N-苯甲酰-DL-缬氨酸是一种缬氨酸衍生物;应用于生命科学领域。
生命科学
合成路线 1(1. 合成:2901-80-6)
产率:95%
合成条件:With sodium hydroxide In water
实验步骤:步骤A:N-苯甲酰缬氨酸将0.1摩尔(11.7克)缬氨酸溶于50毫升水中,加入0.25摩尔氢氧化钠水溶液,加热至30℃,然后滴加0.15摩尔(17.5毫升)苯甲酰氯。 用乙醚洗涤水溶液,酸化并吸去N-苯甲酰基缬氨酸晶体。 熔点:125℃。产率:95%
参考文献:
- [1] Patent: US5254548, 1993, A [2] Journal of the American Chemical Society, 2014, vol. 136, # 51, p. 17869 - 17881 [3] Organic Letters, 2018, vol. 20, # 22, p. 7239 - 7244 [4] Patent: WO2012/69275, 2012, A1. Location in patent: Page/Page column 118 [5] Patent: US2012/134934, 2012, A1. Location in patent: Page/Page column 59-60 [6] European Journal of Organic Chemistry, 2009, # 3, p. 378 - 386 [7] Journal of Organic Chemistry, 2014, vol. 79, # 4, p. 1542 - 1554 [8] Journal of Biological Chemistry, 1941, vol. 138, p. 627 [9] Chemische Berichte, 1902, vol. 35, p. 409 [10] Russian Journal of Organic Chemistry, 1994, vol. 30, # 5.2, p. 767 - 770 [11] Zhurnal Organicheskoi Khimii, 1994, vol. 30, # 5, p. 723 - 725 [12] Australian Journal of Chemistry, 1976, vol. 29, p. 339 - 356 [13] Tetrahedron Letters, 1986, vol. 27, # 14, p. 1579 - 1582 [14] Monatshefte fur Chemie, 2000, vol. 131, # 6, p. 667 - 672 [15] Revue Roumaine de Chimie, 1999, vol. 44, # 2, p. 137 - 142 [16] Journal of Organic Chemistry, 2002, vol. 67, # 18, p. 6542 - 6545 [17] Patent: US5091378, 1992, A [18] Journal of Chemical Research, 2011, vol. 35, # 8, p. 468 - 470 [19] Journal of Organic Chemistry, 2017, vol. 82, # 1, p. 126 - 134
路线2:N-苯甲酰-DL-缬氨酸的合成
- 步骤:1. 将0.1摩尔(11.7克)DL-缬氨酸溶解于50毫升去离子水中;2. 向上述溶液中加入0.25摩尔的氢氧化钠水溶液;3. 将反应混合物加热至30℃,并在搅拌下缓慢滴加0.15摩尔(17.5毫升)苯甲酰氯;4. 反应完成后,用乙醚萃取水相以去除未反应的苯甲酰氯和其他有机杂质;5. 将水相酸化至pH 2-3,促使N-苯甲酰-DL-缬氨酸结晶析出;6. 通过抽滤收集晶体,并用少量冷水洗涤;7. 干燥后得到N-苯甲酰-DL-缬氨酸
- 熔点:125℃
- 产率:约为95%
- 参考文献:[2] Journal of the American Chemical Society, 2014, vol. 136, # 51, p. 17869 - 17881;[3] Organic Letters, 2018, vol. 20, # 22, p. 7239 - 7244;[4] Patent: WO2012/69275, 2012, A1. Location in patent: Page/Page column 118;[5] Patent: US2012/134934, 2012, A1. Location in patent: Page/Page column 59-60