Synthesis of 2-Mono- and 2,2-Bis[2-(1H-tetrazol-5-yl)ethyl] Derivatives of Dipterocarpol

被引:3
|
作者
Rodionov, E. I. [1 ]
Kovaleva, A. A. [1 ]
Zorina, A. D. [2 ]
Starova, G. L. [2 ]
Trifonov, R. E. [2 ]
机构
[1] St Petersburg State Inst Technol, Moskovskii Pr 26, St Petersburg 190013, Russia
[2] St Petersburg State Univ, Univ Skaya Nab 7-9, St Petersburg 199034, Russia
基金
俄罗斯基础研究基金会;
关键词
CYANOETHYL DERIVATIVES; TRITERPENOIDS; CHEMISTRY; ACID;
D O I
10.1134/S107042801803017X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The azidation of 2,2-bis(2-cyanoethyl)-20-hydroxydammar-24-en-3-one afforded new tetrazole derivatives of natural dipterocarpol, 2-(2-cyanoethyl)-2-[2-(1H-tetrazol-5-yl)ethyl]-20-hydroxydammar-24-en- 3-ones, 2,2-bis[2-(1H-tetrazol-5-yl)ethyl]-20-hydroxydammar-24-en-3-one, and 2,2-bis[2-(1H-tetrazol-5-yl)- ethyl]-3-oxo-25,26,27-trinordammaran-(20S),24-olide. The structure of the final and intermediate products was determined by NMR spectroscopy and X-ray analysis.
引用
收藏
页码:485 / 489
页数:5
相关论文
共 50 条
  • [41] Selective Synthesis of Tetrasubstituted 4-(Tetrazol-5-yl)-1H-imidazoles from 2-(Tetrazol-5-yl)-2H-azirines
    Cardoso, Ana Lucia
    Lemos, Americo
    Pinho e Melo, Teresa M. V. D.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (24) : 5159 - 5165
  • [42] Diacylhydrazine Derivatives of 2-(5-(Pyridin-3-yl)-2H-Tetrazol-2-yl)Acetohydrazide and 2-(5-(Pyridin-4-yl)-2H-Tetrazol-2-yl)Acetohydrazide as Potential Inhibitors of Nucleotide Pyrophosphatase
    Arif, M.
    Shabir, G.
    Ejaz, S. A.
    Saeed, A.
    Khan, S. U.
    Lecka, J.
    Sevigny, J.
    Iqbal, J.
    RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY, 2022, 48 (05) : 990 - 1001
  • [43] Diacylhydrazine Derivatives of 2-(5-(Pyridin-3-yl)-2H-Tetrazol-2-yl)Acetohydrazide and 2-(5-(Pyridin-4-yl)-2H-Tetrazol-2-yl)Acetohydrazide as Potential Inhibitors of Nucleotide Pyrophosphatase
    M. Arif
    G. Shabir
    S. A. Ejaz
    A. Saeed
    S. U. Khan
    J. Lecka
    J. Sévigny
    J. Iqbal
    Russian Journal of Bioorganic Chemistry, 2022, 48 : 990 - 1001
  • [44] SYNTHESIS OF 3(S)-ACYLAMINO-1-[(PHENYL)(1H-TETRAZOL-5-YL)AMINO]-2-AZETIDINONES
    ATHERTON, FR
    LAMBERT, RW
    TETRAHEDRON, 1983, 39 (15) : 2599 - 2608
  • [45] Antibacterial, antifungal and anticonvulsant evaluation of novel newly synthesized 1-[2-(1H-tetrazol-5-yl)ethyl]-1H-benzo[d][1,2,3]triazoles
    Rajasekaran, Aiyalu
    Murugesan, Sankaranarayanan
    AnandaRajagopal, Kalasalingam
    ARCHIVES OF PHARMACAL RESEARCH, 2006, 29 (07) : 535 - 540
  • [46] Preparation of (R)-(-)-2-methoxy-2'-(1H-tetrazol-5-yl)-1,1'-binaphthyl and (1R,2R)-(+)-1-trimethylsilyl-2-(1H-tetrazol-5-yl)ferrocene: Optically active tetrazoles with axial or planar chirality
    Hirose, M
    Kawai, R
    Hayakawa, Y
    SYNLETT, 1997, (05) : 495 - &
  • [47] 2-(5-Amino-2H-tetrazol-2-yl)acetic acid
    Zhang, Guo-Chun
    Qiao, Cheng-Fang
    Zhou, Chun-Sheng
    Xia, Zheng-Qiang
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O1330 - +
  • [48] 2-(1H-tetrazol-1-yl)ethanol
    Lyakhov, Alexander S.
    Grigoriev, Yuri V.
    Ivashkevich, Ludmila S.
    Gaponik, Pavel N.
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2007, 63 : O1573 - O1574
  • [49] New multidentate heteroscorpionate ligands:: N-Phenyl-2,2-bis(pyrazol-1-yl)thioacetamide and ethyl 2,2-bis(pyrazol-1-yl) dithioacetate as well as their derivatives
    Tan, Run-Yu
    Hong, Juan
    Du, Miao
    Tang, Liang-Fu
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2007, 692 (08) : 1708 - 1715
  • [50] 2-(2H-Tetrazol-5-yl)pyridinium perchlorate monohydrate
    Dai, Jing
    Zheng, Wen-Ni
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 : O71 - U1672