Chemical Research in Chinese Universities ›› 2013, Vol. 29 ›› Issue (1): 71-75.doi: 10.1007/s40242-012-2102-7

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Rapid Synthesis of Glycosyl Bromides by Ultrasound Irradiation

ZHAO Jin-zhong1, ZHANG Xue-qin1, WU Xin1, XING Ze-bing1, YUE Ai-qin1, SHAO Hua-wu2   

  1. 1. Shanxi Agricultural University, Taigu 030801, P. R. China;
    2. Natural Products Research Center, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, P. R. China
  • Received:2012-03-12 Revised:2012-06-05 Online:2013-02-01 Published:2013-01-23
  • Supported by:

    Supported by the Project of Science and Technology of Shanxi Province, China(No.20100311069), the Special Fund for the Introduced Talents of Shanxi Agricultural University, China(No.XB2009013) and the Special Fund for the Introduced Talents of Shanxi Province, China.

Abstract:

A convenient and environmentally friendly reactor for the synthesis of glycosyl bromides via ultrasound irradiation was designed. Peracetylated glycosyl bromides were synthesized from free saccharides by means of a one-pot method. Benzoylated and 6-subsituted glycosyl bromides were prepared from protected saccharides. The glycosyl bromides were obtained in isolated yields of 83% to 96%.

Key words: Ultrasound, Glycosyl bromide, Acetyl bromide, Reactor, Sugar