1, p. 21 - 24 [23] Journal of Organometallic Chemistry, 1982, vol. 233, # 2, p. 267 - 274 [24] Synthesis, 1994, # 3, p. 270 - 272 [25] European Journal of Medicinal Chemistry, 1994, vol. 29, # 11, p. 841 - 854 [26] Journal of Medicinal Chemistry, 1995, vol. 38, # 12, p. 2130 - 2137 [27] Journal of Medicinal Chemistry, 1997, vol. 40, # 13, p. 2035 - 2039 [28] Tetrahedron, 2000, vol. 56, # 13, p. 1837 - 1850 [29] Farmaco, 1999, vol. 54, # 8, p. 524 - 532 [30] Farmaco, 2000, vol. 55, # 6-7, p. 439 - 447 [31] Tetrahedron, 2000, vol. 56, # 51, p. 9875 - 9883 [32] Tetrahedron, 2001, vol. 57, # 25, p. 5403 - 5411 [33] Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 4, p. 549 - 551 [34] Journal of Chemical Research, 2005, # 2, p. 94 - 95 [35] Synthesis, 2005, # 15, p. 2521 - 2526 [36] Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 5, p. 1287 - 1293 [37] Journal of Medicinal Chemistry, 2005, vol. 48, # 23, p. 7426 - 7436 [38] Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 24, p. 8286 - 8294 [39] Molecules, 2007, vol. 12, # 2, p. 271 - 282 [40] Journal of Medicinal Chemistry, 2007, vol. 50, # 4, p. 599 - 602 [41] Journal of Medicinal Chemistry, 2006, vol. 49, # 25, p. 7540 - 7544 [42] Journal of the American Chemical Society, 2001, vol. 123, # 20, p. 4849 - 4850 [43] Heterocyclic Communications, 2006, vol. 12, # 6, p. 427 - 430 [44] Patent: WO2004/58705, 2004, A2. Location in patent: Page 43-44; 50; 52-53 [45] Patent: WO2006/6178, 2006, A1. Location in patent: Page/Page column 21 [46] Patent: US5332735, 1994, A [47] Journal of Medicinal Chemistry, 2008, vol. 51, # 7, p. 2018 - 2026 [48] Archiv der Pharmazie, 2007, vol. 340, # 12, p. 650 - 655 [49] Tetrahedron, 2008, vol. 64, # 49, p. 11020 - 11027 [50] Molecules, 2009, vol. 14, # 2, p. 868 - 883 [51] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 8, p. 3053 - 3060 [52] Journal of Medicinal Chemistry, 2009, vol. 52, # 3, p. 807 - 817 [53] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 14, p. 4943 - 4954 [54] Patent: EP1553075, 2005, A1. Location in patent: Page/Page column 109 [55] Patent: US2005/214287, 2005, A1. Location in patent: Page/Page column 46 [56] Molecules, 2009, vol. 14, # 9, p. 3313 - 3338 [57] Journal of Fluorine Chemistry, 2009, vol. 130, # 11, p. 1028 - 1034 [58] Journal of Medicinal Chemistry, 2010, vol. 53, # 4, p. 1755 - 1762 [59] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 14, p. 4132 - 4134 [60] European Journal of Medicinal Chemistry, 2010, vol. 45, # 9, p. 3870 - 3884 [61] Patent: EP1695955, 2006, A1. Location in patent: Page/Page column 39-40 [62] Patent: WO2008/28617, 2008, A1. Location in patent: Page/Page column 56-57 [63] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 18, p. 5469 - 5471 [64] Letters in Drug Design and Discovery, 2010, vol. 7, # 4, p. 265 - 268 [65] Journal of Natural Products, 2010, vol. 73, # 11, p. 1796 - 1802 [66] Synthesis, 2011, # 8, p. 1249 - 1254 [67] European Journal of Medicinal Chemistry, 2011, vol. 46, # 8, p. 3526 - 