3-Azabicyclo[3.3.1]nonane derivatives: II. Synthesis of 6(7)-R-3-(2-hydroxyethyl)-1,5-dinitro-3-azabicyclo[3.3,1]non-6-enes

被引:0
|
作者
Atroshchenko, YM
Nikiforova, EG
Shakhkel'dyan, IV
Grudtsyn, YD
Akhmedov, NG
Alifanova, EN
Borbulevich, OY
Shishkin, OV
Gitis, SS
Kaminskii, AY
机构
[1] Tolstoy Tula State Pedag Univ, Tula 300026, Russia
[2] Moscow MV Lomonosov State Univ, Moscow 119899, Russia
[3] Russian Acad Sci, AN Nesmeyanov Organomet Cpds Inst, Moscow 117813, Russia
[4] Natl Acad Sci Ukraine, Inst Single Crystals, UA-310001 Kharkiv, Ukraine
关键词
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A number of 6(7)-substituted 3-(2-hydroxyethyl)-1,5-dinitro-3-azabicyclo[3.3.1]non-6-enes were synthesized by reduction of m-dinitrobenzenes with potassium tetrahydridoborate, followed by the Mannich reaction with formaldehyde and 2-aminoethanol. The structure of 1,4-bis(1,5-dinitro-3-azabicyclo[3.3.1]non-6-en-3-yl)butane was proved by X-ray analysis.
引用
收藏
页码:743 / 749
页数:7
相关论文
共 50 条
  • [31] 1H and 13C NMR data for C-6 substituted 3-azabicyclo[3.3.1]nonane-1-carboxylates
    Goodall, Kirsten J.
    Brimble, Margaret A.
    Barker, David
    MAGNETIC RESONANCE IN CHEMISTRY, 2006, 44 (10) : 980 - 983
  • [32] Structure-Activity Studies of 7-Heteroaryl-3-azabicyclo[3.3.1]non-6-enes: A Novel Class of Highly Potent Nicotinic Receptor Ligands
    Breining, Scott R.
    Melvin, Matt
    Bhatti, Balwinder S.
    Byrd, Gary D.
    Kiser, Melanie N.
    Hepler, Christopher D.
    Hooker, Dawn N.
    Zhang, Jenny
    Reynolds, Leslie A.
    Benson, Lisa R.
    Fedorov, Nikolai B.
    Sidach, Serguei S.
    Mitchener, J. Pike
    Lucero, Linda M.
    Lukas, Ronald J.
    Whiteaker, Paul
    Yohannes, Daniel
    JOURNAL OF MEDICINAL CHEMISTRY, 2012, 55 (22) : 9929 - 9945
  • [33] Synthesis of N-substituted 9-[2-(3,4-methylenedioxyphenyl)-2-oxoethyl]-1,5-dinitro-7,8-benzo-3-azabicyclo[3.3.1]non-7-en-6-ones
    Yakunina, I. E.
    Atroshchenko, Yu. M.
    Shahkheldyan, I. V.
    Kobrakov, K. I.
    Troizkiy, N. A.
    Boikova, O. I.
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 2007, (09): : 1382 - 1389
  • [34] Synthesis of N-substituted 9-[2-(3,4-methylenedioxyphenyl)-2-oxoethyl]-1,5- dinitro-7,8-benzo-3-azabicyclo[3.3.1]non-7-en-6-ones
    Yakunina I.E.
    Atroshchenko Yu.M.
    Shahkheldyan I.V.
    Kobrakov K.I.
    Troizkiy N.A.
    Boikova O.I.
    Chem. Heterocycl. Compd., 2007, 9 (1174-1180): : 1174 - 1180
  • [35] The first preparation of (1S,5R)-(-)- and (1R,5S)-(+)-7-phenyl-3-borabicyclo[3.3.1]non-6-enes and their application for synthesis of chiral cyclohexene derivatives
    Gurskii, ME
    Karionova, AL
    Ignatenko, AV
    Lyssenko, KA
    Antipin, MY
    Bubnov, YN
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2005, 690 (11) : 2840 - 2846
  • [36] AZABICYCLOALKANES AS ANALGETICS .1. SYNTHESIS OF 1-PHENYL-6-AZABICYCLO[3,2,1]OCTANE DERIVATIVES
    TAKEDA, M
    INOUE, H
    NOGUCHI, K
    HONMA, Y
    KAWAMORI, M
    TSUKAMOTO, G
    SAITO, S
    CHEMICAL & PHARMACEUTICAL BULLETIN, 1976, 24 (05) : 1002 - 1012
  • [37] SYNTHESIS OF 6-CARBOXYMETHYL-1-AZABICYCLO-(3,2,1)-OCTANE-7-CARBOXYLIC ACID AND SOME OF ITS DERIVATIVES
    FURSHTATOVA, VY
    MIKHLINA, EE
    RUBTSOV, MV
    ZHURNAL OBSHCHEI KHIMII, 1958, 28 (03): : 668 - 675
  • [38] Synthesis of 7,8-benzo-3-hydroxy-9-azabicyclo[3.3.1]non-3-enes by cyclocondensation of 1,3-bis-silyl enol ethers with isoquinolines
    Schmidt, A
    Gütlein, JP
    Preuss, A
    Albrecht, U
    Reinke, H
    Langer, P
    SYNLETT, 2005, (16) : 2489 - 2491
  • [39] Synthesis of 4-Methyl-6-N-(4-R-phenyl)-1-azabicyclo[3.2.1]octane-3-enes
    Shadrikova, V. A.
    Shumkova, A. A.
    Shiryaev, V. A.
    Klimochkin, Yu. N.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 59 (08) : 1335 - 1341
  • [40] Synthesis of 4-Methyl-6-N-(4-R-phenyl)-1-azabicyclo[3.2.1]octane-3-enes
    V. A. Shadrikova
    A. A. Shumkova
    V. A. Shiryaev
    Yu. N. Klimochkin
    Russian Journal of Organic Chemistry, 2023, 59 : 1335 - 1341