化学合成。
化学合成
合成路线 1（1. 合成：620-80-4）
产率：88%
合成条件：Stage #1: With L -proline In dimethyl sulfoxide at 20℃; Stage #2: at 80℃;
实验步骤：一般步骤：向L-脯氨酸（30mol％）的无水DMSO溶液中加入取代的苯甲醛（1eq。）。 将反应混合物在室温下搅拌8-10分钟，然后在相同温度下加入乙酰乙酸乙酯（1.2当量），并将反应混合物在80℃下搅拌6-8小时。 反应完成后，加入乙酸乙酯（10mL），将混合物搅拌几分钟，并用冷水淬灭。 分离有机层和水层，水层用乙酸乙酯（3×20mL）萃取，用盐水洗涤，并用无水硫酸钠干燥。 减压除去溶剂后，粗产物用硅胶（60-120目）柱色谱纯化，用5％乙酸乙酯的己烷溶液洗脱。
参考文献：
- [1] Chemistry - A European Journal, 2017, vol. 23, # 21, p. 4962 - 4966 [2] Dalton Transactions, 2014, vol. 43, # 9, p. 3691 - 3697 [3] Journal of the Chemical Society, Perkin Transactions 1, 1980, p. 2645 - 2656 [4] Kinetics and Catalysis, 2011, vol. 52, # 4, p. 536 - 539 [5] Research on Chemical Intermediates, 2012, vol. 38, # 1, p. 25 - 35 [6] Tetrahedron Letters, 2018, vol. 59, # 24, p. 2347 - 2351 [7] European Journal of Organic Chemistry, 2006, # 16, p. 3767 - 3770 [8] Synthetic Communications, 2010, vol. 40, # 24, p. 3710 - 3715 [9] Patent: EP2266984, 2010, A1. Location in patent: Page/Page column 22 [10] Organic Letters, 2014, vol. 16, # 15, p. 4048 - 4051 [11] Chemistry of Heterocyclic Compounds, 2005, vol. 41, # 3, p. 362 - 373 [12] Synthetic Communications, 2004, vol. 34, # 16, p. 2965 - 2971 [13] Synthetic Communications, 1996, vol. 26, # 16, p. 3025 - 3028 [14] Chemistry - A European Journal, 2012, vol. 18, # 28, p. 8659 - 8672 [15] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1989, p. 105 - 107 [16] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1989, p. 105 - 107 [17] New Journal of Chemistry, 2011, vol. 35, # 9, p. 1861 - 1866 [18] Catalysis Communications, 2010, vol. 11, # 7, p. 601 - 605 [19] European Journal of Organic Chemistry, 2013, # 28, p. 6379 - 6388 [20] Bulletin of the Chemical Society of Japan, 1989, vol. 62, # 12, p. 4072 - 4074 [21] Journal of Materials Chemistry A, 2014, vol. 2, # 45, p. 19360 - 19375 [22] Tetrahedron Letters, 1992, vol. 33, # 49, p. 7535 - 7538 [23] Chemistry of Materials, 2018, vol. 30, # 5, p. 1686 - 1694 [24] Green Chemistry, 2012, vol. 14, # 3, p. 840 - 846 [25] Justus Liebigs Annalen der Chemie, 1900, vol. 313, p. 167 [26] Chemische Berichte, 1896, vol. 29, p. 172 [27] Chemische Berichte, 1898, vol. 31, p. 730,Anm. 4 [28] Justus Liebigs Annalen der Chemie, 1883, vol. 218, p. 175 [29] Justus Liebigs Annalen der Chemie, 1900, vol. 313, p. 167 [30] Justus Liebigs Annalen der Chemie, 1894, vol. 281, p. 63 [31] Tetrahedron Letters, 1988, vol. 29, # 18, p. 2261 - 2264 [32] Liebigs Annalen der Chemie, 1990, # 9, p. 841 - 846 [33] Tetrahedron Letters, 1988, vol. 29, # 49, p. 6437 - 6440 [34] Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1985, vol. 34, # 2, p. 453 [35] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1985, # 2, p. 495 - 496 [36] Chemical and Pharmaceutical Bulletin, 1992, vol. 40, # 6, p. 1452 - 1461 [37] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1991, vol. 30, # 12, p. 1089 - 1094 [38] Angewandte Chemie - International Edition, 2004, vol. 43, # 5, p. 621 - 624 [39] Journal of Catalysis, 2007, vol. 246, # 1, p. 136 - 146 [40] Organic and Biomolecular Chemistry, 2004, vol. 2, # 8, p. 1213 - 1216 [41] Chemistry - A European Journal, 2010, vol. 16, # 4, p. 1221 - 1231 [42] Russian Journal of Organic Chemistry, 2010, vol. 46, # 4, p. 594 - 596 [43] Tetrahedron Letters, 2010, vol. 51, # 37, p. 4877 - 4881 [44] Patent: EP2266985, 2010, A1. Location in patent: Page/Page column 20 [45] Chemical Communications, 2011, vol. 47, # 21, p. 6150 - 6152 [46] Tetrahedron Letters, 2011, vol. 52, # 28, p. 3605 - 3609 [47] Applied Catalysis A: General, 2011, vol. 398, # 1-2, p. 73 - 81 [48] Organic Letters, 2012, vol. 14, # 13, p. 3506 - 3509 [49] Journal of Medicinal Chemistry, 2012, vol. 55, # 13, p. 6149 - 6161 [50] Chemistry - A European Journal, 2012, vol. 18, # 40, p. 12773 - 12782 [51] Applied Catalysis A: General, 2012, vol. 445-446, p. 128 - 132 [52] Catalysis Science and Technology, 2013, vol. 3, # 2, p. 500 - 507 [53] Catalysis Letters, 2013, vol. 143, # 6, p. 563 - 571 [54] Catalysis Today, 2013, vol. 204, p. 140 - 147 [55] Chemical Science, 2014, vol. 5, # 2, p. 677 - 684 [56] Dalton Transactions, 2014, vol. 43, # 9, p. 3730 - 3738 [57] Australian Journal of Chemistry, 2013, vol. 66, # 8, p. 913 - 920 [58] Chemical Communications, 2014, vol. 50, # 64, p. 8900 - 8903 [59] RSC Advances, 2013, vol. 3, # 25, p. 9854 - 9864 [60] Chemical Science, 2014, vol. 5, # 11, p. 4517 - 4524 [61] Angewandte Chemie - International Edition, 2015, vol. 54, # 13, p. 4055 - 4059 [62] Angew. Chem., 2015, vol. 127, # 13, p. 4127 - 4131,5 [63] Chemistry - A European Journal, 2014, vol. 20, # 40, p. 12808 - 12816 [64] Journal of Heterocyclic Chemistry, 2015, vol. 52, # 4, p. 1026 - 1031 [65] RSC Advances, 2016, vol. 6, # 103, p. 101171 - 101177 [66] Organic Letters, 2017, vol. 19, # 7, p. 1850 - 1853 [67] Tetrahedron Letters, 2017, vol. 58, # 8, p. 748 - 754 [68] Heterocycles, 2017, vol. 94, # 11, p. 2054 - 2064 [69] Advanced Synthesis and Catalysis, 2018, vol. 360, # 4, p. 808 - 813 [70] Inorganic Chemistry, 2018, vol. 57, # 4, p. 1774 - 1786 [71] Catalysis Letters, 2018, vol. 148, # 8, p. 2263 - 2273 [72] Research on Chemical Intermediates, 2018, vol. 44, # 9, p. 5635 - 5652