3530 [68] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 22, p. 6808 - 6817 [69] Journal of Medicinal Chemistry, 2011, vol. 54, # 23, p. 8188 - 8194 [70] Journal of Medicinal Chemistry, 2012, vol. 55, # 4, p. 1559 - 1571 [71] Steroids, 2012, vol. 77, # 8-9, p. 878 - 886 [72] European Journal of Medicinal Chemistry, 2012, vol. 51, p. 184 - 192 [73] Letters in Drug Design and Discovery, 2012, vol. 9, # 8, p. 780 - 788,9 [74] Journal of Chemical Crystallography, 2013, vol. 43, # 1, p. 51 - 57 [75] Organic Preparations and Procedures International, 2013, vol. 45, # 4, p. 321 - 324 [76] Molecules, 2013, vol. 18, # 7, p. 8319 - 8341 [77] European Journal of Medicinal Chemistry, 2013, vol. 68, p. 463 - 472 [78] Angewandte Chemie - International Edition, 2013, vol. 52, # 49, p. 13086 - 13090 [79] Angew. Chem., 2013, vol. 125, # 49, p. 13324 - 13328,5 [80] Medicinal Chemistry Research, 2014, vol. 23, # 1, p. 87 - 106 [81] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 5, p. 1529 - 1538 [82] Journal of the Chemical Society of Pakistan, 2013, vol. 35, # 2, p. 449 - 455 [83] RSC Advances, 2016, vol. 6, # 46, p. 40238 - 40249 [84] Tetrahedron, 2014, vol. 70, # 34, p. 5100 - 5108 [85] Tetrahedron, 2014, vol. 70, # 34, p. 5100 - 5108 [86] European Journal of Medicinal Chemistry, 2014, vol. 87, p. 398 - 412 [87] Angewandte Chemie - International Edition, 2014, vol. 53, # 48, p. 13115 - 13120 [88] Angew. Chem., 2014, vol. 126, # 48, p. 13331 - 13336,6 [89] European Journal of Organic Chemistry, 2015, vol. 2015, # 1, p. 86 - 90 [90] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 4, p. 735 - 741 [91] Phytochemistry, 2017, vol. 143, p. 160 - 169 [92] Archiv der Pharmazie, 2015, vol. 348, # 2, p. 89 - 99 [93] Letters in Drug Design and Discovery, 2015, vol. 12, # 1, p. 20 - 28 [94] European Journal of Medicinal Chemistry, 2015, vol. 90, p. 889 - 896 [95] European Journal of Medicinal Chemistry, 2015, vol. 99, p. 125 - 137 [96] European Journal of Medicinal Chemistry, 2015, vol. 101, p. 41 - 51 [97] Letters in Drug Design and Discovery, 2015, vol. 12, # 6, p. 488 - 494 [98] Dyes and Pigments, 2015, vol. 119, p. 108 - 115 [99] Asian Journal of Chemistry, 2015, vol. 27, # 6, p. 2245 - 2248 [100] Organic and Biomolecular Chemistry, 2016, vol. 14, # 4, p. 1338 - 1358 [101] Advanced Synthesis and Catalysis, 2016, vol. 358, # 5, p. 746 - 751 [102] European Journal of Pharmaceutical Sciences, 2016, vol. 92, p. 203 - 211 [103] Chemical and Pharmaceutical Bulletin, 2016, vol. 64, # 8, p. 1136 - 1141 [104] Tetrahedron, 2016, vol. 72, # 47, p. 7496 - 7504 [105] Chemical Biology and Drug Design, 2016, vol. 88, # 6, p. 820 - 831 [106] Chemical Biology and Drug Design, 2017, vol. 89, # 3, p. 443 - 455 [107] European Journal of Medicinal Chemistry, 2017, vol. 131, p. 107 - 125 [108] Patent: CN104072425, 2016, B. Location in patent: Paragraph 0069-0070 [109] Journal of Organic Chemistry, 2017, vol. 82, # 10, p. 5046 - 5067 [110] ChemMedChem, 2017, vol. 12, # 16, p. 1380 - 1389