【摘要】 以L脯氨酸为起始原料,运用不对称转换的方法,以S酒石酸为拆分剂,合成D脯氨酸。然后进一步以手性源技术通过上保护基、酯化、氨化和脱保护基等步骤,不对称合成D脯氨酰胺。选择苄氧羰基氯为保护基,研究酰胺化的最佳实验条件是:氯甲酸乙酯与N苄氧羰基D脯氨酸的物质的量此为1.1。温度-5℃,通氨1h(300mL/min)后,静置36h,用Pd/C催化剂通氢气脱保护基。D脯氨酰胺的收率达到78.7%,比原不上保护基的路线收率提高1倍以上,光学纯度为99.3%,不易发生消旋等副反应。同时研究了pH值、温度及消旋时间对D脯氨酰胺消旋的影响。更多还原

【Abstract】 The asymmetric transformation of LPro via the formation of salt with (S)tartaric acid was carried out by using butanal as catalyst in butanoic acid to obtain DPro. Then, Dprolinamide was synthesized via DPro by protection, acylation, amidation and removal of (protection). Using benzyl chloroformate as Nprotected group, the optimized conditions of amidation were that the mole ratio of ethyl chloroformate to ZDPro was 1.1, ammonia gas passed through the solution at a rate of 300 mL/min for 1 h and then kept for 36 h at -5 ℃. The yield of final (product) was 78.4% and optical purity was 99.3% . The effects of the factors including pH, (temperature) and time of reaction on the racemization of Dprolinamide were investigated.更多还原