First Synthesis of Thiophene Thioglycosides

被引:25
|
作者
Elgemeie, Galal H. [1 ]
Zaghary, Wafaa A. [2 ]
Amin, Kamelia M. [3 ]
Nasr, Tamer M. [2 ]
机构
[1] Helwan Univ, Fac Sci, Dept Chem, Cairo, Egypt
[2] Helwan Univ, Dept Pharmaceut Chem, Fac Pharm, Cairo, Egypt
[3] Cairo Univ, Dept Pharmaceut Chem, Fac Pharm, Cairo, Egypt
关键词
Thiophene thioglycosides; Sodium thiophenethiolate; Galacto-pyranosyl bromides; NUCLEOSIDES;
D O I
10.1080/07328300902789209
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 method for the preparation of a new class of thiophene thioglycosides via one-pot reaction of the sodium thiophenethiolate salts with 2,3,4,6-tetra-O-acetyl--D-gluco- and galacto-pyranosyl bromides has been studied. The sodium thiophenethiolate salts are prepared using cyano-di-thioic analogs and their corresponding mono- and dithiolate salts.
引用
收藏
页码:161 / 178
页数:18
相关论文
共 50 条
  • [1] Design and Synthesis of the First Thiophene Thioglycosides
    Elgemeie, Galal H.
    Elsayed, Shahinaz H.
    Hassan, Ashraf S.
    SYNTHETIC COMMUNICATIONS, 2009, 39 (10) : 1781 - 1792
  • [2] Heterocyclic thioglycosides in carbohydrate research: Synthesis of thiophene thioglycosides
    Elgemeie, Galal H.
    Abu-Zaied, Mamdouh A.
    NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2017, 36 (08): : 511 - 519
  • [3] First synthesis of thienopyrazole thioglycosides
    Elgemeie, Galal H.
    Zaghary, Wafaa A.
    Nasr, Tamer M.
    Amin, Kamelia M.
    JOURNAL OF CARBOHYDRATE CHEMISTRY, 2008, 27 (06) : 345 - 356
  • [4] First novel synthesis of triazole thioglycosides as ribavirin analogues
    Elgemeie, Galal H.
    Abu-Zaied, Mamdouh A.
    Nawwar, Galal A.
    NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2018, 37 (02): : 112 - 123
  • [5] A first synthesis of thiophene dendrimers
    Xia, CJ
    Fan, XW
    Locklin, J
    Advincula, RC
    ORGANIC LETTERS, 2002, 4 (12) : 2067 - 2070
  • [6] Synthesis of the first novel pyrazole thioglycosides as deaza ribavirin analogues
    Abu-Zaied, Mamdouh A.
    Elgemeie, Galal H.
    NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2017, 36 (12): : 713 - 725
  • [7] Novel Synthesis and Biological Evaluation of the First Pyrazole Thioglycosides as Pyrazofurin Analogues
    Elgemeie, Galal H.
    Abu-Zaied, Mamdouh A.
    Mossa, Abdel-Tawab H.
    NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2019, 38 (03): : 183 - 202
  • [8] NUCLEOSIDE SYNTHESIS FROM THIOGLYCOSIDES
    KNAPP, S
    SHIEH, WC
    TETRAHEDRON LETTERS, 1991, 32 (30) : 3627 - 3630
  • [9] NUCLEOSIDE SYNTHESIS FROM THIOGLYCOSIDES
    KNAPP, S
    SHIEH, WC
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1991, 202 : 67 - ORGN
  • [10] SYNTHESIS OF 1-THIOGLYCOSIDES
    LI, P
    SUN, LH
    LANDRY, DW
    ZHAO, K
    CARBOHYDRATE RESEARCH, 1995, 275 (01) : 179 - 184