Selectively protected galactose derivatives for the synthesis of branched oligosaccharides

被引:11
|
作者
Lehtilä, RL
Lehtilä, JO
Roslund, MU
Leino, R
机构
[1] Biotie Therapies Corp, FIN-00710 Helsinki, Finland
[2] Abo Akad Univ, Dept Organ Chem, FIN-20500 Turku, Finland
关键词
galactose; protecting groups; monosaccharides; oligosaccharides;
D O I
10.1016/j.tet.2004.02.054
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis and characterization of several new anomerically pure galactose derivatives, based on simple and effective protective group manipulations of benzyl beta-D-galactopyranoside, are reported. The monosaccharides described contain selectively protected/deprotected hydroxyl functionalities at their 1,2,3,4- and 6-positions rendering them useful as building blocks for construction of branched oligosaccharides. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3653 / 3661
页数:9
相关论文
共 50 条
  • [11] Synthesis of Branched Tetrasaccharide Derivatives of Schizophyllan-like β-Glucan
    Miyagawa, Atsushi
    Matsuda, Tomoka
    Yamamura, Hatsuo
    JOURNAL OF CARBOHYDRATE CHEMISTRY, 2015, 34 (05) : 215 - 246
  • [12] Selectively protected disaccharide building blocks for modular synthesis of heparin fragments - Part 2
    Haller, MF
    Boons, GJ
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2002, 2002 (13) : 2033 - 2038
  • [13] Efficient synthesis of differently protected lanthionines via β-bromoalanine derivatives
    Zhu, XM
    Schmidt, RR
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 2003 (20) : 4069 - 4072
  • [14] A versatile and selective chemo-enzymatic synthesis of β-protected aspartic and γ-protected glutamic acid derivatives
    Nuijens, Timo
    Kruijtzer, John A. W.
    Cusan, Claudia
    Rijkers, Dirk T. S.
    Liskamp, Rob M. J.
    Quaedflieg, Peter J. L. M.
    TETRAHEDRON LETTERS, 2009, 50 (23) : 2719 - 2721
  • [15] Affinity chromatography of branched oligosaccharides in rat liver β-glucuronidase
    Hoja-Lukowicz, D
    Litynska, A
    Wójczyk, BS
    JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES, 2001, 755 (1-2): : 173 - 183
  • [16] New protecting groups in the synthesis of oligosaccharides
    S. M. Polyakova
    A. V. Nizovtsev
    R. A. Kunetskiy
    N. V. Bovin
    Russian Chemical Bulletin, 2015, 64 : 973 - 989
  • [17] New protecting groups in the synthesis of oligosaccharides
    Polyakova, S. M.
    Nizovtsev, A. V.
    Kunetskiy, R. A.
    Bovin, N. V.
    RUSSIAN CHEMICAL BULLETIN, 2015, 64 (05) : 973 - 989
  • [18] The efficient synthesis of amphiphilic oximes of galactose and glucosamine
    Mravljak, Janez
    Obreza, Ales
    TETRAHEDRON LETTERS, 2012, 53 (17) : 2234 - 2235
  • [19] Cholesteric induction power of β-galactose derivatives
    Marumo, Kazuhiro
    Itoh, Manabu
    Kang, Sungmin
    Sakajiri, Koichi
    Watanabe, Junji
    Tokita, Masatoshi
    LIQUID CRYSTALS, 2014, 41 (02) : 234 - 238
  • [20] Facile synthetic route to selectively protected spermidine homologues
    Andruszkiewicz, Ryszard
    Gronek, Ewa
    Haluszczak, Jolanta
    SYNTHETIC COMMUNICATIONS, 2008, 38 (06) : 905 - 913