A one-step approach to the synthesis of germanicane triterpenoids from allobetulin

被引:6
作者
Kazakova, O. B. [1 ]
Tolstikov, G. A. [1 ]
Suponitskii, K. Yu. [2 ]
机构
[1] Russian Acad Sci, Inst Organ Chem, Ufa Sci Ctr, Bashkortostan 450054, Russia
[2] Russian Acad Sci, Nesmeyanov Inst Organoelement Cpds, Moscow 117813, Russia
关键词
allobetulin; betulin; 3S; 19R-diacetoxy-17-iodomethylenoleanane; lupane and oleanane triterpenoids; DERIVATIVES; BETULIN;
D O I
10.1134/S1068162010010164
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A new triterpenoid of the germanicane series 3S,19R-diacetoxy-17-iodomethylenoleanane has been synthesized by treating allobetulin with acetyl chloride and sodium iodide in acetonitrile. The structure of the compound obtained has been corroborated by X-ray analysis data.
引用
收藏
页码:133 / 135
页数:3
相关论文
共 12 条
  • [1] [Anonymous], 2005, APEX2 SAINT
  • [2] Synthesis of olean-18(19)-ene derivatives from betulin
    Flekhter, O. B.
    Medvedeva, N. I.
    Tolstikov, G. A.
    Galin, F. Z.
    Yunusov, M. S.
    Huong Nguen Thi Mai
    Le Viet Tien
    Savinova, I. V.
    Boreko, E. I.
    Titov, L. P.
    Glukhov, I. V.
    [J]. RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY, 2009, 35 (02) : 233 - 239
  • [3] MEDVEDEVA NI, 2007, IZV RUS AKAD NAUK K, P804
  • [4] Morrison R.T., 1974, Organic Chemistry, V3rd
  • [5] SELECTIVE CLEAVAGE OF ETHERS BY SODIUM IODIDE-ACYL CHLORIDE
    OKU, A
    HARADA, T
    KITA, K
    [J]. TETRAHEDRON LETTERS, 1982, 23 (06) : 681 - 684
  • [6] Sheldrick G. M, 1999, PROGRAM EXPLOITING R
  • [7] SHELDRICK GM, 1998, SHELXTL PROGRAM SOLU
  • [8] Rapid and enantioselective synthetic approaches to germanicol and other pentacyclic triterpenes
    Surendra, Karavadhi
    Corey, E. J.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (27) : 8865 - 8869
  • [9] Useful approach to access germanicanes from betulin
    Thibeault, Dominic
    Legault, Jean
    Bouchard, Jimmy
    Pichette, Andre
    [J]. TETRAHEDRON LETTERS, 2007, 48 (48) : 8416 - 8419
  • [10] Biological activity and pharmacological prospects of lupane terpenoids: I. Natural lupane derivatives
    Tolstikova, TG
    Sorokina, IV
    Tolstikov, GA
    Tolstikov, AG
    Flekhter, OB
    [J]. RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY, 2006, 32 (01) : 37 - 49