Heterocyclic thioglycosides in carbohydrate research: Synthesis of thiophene thioglycosides

被引:6
|
作者
Elgemeie, Galal H. [1 ]
Abu-Zaied, Mamdouh A. [2 ]
机构
[1] Helwan Univ, Fac Sci, Chem Dept, Cairo, Egypt
[2] Natl Res Ctr, Green Chem Dept, Giza, Egypt
来源
关键词
Mercaptothiophenes; sodium thiophenethiolates; thiophene thioglycosides; antimetabolites; glycosides; ketene dithioacetals; 1ST SYNTHESIS; DIRECT ROUTE; ANALOGS; DERIVATIVES; SEEDS;
D O I
10.1080/15257770.2017.1332371
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 novel synthesis of thiophene thioglycosides is carried out via a one-pot reaction of sodium thiophenethiolates with alpha-halogeno sugars. The sodium thiophenethiolate salts were prepared using sodium cyanoethylene thiolate salts. The structures of the reaction products were established on the basis of their elemental analysis and spectral data (IR, H-1 NMR, MS, and C-13 NMR).
引用
收藏
页码:511 / 519
页数:9
相关论文
共 50 条
  • [41] SYNTHESIS AND REDUCTIVE ELIMINATION-REACTIONS OF ARYL THIOGLYCOSIDES
    FURSTNER, A
    LIEBIGS ANNALEN DER CHEMIE, 1993, (11): : 1211 - 1217
  • [42] STEREOSELECTIVE SYNTHESIS OF 1,2-CIS-THIOGLYCOSIDES
    BLANCMUESSER, M
    DEFAYE, J
    DRIGUEZ, H
    TETRAHEDRON LETTERS, 1976, (47) : 4307 - 4310
  • [43] 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
  • [44] Synthesis of heteroaromatic thioglycosides .1. Derivatives of nitroimidazole
    Przybysz, B
    Szeja, W
    Walczak, K
    Suminski, J
    POLISH JOURNAL OF CHEMISTRY, 1997, 71 (10) : 1421 - 1424
  • [45] NOVEL APPROACHES TO GLYCOSIDE SYNTHESIS - BENZENESELENENYL TRIFLATE AS A PROMOTER OF THIOGLYCOSIDES - A NEW METHOD FOR O-GLYCOSYLATION USING THIOGLYCOSIDES
    ITO, Y
    OGAWA, T
    TETRAHEDRON LETTERS, 1988, 29 (09) : 1061 - 1064
  • [46] Thiazoles in glycosylation reactions: Novel synthesis of thiazole thioglycosides
    Abu-Zaied, Mamdouh A.
    Elgemeie, Galal H.
    HETEROATOM CHEMISTRY, 2017, 28 (06)
  • [47] Synthesis and characterization of new N-phenylmaleimide thioglycosides
    Bader A. Salameh
    Kayed A. Abu-Safieh
    Sanaa R. A. Al-Kaabenah
    Raed A. Al-Qawasmeh
    Research on Chemical Intermediates, 2014, 40 : 3001 - 3009
  • [48] GLYCOSYLIMIDATES .8. SYNTHESIS OF 1-THIOGLYCOSIDES
    SCHMIDT, RR
    STUMPP, M
    LIEBIGS ANNALEN DER CHEMIE, 1983, (07): : 1249 - 1256
  • [49] STANNIC CHLORIDE CATALYSED SYNTHESIS OF SOME ARYL THIOGLYCOSIDES
    LANDGE, AB
    INGLE, TR
    BOSE, JL
    INDIAN JOURNAL OF CHEMISTRY, 1969, 7 (12): : 1200 - &
  • [50] Synthesis of thiopyridines and their hydrogenated thioglycosides via piperidinium salts
    Attia, AME
    TETRAHEDRON, 2002, 58 (07) : 1399 - 1405