Synthetic transformations of higher terpenoids: XXIV. Synthesis of cyanoethyl derivatives of lupane triterpenoids and their transformation into 1,2,4-oxadiazoles

被引：0
|
作者：
A. N. Antimonova
N. V. Uzenkova
N. I. Petrenko
M. M. Shakirov
E. E. Shul’ts
G. A. Tolstikov
机构：
[1] Russian Academy of Sciences,Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division
来源：
Russian Journal of Organic Chemistry | 2011年 / 47卷
关键词：
Oxime; Acrylonitrile; Betulinic Acid; Betulin; Betulonic Acid;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
Cyanoethylation of lupane triterpenoids was performed. Amide oximes of 3β-O-(2-cyanoethyl)-betulinic acid methyl ester and 3β-O-acetyl-28-O-(2-cyanoethyl)betulin and the corresponding O-[2-(1,2,4-oxadiazol-3-yl)ethyl] lupane derivatives were obtained.
引用
收藏
相关论文
共 50 条
  • [31] Synthesis of glycosyl-triazole linked 1,2,4-oxadiazoles
    dos Anjos, Janaina V.
    Sinou, Denis
    de Melo, Sebastiao J.
    Srivastava, Rajendra M.
    CARBOHYDRATE RESEARCH, 2007, 342 (16) : 2440 - 2449
  • [32] Parallel synthesis of 1,2,4-oxadiazoles using CDI activation
    Deegan, TL
    Nitz, TJ
    Cebzanov, D
    Pufko, DE
    Porco, JA
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1999, 9 (02) : 209 - 212
  • [33] Recyclization of 1,3,4-oxadiazoles and bis-1,3,4-oxadiazoles into 1,2,4-triazole derivatives. Synthesis of 5-unsubstituted 1,2,4-triazoles
    Korotkikh N.I.
    Kiselev A.V.
    Knishevitsky A.V.
    Raenko G.F.
    Pekhtereva T.M.
    Shvaika O.P.
    Chemistry of Heterocyclic Compounds, 2005, 41 (7) : 866 - 871
  • [34] Synthesis of 5-arylacetylenyl-1,2,4-oxadiazoles and their transformations under superelectrophilic activation conditions
    Puzanov, Andrey, I
    Ryabukhin, Dmitry S.
    Zalivatskaya, Anna S.
    Zakusilo, Dmitriy N.
    Mikson, Darya S.
    Boyarskaya, Irina A.
    Vasilyev, Aleksander V.
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2021, 17 : 2417 - 2424
  • [35] A review on synthetic account of 1,2,4-oxadiazoles as anti-infective agents
    Tejas M. Dhameliya
    Shrddhaba J. Chudasma
    Tanvi M. Patel
    Bhavarth P. Dave
    Molecular Diversity, 2022, 26 : 2967 - 2980
  • [36] A review on synthetic account of 1,2,4-oxadiazoles as anti-infective agents
    Dhameliya, Tejas M.
    Chudasma, Shrddhaba J.
    Patel, Tanvi M.
    Dave, Bhavarth P.
    MOLECULAR DIVERSITY, 2022, 26 (05) : 2967 - 2980
  • [37] Recyclization reactions of 1,3,4-oxadiazoles and bis-1,3,4-oxadiazoles into 1,2,4-triazole derivatives. Synthesis of 5-unsubstituted 1,2,4-triazoles
    Pekhtereva, TM
    Shvaika, OP
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 2005, (07): : 1026 - 1032
  • [38] REACTION OF ACTIVATED ESTERS WITH AMIDOXIMES - CONVENIENT SYNTHESIS OF 1,2,4-OXADIAZOLES
    DURDEN, JA
    HEYWOOD, DL
    JOURNAL OF ORGANIC CHEMISTRY, 1971, 36 (09): : 1306 - &
  • [39] Synthesis of novel 1,2,4-oxadiazoles and analogues as potential anticancer agents
    Kumar, Dalip
    Patel, Gautam
    Chavers, Angela K.
    Chang, Kuei-Hua
    Shah, Kavita
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2011, 46 (07) : 3085 - 3092
  • [40] Synthetic transformations of higher terpenoids: VI. Synthesis of aminomethyl derivatives of lambertianic acid
    Chernov, SV
    Shul'ts, EE
    Shakirov, MM
    Tolstikov, GA
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2000, 36 (10) : 1455 - 1464
12345