Chemoenzymatic synthesis of (2R,6R,10R)-6,10,14-trimethylpentadecan-2-ol, sex pheromone of rice moth (Corcyra cephalonica), and of its (2S,6R,10R)-diastereomer

被引:0
|
作者
R. V. Shafikov
A. Yu. Spivak
V. N. Odinokov
机构
[1] Russian Academy of Sciences,Institute of Petrochemistry and Catalysis
来源
Russian Journal of Organic Chemistry | 2011年 / 47卷
关键词
Lipase; EtOAc; Vinyl Acetate; Optical Purity; Succinic Anhydride;
D O I
暂无
中图分类号
学科分类号
摘要
Based on the catalyzed by lipase Amano PS kinetic separation of the two-component mixture of diastereomers of (2RS,6R,10R)-6,10,14-trimethylpentadecan-2-ol in the acylation with the succinic anhydride we obtained the (2R,6R,10R)-6,10,14-trimethylpentadecan-2-ol, the sex pheromone of rice moth (Corcyra cephalonica) and its (2S,6R,10R)-diastereomer.
引用
收藏
页码:290 / 294
页数:4
相关论文
共 50 条
  • [21] SYNTHESIS OF (5R,8S,10R)-6-(ALLYLOXY)-ERGOLINES AND (5R,8S,10R)-6-(PROPYLOXY)ERGOLINES FROM THE 6-METHYL PRECURSORS
    NORDMANN, R
    GULL, P
    HELVETICA CHIMICA ACTA, 1986, 69 (01) : 246 - 250
  • [22] (2R,6R)-Hydroxynorketamine is not essential for the antidepressant actions of (R)-ketamine in mice
    Yamaguchi, Jun-ichi
    Toki, Hidetoh
    Qu, Youge
    Yang, Chun
    Koike, Hiroyuki
    Hashimoto, Kenji
    Mizuno-Yasuhira, Akiko
    Chaki, Shigeyuki
    NEUROPSYCHOPHARMACOLOGY, 2018, 43 (09) : 1900 - 1907
  • [23] A NEW APPROACH TO PIPERIDINE ALKALOIDS - AN ENANTIOSELECTIVE TOTAL SYNTHESIS OF (2S,6R)-DIHYDROPINIDINE AND (2R,6S)-DIHYDROPINIDINE
    LU, ZH
    ZHOU, WS
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1993, (05): : 593 - 596
  • [24] The effects of (2R,6R)-hydroxynorketamine on oxycodone withdrawal and reinstatement
    Drinkuth, Caryssa R.
    Lehane, Michael J.
    Sartor, Gregory C.
    DRUG AND ALCOHOL DEPENDENCE, 2023, 253
  • [25] (2R,6R)-Hydroxynorketamine is not essential for the antidepressant actions of (R)-ketamine in mice
    Jun-ichi Yamaguchi
    Hidetoh Toki
    Youge Qu
    Chun Yang
    Hiroyuki Koike
    Kenji Hashimoto
    Akiko Mizuno-Yasuhira
    Shigeyuki Chaki
    Neuropsychopharmacology, 2018, 43 : 1900 - 1907
  • [26] Enzymatic synthesis of (2E,4E)-(6R,10R)-4,6,10,12-tetramethyl-2,4-tridecadien-7-one, the sex pheromone of Matsucoccus matsumurae Japanese pine bast scale
    Lin, GQ
    Xu, WC
    BIOORGANIC & MEDICINAL CHEMISTRY, 1996, 4 (03) : 375 - 380
  • [27] Stereoselective synthesis of oxylipin-3: [(6R,9R,10R,7E)-6,9,10-trihydroxyoctadec-7-enoic acid]
    Wadavrao, Sachin B.
    Ghogare, Ramesh S.
    Narsaiah, A. Venkat
    TETRAHEDRON LETTERS, 2012, 53 (31) : 3955 - 3958
  • [28] New Enantiospecific Synthesis of (+)-(2R,6R)-(+)-2,6,10-Trimethylundecan-1-ol for Constructing the Side Chain of Natural (2R,4′R,8′R)-(+)-α-Tocopherol (Vitamin E)
    V. N. Odinokov
    A. Yu. Spivak
    M. I. Mallyabaeva
    O. V. Knyshenko
    U. M. Dzhemilev
    Doklady Chemistry, 2005, 403 : 144 - 147
  • [29] New enantiospecific synthesis of (+)-(2R,6R)-(+)-2,6,10-trimethylundecan-1-ol for constructing the side chain of natural (2R,4′R,8′R)-(+)-α-tocopherol (vitamin E)
    Odinokov, VN
    Spivak, AY
    Mallyabaeva, MI
    Knyshenko, OV
    Dzhemilev, UM
    DOKLADY CHEMISTRY, 2005, 403 (4-6) : 144 - 147
  • [30] A Concise Total Synthesis of (+)-(6S,9R,10R)-Bovidic Acid
    Wadavrao, Sachin B.
    Ghogare, Ramesh S.
    Narsaiah, A. Venkat
    HELVETICA CHIMICA ACTA, 2015, 98 (04) : 575 - 581