Studies on the cyclization reaction of D-aspartic acid

被引:1
|
作者
Li, Yu Chuan [1 ]
Pang, Si Ping [1 ]
Yu, Yong Zhong [1 ]
机构
[1] Beijing Inst Technol, Sch Life Sci & Technol, Beijing 100083, Peoples R China
基金
中国国家自然科学基金;
关键词
D-aspartic acid; cyclization reaction; azetidine-2-ones; 3,6-disubstituted piperazine-2,5-diones;
D O I
10.1016/j.cclet.2007.03.013
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The cyclization reaction of D-aspartic acid was studied, the carboxyl groups of D-aspartic acid were protected by benzyl alcohol to give compound D-dibenzyl aspartate. Then (4R)-benzyl azetidine-2-one-4-carboxylate and meso-3,6-disubstituted piperazine2,5-diones were synthesized via intramolecular cyclization and intermolecular cyclization of D-dibenzyl aspartate, respectively, and their structures were confirmed by H-1 NMR and MS. Both cyclization reaction conditions were also investigated in detail. (c) 2007 Si Ping Pang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
引用
收藏
页码:516 / 518
页数:3
相关论文
共 50 条
  • [41] ON THE PROSTHETIC GROUP OF THE D-ASPARTIC OXIDASE
    STILL, JL
    SPERLING, E
    JOURNAL OF BIOLOGICAL CHEMISTRY, 1950, 182 (02) : 585 - 589
  • [42] Analysis of D-aspartic acid and D-glutamic acid in single cells by capillary electrophoresis
    Zhao, SL
    Shen, JS
    CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE, 2005, 26 (09): : 1613 - 1617
  • [43] PURIFICATION AND CHARACTERIZATION OF A PROTEIN CONTAINING D-ASPARTIC ACID IN BOVINE LENS
    FUJII, N
    MURAOKA, S
    HARADA, K
    BIOCHIMICA ET BIOPHYSICA ACTA, 1989, 999 (03) : 239 - 242
  • [44] INTENSIFICATION AND ATTENUATION OF MORPHINE-DEPENDENCE BY D-ASPARTIC ACID AND PLG
    KOYUNCUOGLU, H
    GUNGOR, M
    SAGDUYU, H
    ARICIOGLU, F
    PHARMACOLOGY BIOCHEMISTRY AND BEHAVIOR, 1990, 35 (01) : 47 - 50
  • [45] KINETICS OF D-ASPARTIC ACID RELEASE FROM RAT CORTICAL SYNAPTOSOMES
    WHEELER, DD
    NEUROCHEMICAL RESEARCH, 1984, 9 (11) : 1599 - 1614
  • [46] CHARACTERIZATION OF A PROTEIN CONTAINING D-ASPARTIC ACID IN AGED MOUSE LENS
    MURAOKA, S
    FUJII, N
    TAMANOI, I
    HARADA, K
    BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1987, 146 (03) : 1432 - 1438
  • [47] D-ASPARTIC ACID IN PURIFIED MYELIN AND MYELIN BASIC-PROTEIN
    FISHER, GH
    GARCIA, NM
    PAYAN, IL
    CADILLAPEREZRIOS, R
    SHEREMATA, WA
    MAN, EH
    BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1986, 135 (02) : 683 - 687
  • [48] D-aspartic acid in bovine dentine non-collagenous phosphoprotein
    Masuda, W
    Nouso, C
    Kitamura, C
    Terashita, M
    Noguchi, T
    ARCHIVES OF ORAL BIOLOGY, 2002, 47 (11) : 757 - 762
  • [49] D-Aspartic acid:: a putative neurotransmiter in the marine mollusk Aplysia limacina
    Spinelli, P
    D'Aniello, E
    Ferrandino, G
    D'Aniello, A
    FEBS JOURNAL, 2005, 272 : 343 - 344
  • [50] Is there a correlation between age and D-aspartic acid in human knee cartilage?
    Fisher, G.
    Lopez, S.
    Peterson, K.
    Goff, T.
    Philip, I.
    Gaviria, R.
    Lorenzo, N.
    Tsesarskaia, M.
    AMINO ACIDS, 2007, 32 (01) : 27 - 30