High selective autocatalytic esterification of glutamic acid by benzyl alcohol with CuCl2 promoting

被引:2
|
作者
Ma, Yinggai [1 ]
Li, Zhenhuan [1 ]
Su, Kunmei [2 ]
Cheng, Bowen [1 ]
机构
[1] Tianjin Polytech Univ, Sch Mat Sci & Engn, State Key Lab Hollow Fiber Membrane Mat & Proc, Tianjin 300160, Peoples R China
[2] Tianjin Polytech Univ, Sch Environm Sci & Chem Engn, Tianjin 300160, Peoples R China
关键词
Esterification; L-glutamic acid; CuCl2; Autocatalytic process; Benzyl alcohol; PHOSGENE-FREE SYNTHESIS; ALPHA-AMINO-ACIDS; N-CARBOXYANHYDRIDE; DIPHENYL CARBONATE; MICROORGANISMS; COPOLYMERS;
D O I
10.1016/j.catcom.2014.01.014
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
We found that the esterification of L-glutamic acid by benzyl alcohol is greatly promoted by CuCl2 even in H2O solvent, and the selectivity and yield of gamma-benzyl ester of L-glutamic acid achieved 100% and 95.31%. Metal cation coordination to the amino acids via neighboring amino and carbonyl groups increased a position carboxyl acidity which initiates the esterification reaction to selectively take place on gamma position carboxyl group. In this autocatalytic process H2O has no effect on esterification. (C) 2014 Elsevier B.V. All rights reserved.
引用
收藏
页码:15 / 18
页数:4
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