Studies of Unusual Amino Acids and Their Peptides. XII. The Chemistry of<i>N</i>-(Carboxymethyl)amino Acids. I. The Preparation, Properties, and Characterization of<i>N</i>-(Carboxymethyl)amino Acids and Their Esters
作者:Toshifumi Miyazawa
DOI:10.1246/bcsj.53.2555
日期:1980.9
N-Carboxymethyl(Cm-)amino acids and their mono- and diesters were prepared by several routes, and their physical and chiroptical properties were compared with those of the parent amino acids and their esters. The isolation procedure was improved for the preparation of the free Cm-amino acids obtained from the corresponding amino acids and bromoacetic acid; the aimed-at compounds were also obtained
N-羧甲基(Cm-)氨基酸及其单酯和二酯通过多种途径制备,并与母体氨基酸及其酯的物理和手性特性进行了比较。对相应氨基酸和溴乙酸制备游离Cm-氨基酸的分离步骤进行了改进;目标化合物也通过二苄基酯的催化氢解获得。Cm-氨基酸的单烷基酯的异构体对同样可通过苄基烷基酯获得。证明二酯适用于 Cm-氨基酸的 GLC 和 MS 分析。所有游离的 Cm-L-氨基酸及其 N-乙硫代碳硫酰衍生物的二环己基铵盐在 CD 测量中分别在 200-225 nm 和 335-350 nm 处显示出正 Cotton 效应;
Kihlberg, Jan; Bergman, Rolf; Wickberg, Boerje, Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1983, vol. 37, # 10, p. 911 - 916