Highly enantioselective synthesis of a fluorescent amino acid

被引:16
|
作者
Kele, P
Sui, GD
Huo, Q
Leblanc, RM
机构
[1] Univ Miami, Ctr Supramol Sci, Coral Gables, FL 33124 USA
[2] Univ Miami, Dept Chem, Coral Gables, FL 33124 USA
关键词
D O I
10.1016/S0957-4166(00)00459-6
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A high enantiomeric excess (>99.5%) synthesis of L- 2-amino-3-(7-methoxy-4-coumaryl) propionic acid (L-Amp) is described. The two step synthesis route of this non-proteinogenic amino acid includes an oxazinone derivative as glycine enolate, which is alkylated with the fluorogenic group. (C) 2001 Published by Elsevier Science Ltd.
引用
收藏
页码:4959 / 4963
页数:5
相关论文
共 50 条
  • [41] Biomimetic enantioselective synthesis of β,β-difluoro-α-amino acid derivatives
    Qiupeng Peng
    Bingjia Yan
    Fangyi Li
    Ming Lang
    Bei Zhang
    Donghui Guo
    Donald Bierer
    Jian Wang
    Communications Chemistry, 4
  • [42] Organocatalytic enantioselective synthesis of α-fluoro-β-amino acid derivatives
    Straub, Matthew
    Birman, Vladimir
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2019, 257
  • [43] Enantioselective Synthesis of N-Protected α-Amino Acid Hydrazides
    Bibian, Mathieu
    El-Habnouni, Sarah
    Martinez, Jean
    Fehrentz, Jean-Alain
    SYNTHESIS-STUTTGART, 2009, (07): : 1180 - 1184
  • [44] An efficient homogeneous catalytic enantioselective synthesis of α-amino acid derivatives
    O'Donnell, MJ
    Delgado, F
    Hostettler, C
    Schwesinger, R
    TETRAHEDRON LETTERS, 1998, 39 (48) : 8775 - 8778
  • [45] Enantioselective synthesis of either enantiomer of β-amino acid derivatives.
    Sibi, MP
    Asano, Y
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2001, 222 : U73 - U74
  • [46] Synthesis of fluorescent CdS-amino acid hybrids
    Bancu, Laura
    Meghea, Aurelia
    REVISTA DE CHIMIE, 2007, 58 (09): : 904 - 906
  • [47] A novel chiral terpyridine macrocycle as a fluorescent sensor for enantioselective recognition of amino acid derivatives
    Wong, WL
    Huang, KH
    Teng, PF
    Lee, CS
    Kwong, HL
    CHEMICAL COMMUNICATIONS, 2004, (04) : 384 - 385
  • [48] Cholic acid-based fluorescent probes for enantioselective recognition of trifunctional amino acids
    Wang, Hao
    Chan, Wing-Hong
    Lee, Albert W. M.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2008, 6 (05) : 929 - 934
  • [49] Enantioselective fluorescent sensors for amino acid derivatives based on BINOL bearing benzoyl unit
    Xu, Kuo-xi
    Qiu, Zhen
    Zhao, Jin-Jin
    Zhao, Jin
    Wang, Chao-jie
    TETRAHEDRON-ASYMMETRY, 2009, 20 (14) : 1690 - 1696
  • [50] Homochiral molecular tweezers as hosts for the highly enantioselective recognition of amino acid derivatives
    Du, CP
    You, JS
    Yu, XQ
    Liu, CL
    Lan, JB
    Xie, RG
    TETRAHEDRON-ASYMMETRY, 2003, 14 (23) : 3651 - 3656