ENANTIOSELECTIVE SYNTHESIS OF BOTH ENANTIOMERS OF ETODOLAC VIA A LIPASE-CATALYZED KINETIC RESOLUTION

被引：4
|
作者：
Akai, Shuji [1 ]
Nemoto, Hiroyuki [1 ]
Egi, Masahiro [1 ]
机构：
[1] Univ Shizuoka, Sch Pharmaceut Sci, Suruga Ku, Shizuoka 4228526, Japan
来源：
HETEROCYCLES | 2008年 / 76卷 / 02期
关键词：
Kinetic Resolution; Lipase; Indole; Oxidation; Chemoselective Reaction;
D O I：
10.3987/COM-08-S(N)118
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The efficient preparation of both enantiomers of etodolac 1 was achieved by the lipase-catalyzed kinetic resolution of the racemic primary alcohol (+/-)-2 followed by chemoselective oxidation.
引用
收藏
页码：1537 / 1547
页数：11
相关论文
共 50 条
  • [31] Lipase-catalyzed enantioselective synthesis of methyl (R)- and (S)-2-tetradecyloxiranecarboxylate through sequential kinetic resolution
    Jimenez, O
    Bosch, MP
    Guerrero, A
    JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (11): : 3496 - 3499
  • [32] Kinetic model of resolution of 4-methoxymandelic acid enantiomers by lipase-catalyzed transesterification reaction
    Yuan, Xin
    Zhang, Panliang
    Xu, Weifeng
    Tang, Kewen
    APPLIED CATALYSIS A-GENERAL, 2019, 587
  • [33] Organocatalytic kinetic resolution via intramolecular aldol reactions: Enantioselective synthesis of both enantiomers of chiral cyclohexenones
    Chen, Liujuan
    Luo, Sanzhong
    Li, Jiuyuan
    Li, Xin
    Cheng, Jin-Pei
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2010, 8 (11) : 2627 - 2632
  • [34] Kinetic resolution of 1,1′-binaphthylamines via lipase-catalyzed amidation
    Aoyagi, N
    Izumi, T
    TETRAHEDRON LETTERS, 2002, 43 (32) : 5529 - 5531
  • [35] Biocatalytic Synthesis of Optically Active Hydroxyesters via Lipase-Catalyzed Decarboxylative Aldol Reaction and Kinetic Resolution
    Wei-Wei Zhang
    Na Wang
    Xing-Wen Feng
    Yang Zhang
    Xiao-Qi Yu
    Applied Biochemistry and Biotechnology, 2014, 173 : 535 - 543
  • [36] Enantioselective Synthesis of Axially Chiral Tetrasubstituted Allenes via Lipase-Catalyzed Desymmetrization
    Hammel, Matthias
    Deska, Jan
    SYNTHESIS-STUTTGART, 2012, 44 (24): : 3789 - 3796
  • [37] Resolution of 2-Octanol via Lipase-catalyzed Enantioselective Acetylation in Organic Solvents
    WANG Zhi~1
    2. Life Science and Technology Institute of Jilin University
    Chemical Research in Chinese Universities, 2004, (05) : 575 - 578
  • [38] Resolution of 2-octanol via lipase-catalyzed enantioselective acetylation in organic solvents
    Wang, Z
    Li, ZQ
    Yu, DH
    Weng, L
    Liu, M
    Zhang, GR
    Cao, SG
    CHEMICAL RESEARCH IN CHINESE UNIVERSITIES, 2004, 20 (05) : 575 - 578
  • [39] Enantioselective, lipase-catalyzed stearoylation
    Yoneda, K.
    Sasakura, K.
    Tahara, S.
    Iwasa, J.
    Baba, N.
    Kaneko, T.
    Matsuo, M.
    Angewandte Chemie (International Edition in English), 1992, 31 (10):
  • [40] Candida rugosa Lipase-catalyzed Kinetic Resolution of Hydroxyalkanephosphonates
    张永辉
    徐成富
    李晋峰
    袁承业
    ChineseJournalofChemistry, 2003, (07) : 883 - 892
12345