Synthesis of sulfur containing macrocycles with sucrose scaffold

被引:2
|
作者
Gajewska, Agnieszka [1 ,2 ]
Osuch-Kwiatkowska, Anna [1 ]
Jarosz, Slawomir [1 ]
机构
[1] Polish Acad Sci, Inst Organ Chem, Kasprzaka 44-52, PL-01224 Warsaw, Poland
[2] PAS, Inst Phys Chem, Kasprzaka 44-52, PL-01224 Warsaw, Poland
关键词
Sucrose; Sulfur macrocycles; Cyclization; DERIVATIVES;
D O I
10.1016/j.carres.2019.107825
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
The first synthesis of sucrose-based macrocycles containing two sulfur atoms in the ring was presented. The synthesis was initiated from known 6,6'-dideoxy-6,6'-di-chloro-1',2,3,3',4,4'-hexa-O-benzyl-sucrose in which both terminal positions (C6 and C6') were elongated by the -S-CH2-CH2-OH unit. The resulting diol was converted into dichloride and reacted further with a series of diamines which afforded the corresponding macrocyclic derivatives in high yields.
引用
收藏
页数:5
相关论文
共 50 条
  • [1] SYNTHESIS OF NITROGEN AND SULFUR-CONTAINING NICKEL MACROCYCLES - POTENTIAL
    BUONOMO, RM
    DARENSBOURG, MY
    GOODMAN, DC
    MUSIE, G
    REIBENSPIES, JH
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1995, 209 : 351 - INOR
  • [2] Synthesis of new sulfur macrocycles containing dialkyne units.
    Hope, LJ
    Mays, MJ
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2000, 219 : U825 - U825
  • [3] SYNTHESIS OF SULFUR-CONTAINING MACROCYCLES USING CESIUM THIOLATES
    BUTER, J
    KELLOGG, RM
    JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (22): : 4481 - 4485
  • [4] SYNTHESIS AND PHARMACOLOGICAL STUDY OF POLYFUNCTIONAL MACROCYCLES .3. SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF SOME NITROGEN-CONTAINING AND SULFUR-CONTAINING MACROCYCLES
    VORONKOV, MG
    MALKOVA, TI
    KNUTOV, VI
    BUTIN, MK
    KHIMIKO-FARMATSEVTICHESKII ZHURNAL, 1987, 21 (05): : 573 - 575
  • [5] Synthesis of Sulfur-Containing Quinopimaric Acid Scaffold Derivatives
    G. F. Vafina
    A. R. Uzbekov
    L. V. Spirikhin
    F. Z. Galin
    M. S. Yunusov
    Chemistry of Natural Compounds, 2015, 51 : 91 - 96
  • [6] Synthesis of Sulfur-Containing Quinopimaric Acid Scaffold Derivatives
    Vafina, G. F.
    Uzbekov, A. R.
    Spirikhin, L. V.
    Galin, F. Z.
    Yunusov, M. S.
    CHEMISTRY OF NATURAL COMPOUNDS, 2015, 51 (01) : 91 - 96
  • [7] NITROGEN-CONTAINING MACROCYCLES HAVING A CARBOHYDRATE SCAFFOLD
    Potopnyk, Mykhaylo A.
    Jarosz, Slawomir
    ADVANCES IN CARBOHYDRATE CHEMISTRY AND BIOCHEMISTRY, VOL 71, 2014, 71 : 227 - 295
  • [8] The formation of sulfur macrocycles containing dialkyne units
    Davies, JE
    Hope-Weeks, LJ
    Mays, MJ
    Raithby, PR
    CHEMICAL COMMUNICATIONS, 2000, (15) : 1411 - 1412
  • [9] Sucrose Analogs Containing Sulfur Functionalities
    Jarosz, Slawomir
    Listkowski, Arkadiusz
    Lewandowski, Bartosz
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2009, 184 (05) : 1285 - 1295
  • [10] The catalytic synthesis of sulfur containing macrocycles from thietanes and thiiranes by metal carbonyl complexes
    Adams, RD
    Huang, W
    Long, J
    Perrin, J
    Yamamoto, JH
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1998, 215 : U830 - U830