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L-组氨酸的消旋研究及不对称转化法合成D-组氨酸
Study on Racemization of L-Histidine and Asymmetric Transformation of L-Histidine to Synthesis D-Histidine
【摘要】 L-组氨酸在醛的催化下,可在羧酸溶剂中发生消旋.L-组氨酸在乙酸溶剂中消旋最快,其合适的催化剂应是水杨醛;L-组氨酸以(R)-酒石酸为拆分试剂,在乙酸溶剂中,在水杨醛存在时进行不对称转换,合成了D-组氨酸的酒石酸盐,经处理得到D-组氨酸.在最佳反应条件下,总收率达94.85%,光学纯度>99.5%.
【Abstract】 L-Histidine(LHis) could be racemized in carboxylic acids used as solvents in presence of catalyst such as salicylaldehyde.The rate of racemization of LHis was the most rapid in acetic acid.the suitable catalyst is salicylaldehyde.An asymmetric transformation from LHis to DHis through formation of salt with(R)tartaric acid was achieved by using salicylaldehyde as a catalyst for epimerization in acetic acid,and DHiso(R)TA salt was obtained.Treatment of the salt gave DHis with optical purity larger than 99.5% in 94.85% yield based on the starting material under the optimistic conditions.
【Key words】 L-Histidine; D-Histidine; racemization; asymmetric transformation;
- 【文献出处】 江南大学学报 ,Journal of Southern Yangtze University , 编辑部邮箱 ,2006年01期
- 【分类号】O621.2
- 【被引频次】2
- 【下载频次】270