4192-28-3 邻苯二甲酰基-L-丙氨酸

路线1：L-丙氨酸与邻苯二甲酸酐反应（收率79.3%）

• 步骤：向搅拌的L-丙氨酸（8.9g，100.00mmol）和Na₂CO₃（10.6g，100.00mmol）的H₂O（100mL）溶液中加入邻苯二甲酸酐，反应1.5小时后，用1N HCl水溶液酸化至pH=1-2，过滤得白色固体17.37g。
• 条件：水为溶剂，碳酸钠存在下，20℃反应1.5小时。
• 收率：79.3%。
• 参考文献：[1] Angewandte Chemie - International Edition, 2013, vol. 52, # 51, p. 13588 - 13592；[2] Angew. Chem., 2013, vol. 125, # 51, p. 13833 - 13837；[3] Chemical Communications, 2017, vol. 53, # 47, p. 6351 - 6354；[4] Synthetic Communications, 1983, vol. 13, # 4, p. 311 - 318；[5] Synthetic Communications, 1983, vol. 13, # 5, p. 393 - 402。

路线2：L-丙氨酸与邻苯二甲酸酐高温反应（收率94%）

• 步骤：将L-丙氨酸（10mmol）与邻苯二甲酸酐（11mmol）在170℃减压下加热2.5小时，粗产物用甲苯重结晶。
• 条件：170℃反应2.5小时，减压。
• 收率：94%。
• 参考文献：[1] Organic Letters, 2004, vol. 6, # 21, p. 3675 - 3678；[2] Chemische Berichte, 1992, vol. 125, # 11, p. 2467 - 2476；[3] Beilstein Journal of Organic Chemistry, 2017, vol. 13, p. 1446 - 1455；[4] Carbohydrate Research, 2006, vol. 341, # 17, p. 2858 - 2866；[5] Journal of Organic Chemistry, 1993, vol. 58, # 21, p. 5732 - 5737；[6] Patent: US2011/294822, 2011, A1. Location in patent: Page/Page column 17；[7] Chemistry and Biodiversity, 2010, vol. 7, # 11, p. 2718 - 2726；[8] Patent: US2017/283447, 2017, A1. Location in patent: Paragraph 0328；[9] Phosphorus, Sulfur and Silicon and the Related Elements, 2006, vol. 181, # 12, p. 2863 - 2875；[10] Phosphorus, Sulfur and Silicon and the Related Elements, 2010, vol. 185, # 7, p. 1526 - 1535；[11] Angewandte Chemie - International Edition, 2012, vol. 51, # 21, p. 5188 - 5191；[12] Medicinal Chemistry Research, 2014, vol. 23, # 4, p. 1701 - 1708；[13] Tetrahedron Asymmetry, 2014, vol. 25, # 9, p. 736 - 743；[14] Chirality, 2015, vol. 27, # 12, p. 951 - 957；[15] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 3, p. 1079 - 1083；[16] Journal of the Chemical Society - Perkin Transactions 1, 1996, # 5, p. 475 - 483；[17] Journal of the Chemical Society, 1955, p. 900,903；[18] Journal of Organic Chemistry, 1958, vol. 23, p. 1335,1337；[19] Org.Synth.Coll.Vol.V <1973> 973；[20] Chemische Berichte, 1990, vol. 123, # 8, p. 1691 - 1698；[21] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1985, p. 2201 - 2208；[22] Agricultural and Biological Chemistry, 1991, vol. 55, # 10, p. 2669 - 2672；[23] Journal of Organic Chemistry, 1997, vol. 62, # 13, p. 4293 - 4301；[24] Journal of Organic Chemistry, 1980, vol. 45, # 11, p. 2145 - 2151；[25] Bulletin of the Chemical Society of Japan, 1990, vol. 63, # 9, p. 2728 - 2730；[26] Journal of the American Chemical Society, 2000, vol. 122, # 42, p. 10452 - 10453；[27] Organic and Biomolecular Chemistry, 2003, vol. 1, # 6, p. 965 - 972；[28] Letters in Organic Chemistry, 2010, vol. 7, # 1, p. 69 - 72；[29] Organic and Biomolecular Chemistry, 2013, vol. 11, # 33, p. 5491 - 5499；[30] Arkivoc, 2012, vol. 2012, # 3, p. 149 - 171；[31] Angewandte Chemie - International Edition, 2013, vol. 52, # 42, p. 11124 - 11128；[32] Angew. Chem., 2013, vol. 125, # 42, p. 11330 - 11334；[33] Advanced Synthesis and Catalysis, 2014, vol. 356, # 2-3, p. 596 - 602；[34] MedChemComm, 2014, vol. 5, # 6, p. 758 - 765；[35] Chemistry - A European Journal, 2015, vol. 21, # 20, p. 7389 - 7393；[36] RSC Advances, 2015, vol. 5, # 40, p. 31759 - 31767；[37] Organic and Biomolecular Chemistry, 2015, vol. 13, # 19, p. 5444 - 5449；[38] Synthesis (Germany), 2015, vol. 47, # 11, p. 1669 - 1677；[39] Green Chemistry, 2015, vol. 17, # 7, p. 4016 - 4028；[40] RSC Advances, 2015, vol. 5, # 61, p. 49132 - 49142；[41] Patent: WO2015/131100, 2015, A1. Location in patent: Page/Page column 80-85；[42] Synthesis (Germany), 2016, vol. 48, # 3, p. 448 - 454；[43] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 14, p. 3237 - 3242；[44] Tetrahedron, 2016, vol. 72, # 40, p. 6031 - 6036；[45] Chemistry - An Asian Journal, 2018, vol. 13, # 5, p. 496 - 499；[46] Bioorganic and Medicinal Chemistry, 2018, vol. 26, # 13, p. 3837 - 3844。

路线3：连续流反应器合成（收率64%）

• 步骤：构建20mL PFR（81.5m×0.56mm ID不锈钢管），置于气相色谱炉中，背压2.07MPa。将酯3a（0.461mol）溶于1:1（v/v）2-丙醇:水（1500mL），用高压注射泵以0.847mL/min流速泵送，烘箱温度160℃，收集产物。
• 条件：175℃反应0.25小时，连续流反应器，2.07MPa背压。
• 收率：64%。
• 参考文献：[1] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 23, p. 6209 - 6217。

路线4：L-丙氨酸与N-乙氧羰基邻苯二甲酰亚胺反应（收率79.3%）

• 步骤：向搅拌的L-丙氨酸（8.9g，100.00mmol）和Na₂CO₃（10.6g，100.00mmol）的水溶液（100mL）中缓慢加入N-乙氧羰基邻苯二甲酰亚胺，反应1.5小时后，用1N HCl水溶液酸化至pH=1-2，过滤得白色固体17.37g。
• 条件：水为溶剂，碳酸钠存在下，室温反应1.5小时。
• 收率：79.3%。
• 参考文献：[1] Angewandte Chemie - International Edition, 2013, vol. 52, # 51, p. 13588 - 13592；[2] Angew. Chem., 2013, vol. 125, # 51, p. 13833 - 13837；[3] Chemical Communications, 2017, vol. 53, # 47, p. 6351 - 6354；[4] Synthetic Communications, 1983, vol. 13, # 4, p. 311 - 318；[5] Synthetic Communications, 1983, vol. 13, # 5, p. 393 - 402。