Difluoroborate complexes in the synthesis of heterocyclic (13α)-estrone derivatives modified at the A-ring

被引:0
|
作者
A. A. Sukhanova
M. A. Prezent
A. N. Fakhrutdinov
I. V. Zavarzin
机构
[1] Russian Academy of Sciences,N. D. Zelinsky Institute of Organic Chemistry
来源
Russian Chemical Bulletin | 2023年 / 72卷
关键词
steroids; (13α)-estrone; difluoroborate complexes; amide acetals; hydroxylamine; hydrazines; pyranones; pyrazoles; isoxazoles; anticancer agents;
D O I
暂无
中图分类号
学科分类号
摘要
An efficient synthesis of (13α)-estrone derivatives containing pyran, isoxazole, or pyrazole moieties on the A-ring was performed based on difluoroborate complexes using the chelate methodology. Difluoroborate complexes were synthesized from (13α)-2-acetyl-3-hydroxyestra-1(10),2,4-trien-17-one.
引用
收藏
页码:1855 / 1860
页数:5
相关论文
共 50 条
  • [41] Synthesis of purinobenzodiazepine and purinobenzotriazocine derivatives, two new heterocyclic ring systems
    Da Settimo, A
    Primofiore, G
    Marini, AM
    Da Settimo, F
    La Motta, C
    Salerno, S
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1999, 36 (03) : 639 - 642
  • [42] Synthesis and evaluation of AKR1C inhibitory properties of A-ring halogenated oestrone derivatives
    Sinreih, Masa
    Jojart, Rebeka
    Kele, Zoltan
    Budefeld, Tomaz
    Paragi, Gabor
    Mernyak, Erzsebet
    Rizner, Tea Lanisnik
    JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2021, 36 (01) : 1500 - 1508
  • [43] Semi-synthesis of triterpene A-ring derivatives from oleanolic and maslinic acids.: Theoretical and experimental 13C chemical shifts
    García-Granados, A
    Dueñas, J
    Moliz, JN
    Parra, A
    Pérez, FL
    Dobado, JA
    Molina, J
    JOURNAL OF CHEMICAL RESEARCH-S, 2000, (02): : 56 - 57
  • [44] A Convenient Synthesis of Retinal Derivatives with Modified Trimethylcyclohexene Ring
    E. V. Mironova
    S. V. Leont'eva
    S. V. Shevyakov
    S. G. Alexeeva
    V. I. Shvets
    O. V. Demina
    I. S. Krasnokutskaya
    E. I. Finkel'shtein
    A. A. Khodonov
    Russian Journal of Bioorganic Chemistry, 2002, 28 : 487 - 494
  • [45] A convenient synthesis of retinal derivatives with modified trimethylcyclohexene ring
    Mironova, EV
    Leont'eva, SV
    Shevyakov, SV
    Alexeeva, SG
    Shvets, VI
    Demina, OV
    Krasnokutskaya, IS
    Finkel'shtein, EI
    Khodonov, AA
    RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY, 2002, 28 (06) : 487 - 493
  • [46] Stereoselective synthesis of some novel heterocyclic estrone derivatives by intramolecular 1,3-dipolar cycloaddition
    Frank, É
    Wölfling, J
    Aukszi, B
    König, V
    Schneider, TR
    Schneider, G
    TETRAHEDRON, 2002, 58 (34) : 6843 - 6849
  • [47] INFLUENCE OF STEROID A-RING ON REACTIVITY AT LEVEL OF CARBON 13 AND 14 .2. BF3-CATALYSED OXIRANE RING OPENING OF 13,14-EPOXY STEROIDS IN ESTRONE AND TESTOSTERONE SERIES
    TORREILLES, J
    DEPAULET, AC
    BULLETIN DE LA SOCIETE CHIMIQUE DE FRANCE, 1968, (12): : 4886 - +
  • [48] INHIBITION OF CHOLESTEROL SIDE-CHAIN CLEAVAGE .4. SYNTHESIS OF A-RING OR B-RING MODIFIED AZACHOLESTEROLS
    LU, MC
    DELANEY, NG
    COUNSELL, RE
    JOURNAL OF MEDICINAL CHEMISTRY, 1981, 24 (09) : 1038 - 1042
  • [49] Synthesis and antitumor activity of duocarmycin derivatives: A-ring pyrrole analogues of duocarmycin B2
    Nagamura, S
    Kobayashi, E
    Gomi, K
    Saito, H
    BIOORGANIC & MEDICINAL CHEMISTRY, 1996, 4 (08) : 1379 - 1391
  • [50] Synthesis and biological activity of the A-ring modified 1α, 25-dihydroxyvitainin D3
    Takayama, H
    Kittaka, A
    Fujishima, T
    Suhara, Y
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2002, 60 (04) : 370 - 382