Synthesis and thermotropic behavior of simple new glucolipid amides

被引：23
|
作者：
Chambert, Stephane
Doutheau, Alain
Queneau, Yves
Cowling, Stephen J.
Goodby, John W.
Mackenzie, Grahame
机构：
[1] Univ Lyon 1, INSA Lyon, CPE Lyon, CNRS,UMR 5246,ICBMS,Lab Chim Organ, F-69621 Villeurbanne, France
[2] Univ York, Dept Chem, York YO10 5DD, N Yorkshire, England
[3] Univ Hull, Dept Chem, Kingston Upon Hull HU6 7RX, N Humberside, England
来源：
JOURNAL OF CARBOHYDRATE CHEMISTRY | 2007年 / 26卷 / 01期
基金：
英国工程与自然科学研究理事会;
关键词：
liquid crystals; steroids; glycolipids; carbohydrate; carboxylmethyl; glycoside;
D O I：
10.1080/07328300701252565
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 coupling reaction of 3,4,6-tri-O-acetyl-alpha-D-glucopyranoside 2-O-lactone 1 (alpha-CMGL) with two kinds of lipophilic amines, aminosteroids and fatty amines, efficiently yielded, after deprotection, the corresponding free alpha-glucolipid amides. The latter family of compounds exhibited good thermal stability, allowing the higher homologs having longer linear fatty chains or saturated steroids to possess lamellar smectic A phases.
引用
收藏
页码：27 / 39
页数：13
相关论文
共 50 条
  • [41] Synthesis of new betulonic and oleanonic acid amides
    G. V. Giniyatullina
    O. B. Kazakova
    E. V. Salimova
    G. A. Tolstikov
    Chemistry of Natural Compounds, 2011, 47 : 68 - 72
  • [42] New siloxane-organic polyesters with azobenzene side chains.: Synthesis, thermotropic behavior and surface properties
    Racles, Carmen
    Filip, Daniela
    Cazacu, Maria
    Cozan, Vasile
    Toth, Andras
    Ioanid, Ghiocel
    MACROMOLECULAR CHEMISTRY AND PHYSICS, 2006, 207 (17) : 1599 - 1609
  • [43] Synthesis and thermotropic behavior of side chain polysiloxane bearing triphenylene moiety
    Makowski, T.
    Ganicz, T.
    Zajaczkowski, W.
    Pisula, W.
    Stanczyk, W. A.
    Tracz, A.
    EXPRESS POLYMER LETTERS, 2015, 9 (07): : 636 - 646
  • [44] Synthesis of Thermotropic Polyurethanes Containing Biphenylnate and Imide Units and Their Mesophase Behavior
    Huang, Zhiyi
    Lu, Shaorong
    Yang, Zhiyou
    Guo, Dong
    Luo, Chongxi
    NEW AND ADVANCED MATERIALS, PTS 1 AND 2, 2011, 197-198 : 1332 - 1336
  • [45] Arylethynyl-Substituted Tristriazolotriazines: Synthesis, Optical Properties, and Thermotropic Behavior
    Glang, Stefan
    Rieth, Thorsten
    Borchmann, Dorothee
    Fortunati, Ilaria
    Signorini, Raffaella
    Detert, Heiner
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (15) : 3116 - 3126
  • [46] A SIMPLE SYNTHESIS OF N-PROTECTED AMINO-ACID AMIDES
    BOOMGAARDEN, M
    HEINRICH, G
    HENKLEIN, P
    PHARMAZIE, 1992, 47 (09): : 710 - 711
  • [47] Synthesis of thermotropic polyurethanes containing ester mesogen units and their mesophase behavior
    Ban, Jian-Feng
    Lu, Shao-Rong
    Zhang, Chenxi
    Liu, Ting
    Huang, Zhiyi
    E-POLYMERS, 2011,
  • [48] THERMOTROPIC POLY(ESTER-AMIDES) BASED ON NAPHTHALENE MONOMERS
    EAST, AJ
    CHARBONNEAU, LF
    CALUNDANN, GW
    MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 1988, 157 : 615 - 637
  • [49] SYNTHESIS AND THERMOTROPIC PROPERTIES OF NEW MESOGENIC PYRAZOLE AND ISOXAZOLE DERIVATIVES
    SEGUEL, CG
    BORCHERS, B
    HAASE, W
    AGUILERA, C
    LIQUID CRYSTALS, 1992, 11 (06) : 899 - 903
  • [50] SYNTHESIS AND LIQUID-CRYSTALLINE PROPERTIES OF NEW THERMOTROPIC POLYURETHANES
    CHIELLINI, E
    GALLI, G
    TRUSENDI, S
    ANGELONI, SA
    LAUS, M
    FRANCESCANGELI, O
    MOLECULAR CRYSTALS AND LIQUID CRYSTALS SCIENCE AND TECHNOLOGY SECTION A-MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 1994, 243 : 135 - 147
12345