An efficient synthesis of (2S)-2-[4-((1R, 2S)-2-hydroxycyclopentylmethyl)phenyl]propionic acid

被引：0
|
作者：
Mandai, T
Yamakawa, T
机构：
[1] Kurashiki Univ Sci & Arts, Dept Chem Technol, Kurashiki, Okayama 7128505, Japan
[2] Inst Nippon Chemiphar Co Ltd, Misato, Saitama 3410005, Japan
来源：
SYNLETT | 2000年 / 06期
关键词：
anti-inflammatory agent; 2-arylpropionic acid derivative; lipase; asymmetric acetylation; kinetic resolution;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient synthesis of (2S)-2-[4-((1R,1S)-2-hydroxy-cyclopentylmethyl)phenyl]propionic acid via lipase-catalyzed kinetic resolution of (-)-N-[(1S)-1-phenylethyl]-(+/-)-2-[4-(trans-2-hydroxycyclopentylmethyl)phenyl] propionamide is successfully accomplished.
引用
收藏
页码：862 / 864
页数：3
相关论文
共 50 条
  • [21] Asymmetric synthesis of (2S,3S)-3-Me-glutamine and (R)-allo-threonine derivatives proper for solid-phase peptide coupling
    Tokairin, Yoshinori
    Soloshonok, Vadim A.
    Moriwaki, Hiroki
    Konno, Hiroyuki
    AMINO ACIDS, 2019, 51 (03) : 419 - 432
  • [22] Synthesis of β-Amino Alcohols via the Reduction of Lactamides Derived from Ethyl (2S)-Lactate with Borane-Methyl Sulfide
    Lewis, Frank W.
    Eichler, Matthias C.
    Grayson, David H.
    SYNLETT, 2009, (12) : 1923 - 1928
  • [23] Enantioselective Resolution of (R, S)-2-Phenoxy-Propionic Acid Methyl Ester by Covalent Immobilized Lipase from Aspergillus oryzae
    Zhong, Weichao
    Zhang, Mengjie
    Li, Xiaojun
    Zhang, Yinjun
    Wang, Zhao
    Zheng, Jianyong
    APPLIED BIOCHEMISTRY AND BIOTECHNOLOGY, 2020, 190 (03) : 1049 - 1059
  • [24] A Straightforward Synthesis of Enantiopure (1S,2R)-Ephenamine
    Velho, Arthur C. C.
    Martins, Jose E. D.
    JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2020, 31 (12) : 2462 - 2469
  • [25] Synthesis and stereochemistry of ceramide B, (2S,3R,4E,6R)-N-(30-hydroxytriacontanoyl)-6-hydroxy-4-sphingenine, a new ceramide in human epidermis
    Mori, K
    Masuda, Y
    TETRAHEDRON LETTERS, 2003, 44 (51) : 9197 - 9200
  • [26] Immobilized cells biocatalyst for the production of S-acetylthio-2-methyl propionic acid
    Ko, CS
    Chu, IM
    ENZYME AND MICROBIAL TECHNOLOGY, 2004, 35 (6-7) : 619 - 623
  • [27] A convenient preparation of (S)-(-)-4-hydroxy-2-methylcyclopent-2-en-1-one and its application as a chiral synthetic equivalent of 2-methylcyclopent-2-en-1-one in the terpenoid synthesis
    Michalak, Karol
    Wicha, Jerzy
    TETRAHEDRON, 2014, 70 (34) : 5073 - 5081
  • [28] Use of Lipase Catalytic Resolution in the Preparation of Ethyl (2S,5R)-5-((Benzyloxy)amino)piperidine-2-carboxylate, a Key Intermediate of the β-Lactamase Inhibitor Avibactam
    Wang, Tao
    Du, Liang-Dong
    Wan, Ding-jian
    Li, Xiang
    Chen, Xin-Zhi
    Wu, Guo-Feng
    ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2018, 22 (12) : 1738 - 1744
  • [29] A short and efficient synthesis of (S)-1-Boc-2,5-dihydro-1H-pyrrole-2-carboxylic acid
    Stürmer, R
    Schäfer, B
    Wolfart, V
    Stahr, H
    Kazmaier, U
    Helmchen, G
    SYNTHESIS-STUTTGART, 2001, (01): : 46 - 48
  • [30] Enzymatic resolution of methyl (2E, 4R*,5S*)-4-(N-benzyl-N-methyl)amino-5-hydroxyhex-2-enoate
    Fujii, Mikio
    Ono, Machiko
    Sato, Miyuki
    Akita, Hiroyuki
    JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC, 2011, 69 (1-2) : 21 - 26
12345