Boc-L-丝氨酸甲酯可作为有机合成中间体和医药中间体，主要用于实验室研发过程和化工生产过程中。制备：将3.1kgL-丝氨酸溶于30L甲醇之中，室温下加入氯化亚砜2.2L，加完后搅拌2h再升温回流8小时，将反应液浓缩旋干，将浓缩液溶于30L二氯甲烷，加入9.2L三乙胺和7.25kg二碳酸二叔丁酯，冰水冷却，控制温度不超过20℃，加毕，室温搅拌8h，将反应液用1N硫酸氢钠溶液、5％碳酸氢钠溶液、10％柠檬酸和饱和食盐水洗涤，有机相用无水硫酸钠干燥，减压去溶剂得化合物Ⅰ6.38kg，产率94％。
化学合成；生命科学；医药中间体
合成路线 1（1. 合成：2766-43-0）
- 步骤: 将粗制的（5）- 2-氨基-3-羟基丙酸甲酯盐酸盐（0.29mol）悬浮在DCM（200mL）中并向该混合物中加入三乙胺（79mL，0.57mol）和Boc 2 O（68g，0.31mol）。在0°C。移去冷却浴，将反应混合物在环境温度下搅拌过夜，然后用MTBE（300mL）稀释。过滤混合物，减压浓缩滤液。通过硅胶快速柱色谱法纯化残余物，得到（5）-2-（（叔丁氧基羰基）氨基）-3-羟基丙酸甲酯（60g，94％收率），为无色油状物。
- 条件: With triethylamine In dichloromethane at 0 - 20℃;
- 产率: 94%
- 参考文献: [1] European Journal of Organic Chemistry, 2000, #1, p. 115 - 124 [2] Organic Letters, 2003, vol. 5, #24, p. 4599 - 4602 [3] Journal of Organic Chemistry, 2015, vol. 80, #1, p. 40 - 51 [4] Journal of the American Chemical Society, 2016, vol. 138, #43, p. 14218 - 14221 [5] Organic and Biomolecular Chemistry, 2013, vol. 11, #19, p. 3089 - 3093 [6] Journal of Organic Chemistry, 1994, vol. 59, #14, p. 3890 - 3897 [7] Patent: WO2014/152127, 2014, A1. Location in patent: Paragraph 00319; 00321 [8] Angewandte Chemie - International Edition, 2014, vol. 53, #31, p. 8190 - 8194 [9] Angew. Chem., 2014, vol. 126, #31, p. 8329 - 8333,5 [10] Russian Journal of General Chemistry, 2010, vol. 80, #12, p. 2519 - 2520 [11] Journal of Medicinal Chemistry, 2018, [12] Synthesis, 1994, #1, p. 31 - 33 [13] Journal of Medicinal Chemistry, 2015, vol. 58, #10, p. 4204 - 4219 [14] European Journal of Organic Chemistry, 2015, vol. 2015, #24, p. 5414 - 5423 [15] Patent: WO2007/68474, 2007, A1. Location in patent: Page/Page column 42; 43 [16] Journal of the American Chemical Society, 2011, vol. 133, #4, p. 1044 - 1051 [17] Journal of the Chemical Society - Perkin Transactions 1, 1999, #24, p. 3697 - 3703 [18] Organic Letters, 2011, vol. 13, #10, p. 2614 - 2617 [19] Beilstein Journal of Organic Chemistry, 2017, vol. 13, p. 106 - 110 [20] Journal of Organic Chemistry, 2008, vol. 73, #5, p. 1661 - 1681 [21] Phosphorus, Sulfur and Silicon and Related Elements, 2000, vol. 164, p. 277 - 291 [22] Journal of the American Chemical Society, 2017, vol. 139, #35, p. 12228 - 12239 [23] Patent: US4987130, 1991, A [24] Patent: EP278621, 1991, B1 [25] Helvetica chimica acta, 1990, vol. 73, p. 1373 - 1390 [26] Synthetic Communications, 1992, vol. 22, #7, p. 979 - 985 [27] Tetrahedron, 1998, vol. 54, #22, p. 6051 - 6064 [28] Tetrahedron Letters, 1998, vol. 39, #51, p. 9389 - 9392 [29] Synthetic Communications, 1999, vol. 29, #14, p. 2377 - 2391 [30] Synlett, 2003, #3, p. 349 - 352 [31] Journal of Medicinal Chemistry, 2006, vol. 49, #11, p. 3064 - 3067 [32] Organic and Biomolecular Chemistry, 2007, vol. 5, #23, p. 3826 - 3833 [33] Patent: US2005/101674, 2005, A1. Location in patent: Page/Page column 5; sheet 6 [34] Organic Letters, 2010, vol. 12, #1, p. 4 - 7 [35] Dalton Transactions, 2012, vol. 41, #17, p. 5225 - 5234 [36] Journal of Medicinal Chemistry, 2012, vol. 55, #23, p. 10460 - 10474 [37] Organic and Biomolecular Chemistry, 2013, vol. 11, #18, p. 2943 - 2946 [38] Tetrahedron Letters, 2013, vol. 54, #48, p. 6511 - 6513 [39] Patent: US2014/275590, 2014, A1. Location in patent: Paragraph 0309 [40] Patent: WO2014/140787, 2014, A2. Location in patent: Paragraph 00256 [41] Organic Letters, 2016, vol. 18, #8, p. 1812 - 1815 [42] European Journal of Organic Chemistry, 2017, vol. 2017, #6, p. 1045 - 1051 [43] Organic Syntheses, 2000, vol. 77, p. 64 - 64 [44] Angewandte Chemie - International Edition, 2018, vol. 57, #18, p. 5147 - 5150 [45] Angew. Chem., 2018, vol. 130, p. 5241 - 5244,4 [46] Organic Letters, 2018, vol. 20, #12, p. 3574 - 3578 [47] Organic Letters, 2018,
