化学合成，医药中间体；生命科学。
氨酸甲酯盐酸盐属于氨基酸类衍生物，其可用作氨基酸合成的起始原料，也可用于制备各种含有氨基酸单元的生物活性分子，如多肽、蛋白质等。
合成路线 1（1. 合成：2491-20-5）
产率：100%
合成条件：Stage #1: at -15 - 0℃; Stage #2: for 3 h; Reflux
实验步骤：根据文献，L-丙氨酸用作底物以产生（S） - 丙氨酸甲酯盐酸盐（1a）。 （Xing et al。，2012）。向圆底烧瓶中加入15mL无水甲醇。在-15℃下将2.16mL SOCl 2（0.03mol）缓慢滴加到无水甲醇中并在0℃下保持1小时。用上述步骤将14mL无水甲醇和1.4mL（0.019mol）SOCl2加入另一个圆底烧瓶中。然后，将1.118g L-丙氨酸加入该溶液中并加热回流1.5小时。在减压下浓缩溶液后，将初始制备的SOCl 2溶液倒入圆底烧瓶中并继续回流1.5小时，得到1a（产率100％）。由于在该步骤中产生的盐酸不利于下一步反应，因此当回流结束时将NaHCO 3加入圆底烧瓶中以破坏其酸性，直至不再产生气泡。最后，将溶液浓缩，得到1b（产率100％）。将镰刀菌酸（4）和1b与15mL二氯甲烷一起放入圆底烧瓶中并均匀搅拌，然后加入过量的催化剂二环己基碳二亚胺（DCC）和4-加入二甲基氨基吡啶（DMAP）并回流24小时。在减压下浓缩溶液，并通过使用制备型HPLC（25-45％CH 3 CN / H 2 O，20分钟）纯化产物，得到1c（产率52％）。
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合成路线 2（2. 合成：2491-20-5）
产率：86%
合成条件：at -10 - 20℃; for 16 h;
实验步骤：一般步骤：对于化合物2a，2c-2g的合成，我们使用稍微修改的已知方法[1]。 向搅拌的氨基酸（32.2mmol）的无水甲醇（100mL）溶液中滴加亚硫酰氯（64.4mmol）。 温度保持在-10至-5℃之间。 加完后，将反应物在室温下搅拌过夜。 16小时后，将溶液蒸发至干。 将产物用EtOAc稀释并通过过滤收集。 减压干燥残余物，得到氨基酸甲酯盐酸盐，为白色结晶粉末。 所有实验的产量均高于80％。 D2O中的熔点和1H以及13C NMR光谱用于表征制备的化合物。 这些数据与文献资料[20]非常吻合。
参考文献：
- [1] European Journal of Medicinal Chemistry, 2013, vol. 68, p. 253 - 259 [2] Tetrahedron Letters, 1998, vol. 39, # 47, p. 8563 - 8566
