13505-32-3 N-(对甲苯磺酰)-L-苯丙氨酸
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安全说明
常温运输。危险性质：非危险化学品。GHS分类：危险，急性经口毒性（H301），危险类别3。预防措施：P264、P270、P301+P316、P321、P330、P405、P501。危险等级：刺激性。海关编码：29224999。
用途与制备
作为医药中间体或活性成分，用于相关药物研发与合成
医药
产率：99.93% 合成条件：With sodium carbonate In water for 5 h; 实验步骤：在连续搅拌下，将碳酸钠（Na₂CO₃,1.590g，15mmol）加入到氨基酸（2a-h，12.5mmol）的水（15mL）溶液中，直至所有溶质都溶解。将溶液冷却至-5℃并在1小时内分四批加入适当的苯磺酰氯（1a-c，15mmol）。将浆液在室温下进一步搅拌约4小时。使用TLC（MeOH/DCM，1:9）监测反应进程。完成后，将混合物用20％盐酸水溶液酸化至pH2。通过抽吸过滤晶体并用pH2.2缓冲液洗涤。将纯产物（3a-x）在自动指示的熔融硅胶中在干燥器中干燥。 参考文献：[1] European Journal of Medicinal Chemistry, 2017, vol. 135, p. 349-369；[2] PLoS ONE, 2018, vol. 13, #1；[3] RSC Advances, 2015, vol. 5, #24, p. 18751-18760；[4] European Journal of Organic Chemistry, 2005, #5, p. 934-938；[5] Journal of Organic Chemistry, 2012, vol. 77, #9, p. 4375-4384；[6] Advanced Synthesis and Catalysis, 2007, vol. 349, #11-12, p. 1873-1876；[7] Journal of the American Chemical Society, 1982, vol. 104, p. 5719；[8] Letters in Organic Chemistry, 2009, vol. 6, #8, p. 648-649；[9] Synthetic Communications, 1991, vol. 21, #6, p. 833-839；[10] Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 2000, vol. 55, #2, p. 203-207；[11] Polish Journal of Chemistry, 1997, vol. 71, #10, p. 1506-1509；[12] Bioorganic and Medicinal Chemistry, 2015, vol. 23, #23, p. 7353-7358；[13] Tetrahedron, 2015, vol. 71, #38, p. 7003-7009；[14] Synthesis (Germany), 2016, vol. 48, #21, p. 3719-3729；[15] Medicinal Chemistry Research, 2014, vol. 23, #6, p. 3039-3048；[16] Journal of Organic Chemistry, 2003, vol. 68, #17, p. 6632-6638；[17] Organic and Biomolecular Chemistry, 2005, vol. 3, #17, p. 3194-3200；[18] Tetrahedron: Asymmetry, 1993, vol. 4, #7, p. 1645-1650；[19] Journal of Organic Chemistry, 1993, vol. 58, #17, p. 4758-4763；[20] Bulletin of the Chemical Society of Japan, 1996, vol. 69, #12, p. 3639-3650；[21] Journal of Organic Chemistry, 1998, vol. 63, #25, p. 9455-9461；[22] Tetrahedron Asymmetry, 2001, vol. 12, #18, p. 2517-2527；[23] Tetrahedron Asymmetry, 2001, vol. 12, #21, p. 2971-2975；[24] Angewandte Chemie - International Edition, 2003, vol. 42, #46, p. 5747-5749；[25] Advanced Synthesis and Catalysis, 2006, vol. 348, #4-5, p. 506-514；[26] Journal of Organic Chemistry, 2004, vol. 69, #6, p. 2153-2163；[27] Tetrahedron Asymmetry, 2008, vol. 19, #12, p. 1464-1468；[28] European Journal of Medicinal Chemistry, 2010, vol. 45, #11, p. 5337-5344；[29] Advanced Synthesis and Catalysis, 2010, vol. 352, #14-15, p. 2521-2530；[30] Synthesis, 2011, #4, p. 585-592；[31] Molecules, 2011, vol. 16, #5, p. 3802-3825；[32] Chirality, 2011, vol. 23, #2, p. 105-112；[33] European Journal of Medicinal Chemistry, 2011, vol. 46, #11, p. 5711-5716；[34] Journal of Coordination Chemistry, 2011, vol. 64, #10, p. 1695-1706；[35] Organic and Biomolecular Chemistry, 2012, vol. 10, #9, p. 1735-1738；[36] Journal of Coordination Chemistry, 2012, vol. 65, #2, p. 239-250；[37] Organic Letters, 2012, vol. 14, #17, p. 4482-4485；[38] Journal of Coordination Chemistry, 2012, vol. 65, #18, p. 3160-3173；[39] European Journal of Medicinal Chemistry, 2012, vol. 58, p. 281-286；[40] Journal of Coordination Chemistry, 2013, vol. 66, #4, p. 638-649；[41] Organic and Biomolecular Chemistry, 2013, vol. 11, #21, p. 3451-3460；[42] Chemistry - A European Journal, 2013, vol. 19, #42, p. 14224-14232；[43] RSC Advances, 2014, vol. 4, #24, p. 12257-12265；[44] Advanced Synthesis and Catalysis, 2015, vol. 357, #13, p. 2788-2794；[45] Patent: WO2016/174685, 2016, A1. Location in patent: Page/Page column 12；[46] PLoS ONE, 2017, vol. 12, #9；[47] European Journal of Organic Chemistry, 2018, vol. 2018, #8, p. 1067-1070